areas to visit in portland

40 Best & Fun Things To Do In Portland (Oregon)

By: Author Jerric Chong

Posted on Published: May 8, 2021  - Last updated: October 17, 2023

Portland is a highly populous city in Multnomah County, famous for its slogan “Keep Portland Weird” and known for its progressive atmosphere and hipster vibes.

Its history runs deeper, though, as a historic shipping port that got up to a lot of mischief in the prohibition era.

Now, the city retains much of that charm in the form of vibrant art districts, lush natural spaces and parks, museums covering every imaginable topic, exciting festivals and events, and all sorts of gold-standard places to go.

With the many tourist spots, it can be hard to decide what places to see while you’re on holiday in Portland, Oregon.

Luckily, the sheer size of the city means there’s something for everyone, whether you’re keeping an eye out for the bizarre, the outdoorsy, the historic, the artistic, or the inventive.

So, which Portland attractions and things to see are worth your time?

To help you decide, here is our travel guide for the 40 best and fun things to do in Portland, Oregon.

Table of Contents

1. Washington Park

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Washington Park is widely considered one of the most popular Portland attractions.

Portland is filled with all sorts of different parks, but Washington Park manages to be a hotspot for tourists and locals alike.

It is packed with a variety of attractions – many of which are also on this list – and is an excellent place to rest and relax.

Spanning 410 acres, Washington Park is so lively and packed with activities that it’s hard to think of where to start!

A sightseeing tour brings you across museums, zoos, fields, courts, playgrounds, and even an archery range, all interspersed with fountains, flowers, and other natural features.

It’s one of the city’s oldest parks, too, purchased in 1871 when it was merely wild land, so there’s an added historic element to it!

With all the offerings to explore, you’ll probably spend a lot of time there this weekend.

Address: 4033 SW Canyon Rd, Portland, OR 97221, United States

2. Lan Su Chinese Garden

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The Lan Su Chinese Garden spans 40,000 square feet of land and was created in 2000 as a means of connecting locals with Chinese culture following the budding relationship between Portland and Suzhou.

It is designed to resemble gardens from the Ming Dynasty, depicting the 16th-century luxurious exuberance of the dynasty’s wealthiest.

It’s one of America’s only authentic Chinese gardens, making it one of Portland’s loveliest things to see and one of the best places to travel .

An urban oasis, the Lan Su Chinese Garden features courtyards landscaped to perfection and various beautiful and ornate structures that grant insight into Chinese architecture.

The central feature is Lake Zither, which covers 8,000 square feet and is looked over by a delightful tearoom.

The tearoom, known as the Tower of Cosmic Reflections, is operated by Tao of Tea and spans two stories, with 50 seats to choose from as you look out over the lake.

A full menu of vegetarian snacks for all taste buds includes lotus-seed mooncakes, steamed buns, marbled tea eggs, pumpkin seeds dusted with green tea, daikon salad, and pressed plums.

The tower also runs a traditional tea service featuring oolong teas and more.

Address: 239 NW Everett St, Portland, OR 97209, United States

3. Pittock Mansion

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There aren’t many deeply historical places to visit in the city of Portland, but Pittock Mansion is definitely among the top.

In 1853, Henry Pittock, a British-born immigrant, traveled to Oregon and settled down to work for a newspaper called the Weekly Oregonian.

A heavy believer in manifest destiny, within seven years he was the owner of the Oregonian, a daily newspaper, and had married Georgiana Burton, also a pioneer.

For the most part, the Pittocks were relatively frugal and humble, but as they grew older they decided to build their dream home.

The Pittock Mansion was commissioned in 1912 and was built to measure 16,000 square feet.

It is designed with a French Renaissance aesthetic and boasts 23 rooms, including a library, a Turkish smoking room, a music room, a pair of sleeping porches, a private shower, and more, with floors interconnected with an Otis elevator.

The mansion was finished in 1914 in the West Hills, on a 1,000-foot peak of 46-acre land.

Sadly, Georgiana would pass away in 1918 due to poor health, followed shortly by Henry in 1919.

The family kept the home but it was left severely damaged in a storm in 1962.

The City purchased the estate to save it from being demolished in 1964.

Today, it is a prime tourist draw of the city, boasting guided tours, gorgeous grounds, and spectacular views.

You’ll be impressed by the many surprisingly modern features of the Pittock Mansion, including intercoms, a central vacuum system, and indirect lighting.

Address: 3229 NW Pittock Dr, Portland, OR 97210, United States

4. Oregon Museum Of Science And Industry

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The Oregon Museum Of Science And Industry is a stunning interactive museum that is among the best things to do in Portland for families and those who love science and history.

It’s very near – in fact, directly opposite – to the Portland State University and offers a look into complex concepts of science and innovation in an easy-to-understand and insightful way.

With eight labs and five halls all packed with hands-on exhibits, the Oregon Museum Of Science And Industry is a wonderful place to learn.

Showcases encompass topics like technology, paleontology, environment, physics, the ocean, chemistry, agriculture, engineering, health, outer space, reproduction, and more.

The Museum Of Science And Industry also offers cool things to do, like a science playground for young children, an IMAX theater with a four-story screen, the stunning Harry C. Kendall Planetarium, and an eatery on the riverfront that serves up healthy fare.

There is also the famous USS Blueback submarine onsite, the most modern American submarine that is displayed in the nation, and used in the filming of The Hunt for Red October after serving in the Navy for three decades.

Address: 1945 SE Water Ave, Portland, OR 97214, United States

5. Portland Japanese Garden

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One of the beautiful places to go in the US is the Portland Japanese Garden that spans 12 acres and is situated on land that was once a zoo.

It is a part of Washington Park and was opened in 1961 as ties between Oregon and Japan were strengthened.

Former Japanese Ambassador Nobuo Matsunaga proclaimed the eight-garden expanse the most authentic and beautiful Japanese garden outside of Japan on the planet.

With an endorsement like that, this grew to be one of the city’s most loved points of interest.

Each of the eight gardens at the Portland Japanese Garden is designed to evoke a different technique of Japanese gardening.

Taoist, Shinto, and Buddhist philosophies can be seen in the influences of the different elements at play, with plants, stone, and water that evoke serenity and make you feel at one with nature.

At the Japanese Garden, you’ll have fun exploring bridges worthy of fantasy, pools full of koi, cherry blossom trees that bloom in spring, and curved pathways that lead you through different elements.

Among the structures here are the Cultural Village and Pavilion, the Kiyomizu-Dera temple-inspired Umami Cafe, the Zen garden, and the authentic Kashintei Tea House that was shipped to the city after being constructed in Japan.

The Jordan Schnitzer Japanese Arts Learning Center, Ellie M. Hill Bonsai Terrace, and Strolling Pond Garden are all things to see, too!

Address: 611 SW Kingston Ave, Portland, OR 97205, United States

6. Forest Park

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Forest Park is a must-see for natural escapes in the urban setting of Portland.

The dense, lush expanse of this Pacific Northwest forest measures 5,200 acres in size, making it one of America’s biggest urban green spaces.

With no entrance fee, it’s also one of the city’s free things to do and is perfect for sightseeing and relaxation.

It was opened in 1948 but has been in the works since 1903, when the sons of Central Park co-designer Frederick Law Olmsted proposed the land’s preservation.

Forest Park boasts 80 miles of roads and trails for cycling and hiking, all within the generous space of the city and on the east of the imposing Tualatin Mountains.

Relatively near Washington Park, it features many different pathways that bring you through scenic and delightful places to visit.

One of these is the Wildwood Trail, which spans 30 miles and is a part of the Loop system that goes from Gresham to Willamette Greenway and to Marquam Trail, leading along the Columbia River.

It’s one of the most recommended trails in the park.

Address: NW 29 & Upshur to Newberry Road, Portland, OR 97210, United States

7. The Grotto

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The Grotto is the common name used to refer to The National Sanctuary of Our Sorrowful Mother, a Catholic shrine famous around the globe that receives over 200,000 annual visitors.

It is run by the Order of Friar Servants of St. Mary and is dedicated to Mary, Our Sorrowful Mother.

The beautiful location means it’s a great choice for what to do, even if you’re not religious or Catholic – and if you are, it’s one of the best sites in Portland, Oregon!

The property of the Grotto spans 62 acres and is centered with a majestic and dramatic 110-foot cliff that hosts a shrine lit by candles and numerous religious sculptures.

The cliff also bears a rock cave in the base that holds a replica of Michelangelo’s Pieta, made from marble and life-sized.

The botanical gardens of the Grotto are well-maintained and make use of a mix of carefully kept greenery and wild foliage.

You’ll see fir trees, shrubs of rhododendron, and more along the many walkways, some of which provide lovely overlooks of the Columbia River Valley.

If you’re interested in attending mass, you can, and the noon mass is held outdoors in the Grotto itself.

Address: 8840 NE Skidmore St, Portland, OR 97220, United States

8. Oregon Zoo

The Oregon Zoo is another feature of Washington Park, taking up 64 acres of space and housing close to 3,000 individual animals, with 90 species – 19 of which are endangered.

The zoo got its start in the latter part of the 1800s, when Richard Knight began to build his own private animal collection in Portland and opened the space to visitors, growing it into one of the city’s prime tourist attractions.

Dotted with native plants, the Oregon Zoo is a natural paradise with 23 fun exhibits separated into five uniquely themed areas, with a few more planned in development.

Currently, there is the Discovery Zone, the Great Northwest, the African area, the Elephant Lands that are a whopping 6 acres, and the Pacific Shores.

There are animals from the Arctic, the Amazon, and the African savannah and beyond.

Throughout your trip, you’ll get to see sea lions, birds, sea and river otters, insects, a trio of lions named Kya, Zawadi, and Neka, and a Penguinarium.

The zoo also puts a lot of effort into research and conservation, typically focusing on Pacific Northwestern species.

You can learn more in the zoo’s many tours, classes, camps, and programs.

If it’s summer when you visit this weekend, you may be able to check out a cool concert packed with much-loved musical celebrities like “Weird Al” Yankovic, Ziggy Marley, and even The Roots in an outdoor amphitheater that seats 3,800 people.

Address: 4001 SW Canyon Rd, Portland, OR 97221, United States

9. Crystal Springs Rhododendron Garden

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The Crystal Springs Rhododendron Garden didn’t start out as the grand attraction it is now.

Rather, Portland-local Sam Jackson, owner of the Oregon Journal at the time donated some land near Terwilliger Boulevard to be used in its construction.

There were 27 acres in total, but the land was rocky and unusable, forcing the site to be moved to a new location.

That location was once an outdoor stage for students of Reed College called “Shakespearean Island”.

Shakespearean Island was a lot of work to fix, given its dense overgrowth of blackberries and brush.

Volunteers worked to clean it up, eventually leading to the first rhododendron show on the site in 1956.

In 1964, the Crystal Springs Rhododendron Garden finally was christened an official garden.

Today, it is home to a whopping 2,500 and more rhododendrons, along with many other plants.

The Crystal Springs Rhododendron Garden is a bit of a hidden gem, which is a shame given its beauty.

A lake invites geese, ducks, and other waterfowl, while scrub jays, red-winged blackbirds, and 94 other species find refuge in the trees.

Meandering trails bring you through the relaxing location, interspersed with fountains.

With a low entrance fee, this is one of the top cheap things to do in the city.

If you’re here at the right time, you can hop in for May’s Mother’s Day Show or April’s Rhododendron & Daffodil Show.

Address: 5801 SE 28th Ave, Portland, OR 97202, United States

10. Powell’s City of Books

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Are you a bibliophile seeking fun things to do in Portland?

Look no further than Powell’s City of Books !

Third-generation-owned, it takes up a whole block of Portland’s West Burnside.

Its life began in 1971 when the Powells set up their family business with the goal of selling a mix of used and new titles 365 days a year with the aid of staff that truly love books.

They were among the first to open a business in the Pearl District, and today they are the biggest used and new bookshop in the world.

Powell’s City of Books boasts more than one million books across 3,500 sections, three floors, and nine color-coded individual rooms.

It has its own map that you can get at the front desk to navigate through sections for every topic and genre imaginable.

Pillars hold signatures of the many authors who have visited – and there are many, with 500 or so visiting on an annual basis, so you should check if anyone’s visiting this week when you’re in town.

As you can imagine, everything from old to new books can be found at Powell’s City of Books.

When you’re done shopping the more affordable stuff, head up to the Rare Book Room and gaze in wonder at the 1,000-square-foot space decorated with antiques and artwork and featuring all sorts of signed first editions.

If you’re on time for them, there are two behind-the-scenes tours held on Sundays on a first-come, first-served basis.

Address: 1005 W Burnside St, Portland, OR 97209, United States

Visiting other parts of Oregon? Why not check out some of the best things to do in Eugene, Oregon ?

11. Shanghai Tunnels

Keary O. / flickr

The Shanghai Tunnels have a long history that has made them among the best unusual things to do among Portland attractions.

Portland was, once upon a time, considered one of the world’s most dangerous ports.

It was known as the Forbidden City of the West from 1850 all the way up to 1941, and a part of that city was the Portland Underground, often referred to as the Shanghai Tunnels.

The Shanghai Tunnels were used for legal purposes a lot of the time, as they connected the docks of the Willamette River to basements of hotels and bars, keeping goods safe from the elements.

But there were also more illicit activities going on, as well, with alcohol provision and opium dens in the prohibition era.

An urban legend with little to no evidence surrounds the underground in the term “Shanghaiing”.

Tales go that Shanghaiing meant the sale of captured and kidnapped men for ship captains who needed crew members and of women for prostitution.

Many other horror stories plague the Shanghai Tunnels, such as slaves being consumed by hungry crew, human trafficking, and more.

Of course, it’s almost certain that this is all a myth.

While you’re in Oregon, touring the Shanghai Tunnels is an exciting way to explore.

Parts of it are open to the public, with tours provided by the Cascade Geographic Society.

There are ghost tours, heritage tours, and cultural tours.

Address: 120 NW 3rd Ave, Portland, OR 97209, United States

12. International Rose Test Garden

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The International Rose Test Garden is a key choice among things to do in Portland, Oregon.

It was founded in an effort to protect and preserve hybrid European roses from the raids of World War I and was established in 1917.

This makes it America’s oldest continually operating garden of its kind.

More than 10,000 roses are grown at the International Rose Test Garden over its 5 acres of land.

Gorgeous views and delightful exuberant splendor make it a fun visit even in off-seasons, though you should aim for early summer trips to catch everything in bloom.

Different gardens and locations add variety.

The Shakespeare Garden has roses all named after Shakespeare’s characters.

The Miniature Rose Garden is home to all sorts of smaller species of roses.

The Gold Award garden is filled with stunning award-winning roses.

It’s all very delightful!

The International Rose Test Garden has become a part of the city’s identity and culture, and it’s one of its free things to do.

It allows you to get up close and personal with the inspiration behind other local features like the New Rose Tattoo shop, the famous Rose City Genmaicha of Steven Smith Teamaker, the all-female roller derby league called Rose City Rollers, and Nuvrei’s pistachio-rose croissants.

Address: 400 SW Kingston Ave, Portland, OR 97205, United States

13. Hoyt Arboretum

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Want even more free things to do in Portland, Oregon?

Then one of your go-to places to visit should be the Hoyt Arboretum !

It first opened its doors in 1928 and features over 6,000 individual species from 172 families of trees across a whopping 189 acres of land.

Species come from all over the world, including from countries like Algeria, Chile, India, Afghanistan, and Germany.

12 miles of trails allow easy exploration throughout Hoyt Arboretum.

There are nature activities, guided bird walks, and a visitor center.

Better yet, it’s all nonprofit-run!

You’ll get to view a mix of nonnative and native species, helpfully labeled with placards in both English and Latin.

Don’t forget to check out the bamboo forest and redwood grove, too!

Address: 4000 SW Fairview Blvd, Portland, OR 97221, United States

14. Tom McCall Waterfront Park

A trip to the Tom McCall Waterfront Park is one of the best things to do in Portland, whether you’re seeking to go sightseeing, relax, or join a festival.

Situated in downtown Portland next to the Willamette River, it is named after a former governor of Oregon and covers 30 acres of ground and wide-reaching, stunning views of the skyline.

There are lots of activities you can enjoy here at Tom McCall Waterfront Park.

Salmon Street Springs fountain offers a great place to cool down during the warmer days, and it’s always a good time to walk, jog, skateboard, or cycle – even if it gets a bit crowded sometimes.

You’ll also find some monuments here worth checking out, like the Police Memorial, the Founders Stone, and the Japanese American Historical Plaza.

Due to its convenient location in the city, the Tom McCall Waterfront Park is the site of many regular events and festivals for the city, including the Portland Rose Festival and the Oregon Brewers Festival.

When there’s nothing special going on, explore the park’s five different zones, from the riverside walkway of The Esplanade to the grassy concert area of the Bowl, and from the crowded Central Lawn to the historic John Yeon Building.

Address: 98 SW Naito Pkwy, Portland, OR 97204, United States

15. The Witch’s Castle

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The Witch’s Castle is one of the weird things to do in Portland, but that’s what makes it one of its most fun points of interest, too.

With so many years of history to its name, it’s no wonder that it’s lived many lives and been the site of a fair few curiosities, ranging from murders to parties.

The land where the Witch’s Castle stands was purchased in the mid-1800s but Danford Balch as the city was still in development.

Balch hired Mortimer Stump to clear out the area, and Stump fell in love with Balch’s daughter, Anna, and asked Balch for her hand in marriage.

Balch refused and Stump was furious, taking Anna with him to elope.

Balch became depressed as a result, and when the couple returned, Balch murdered Stump on the Stark Street Ferry.

He was then executed – the first of the state’s legal execution.

The land then passed around from hand to hand and finally landed in the hands of the city, which built the stone “castle” close to the original homestead of Balch.

For a time, the Portland Parks and Recreation maintained it, using it as a station and restroom.

A storm damaged the structure in 1962 and it was abandoned.

Then, in the 1980s, high school students stumbled upon it and began using it for their parties, naming it the Witch’s Castle.

Every Friday night, high schoolers gather here to have a good time, even till today.

Address: Lower Macleay Trail, Portland, OR 97210, United States

16. Portland Art Museum

The Portland Art Museum is the Pacific Northwest’s oldest museum of art and holds the most prestigious collection of works in all of Oregon.

It was founded in 1892 and holds over 45,000 works from different genres, artists, and eras.

Three interconnected buildings make up the total expanse of the vast museum, which can be overwhelming when you’re trying not to get lost!

The Portland Art Museum is home to Japanese screen prints, European masters’ works, contemporary American creations, photography, and a sculpture garden.

One of its must-do exhibits is the Native American gallery, which showcases 5,000 artifacts from different eras, taken from over 200 different tribes.

There is also a beautiful collection of English silver, a stunning Ansel Adams collection with 26,000 prints, an Asian archaeology, and art collection, works by artists whose masterpieces defined the American West.

Address: 1219 SW Park Ave, Portland, OR 97205, United States

17. The Freakybuttrue Peculiarium

Freakybuttrue Peculiarium

The Freakybuttrue Peculiarium maintains the spirit of the Keep Portland Weird slogan with an eclectic museum-and-shop dating back to 1967.

It was created by Oregon local Conrad Talmadge Elwood, an explorer who loved the bizarre, weird, and zany, and he claims he created it after dreaming of the store.

That’s likely not true, but the falsehood is in line with all the pranks and funnies the shop has to offer.

In other words, if you’re wondering what to do in Portland that’s all-out unusual, this is one of your best options.

Shelves in the gift shop of The Freakybuttrue Peculiarium are packed with cheap gag toys, strange pop artifacts, unnerving specimens, and more, all positioned behind the huge statue of Bigfoot that greets you when you walk in.

The museum area itself hosts all sorts of exhibits where photography is more than welcome.

At The Freakybuttrue Peculiarium, you’ll get to see a seated Krampus statue with evil red eyes, strange drawings, freaky memorabilia, a nightmare dollhouse, an alien autopsy recreation, and the inside of a zombie’s brain.

An art gallery is also here, showcasing the more one-of-a-kind works of art from the city’s many artists.

If you have a strong stomach, try The Freakybuttrue Peculiarium’s fresh chocolate chip bug cookies, served hot and fresh with edible mealworms, scorpions, and crickets.

Address: 2234 NW Thurman St, Portland, OR 97210, United States

18. Multnomah Falls

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The Multnomah Falls are a whopping 620 feet in height and, while technically outside of Portland, Oregon, are among the tourist attractions worth the half-hour drive out.

The fun falls provide you with the opportunity to climb to Benson Bridge, where you can view the falls up-close from the first tier, or all the way up to the peak of the falls to look out over the Columbia River Gorge.

At the very bottom, the Multnomah Falls Lodge has amenities, an eatery, and a gift shop.

The Multnomah Falls are filled and fed by rainwater, an underground spring, and snowmelt, so it’s one of the West’s only waterfalls that flow throughout the year.

It’s the fourth tallest in the country and the second tallest of the year-round kinds!

Native American legend states that the falls were made to win a young princess’ heart so she could have a secret bathing spot.

Address: Oregon 97014, United States

19. Cathedral Park

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There are plenty of parks in this city in Oregon, but Cathedral Park is among the top places to go.

It’s one-of-a-kind, incredibly breathtaking, and wonderfully romantic.

Situated in the northern portion of the city along Willamette River, it has a quiet location underneath the St. Johns bridge, which is where it got its name – the cathedral-like design of the bridge’s footing adds an ethereal atmosphere to the area.

The park was built five decades or so after the bridge, so it only opened in 1980.

Until then, it was virtually just a junkyard until a fundraising drive, run by Howard Galbraith, earned $7.5 million to be used to convert the space into a park.

The Cathedral Park Committee created and sealed a time capsule when the park was finished and placed it in the Memorial Garden’s Wall of History to be opened in 2030.

The instructions for finding it are hidden and kept secret.

Address: North Edison Street and Pittsburgh Avenue, Portland, OR 97203, United States

Looking to explore Oregon? Famous for the world’s largest living organism, Oregon has a lot to offer to tourists! If you plan a trip, here are some of the best places to visit in Oregon !

20. World Forestry Center Discovery Museum

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The World Forestry Center Discovery Museum is another attraction in Washington Park, Portland.

It opened in 1971 and measures 20,000 feet in size.

Its mission is simple but important: it aims to teach tourists and locals of Oregon alike about the importance of trees, nature, and forests in environmental sustainability.

The first floor of the World Forestry Center Discovery Museum covers the ecology of forests and general sustainability through a local perspective, while the second floor widens the scope to a global scale.

The second floor lets you take virtual trips to Russia, China, South Africa, and Brazil to learn about their forests and the unique challenges they face, as well as the relationships between woodlands and the people.

Looking for fun things to do in Portland?

Take a raft ride from here to gaze out over the forest from above!

21. Portland Farmers Market at PSU

The Portland Farmers Market is so famous that it’s one of the commonly visited Portland attractions itself!

Held at Portland State University, it features 200 vendors that rotate every Saturday.

They sell everything from baked goods to eggs and from grass-fed meats to cheese and charcuterie.

You’ll find craft chocolate, fresh produce, chanterelles, local blueberries, and seasonal fruits galore at this lovely Farmers market.

Try some of the SuDan Farm lamb, Old World Apples, Hood River cherries, and more.

There’s no end to the treasures and yummy goods you can find, so take your time to explore!

Address: 1803 SW Park Ave, Portland, OR 97201, United States

22. Columbia River Gorge National Scenic Area

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The Columbia River Gorge National Scenic Area can be walked or driven to from Portland, Oregon and offers a cheap entrance fee, lots of things to see, and a fun and active adventure to embark on this weekend.

Covering 290,000 acres of land, it’s often considered the most scenic part of the lower portion of the Columbia River, bisected by the popular Pacific Crest Trail.

Marking the state border, the Columbia River Gorge National Scenic Area is the perfect place for site seeing and nature-themed activities.

It’s also a wonderful place to take some photographs of the stunning waterfalls, like the Latourell Falls, Oneonta Gorge, and the already-mentioned Multnomah Falls.

Address: Hood River, OR 97031, United States

23. Pioneer Courthouse Square

Pioneer Courthouse Square is widely considered the Living Room of Portland by locals.

If you’re trying to get in touch with authentic downtown Portland, Oregon life, this is one of the best places to visit.

More than 26,000 individuals pass through Pioneer Courthouse Square daily.

It spans 40,000 square feet, is a common event space, and has tons of fascinating features to ogle.

The central area is an amphitheater of sorts that you can sit in during events.

There are bricks scattered about Pioneer Courthouse Square that have names on them – names of locals who paid $15 for the honor as a manner of donating to the construction costs.

There is a fountain that resembles a waterfall, a chess table, and the beloved Umbrella Man, which is a bronze statue of a man in a suit carrying an umbrella.

Address: 701 SW 6th Ave, Portland, OR 97205, United States

24. Portland Troll Bridge

Portland Troll Bridge

If you want some fun stuff to add to your to do list, the Portland Troll Bridge is a great option.

Trolls were widely considered fearsome, hostile monsters, stealing human women, eating human children, and lashing out against human men.

But that’s actually not at all what the troll bridge is about – in fact, it’s a bit of a Keep Portland Weird moment!

Trolls became the name of a brand of children’s toys, with wacky vibrant hairstyles and big smiles, that rose to fame in the 1960s.

It is these plastic little ones that you can find at the Troll Bridge.

Surrounded by woods, the bridge has been affixed with troll dolls all over, coming and going as people steal and replace them.

There are even some trolls painted on the bridge itself!

If you plan to cycle up here, make sure you’re ready for the challenging hills.

Address: 16498 NW McNamee Rd, Portland, OR 97231, United States

25. Oregon Historical Society Museum

The Oregon Historical Society Museum is situated in downtown Portland.

It opened in 1898 and has since been telling the tales of the state, from its first settlers to those who live here now.

It has earned its spot among worthy points of interest, especially given its housing of an important artifact to the city, but also thanks to the 85,000 or so artifacts related to local history onsite.

Within the halls of the Oregon Historical Society Museum sits the Portland penny, which was flipped to decide the name of the city.

The two options were “Boston” or “Portland”, and well, we know who came out the winner!

Other great things to check out are a sandal that is 9,000 years old, the replica of a ship’s hull, and the library.

With all the manuscripts, artifacts, films, books, and photographs to see, you’ll leave with a much deeper understanding of this lovely state.

Address: 1200 SW Park Ave, Portland, OR 97205, United States

26. Mill Ends Park

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Mill Ends Park is a fun must see in Portland – and you may have passed it without realizing it’s there!

It is the smallest city park in the world according to the 1971 Guinness Book of World Records and measures a mere two feet in size, where it sits on the Naito Parkway’s median, largely unnoticed.

The park was created by Dick Fagan, who came back to continue his work at the Oregon Journal in 1946 after the war.

From his window, he looked down onto the street and saw a tiny hole in the road’s median, meant for a light pole but unused.

Weeds were growing in it, so Fagan decided to plant flowers there.

He told a fanciful tale of its origin, claiming that leprechauns that only he could see created it, and Fagan wished for a park from the leprechaun and was given the hole in turn.

Mill Ends Park’s legacy has continued since Fagan’s 1969 death.

It was designated a city park in 1976 and is the home of many inventive and unique festivities, complete with tiny decorations.

Address: 56 SW Taylor St, Portland, OR 97204, United States

Planning a trip to Astoria? The city that became the setting for the 1985 film titled The Goonies as well as Teenage Mutant Ninja Turtles 3, Astoria is packed with tourist attractions! If you do plan the trip, here are some of the best things to do in Astoria, Oregon !

27. Mount Tabor Park

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Mount Tabor Park is another one of the free things to do in the city.

Mount Tabor itself is a cinder cone of a dormant volcano.

Climbing up to its peak is a fantastic way to get views of Mouth Hood and the downtown area.

Looking for other kinds of stuff to do at Mount Tabor Park?

Walk the trails to view three reservoirs that once held the drinking water of the city.

Come at the right time to watch the Portland Adult Soapbox Derby in August.

Or seek out the statue of Harvey W. Scott, who edited the local daily paper for a long, long time!

Address: SE 60th Ave &, SE Salmon St, Portland, OR 97215, United States

28. Portland Saturday Market

Not sure where to go to get a real feel of the city?

The Portland Saturday Market is an excellent place to start.

It has been up and running since 1974 as a staple of Oregon, providing sales of exotic foods, lovely souvenirs, ethnic cuisine, handcrafted items, and more.

On some days, special events, performances, and live entertainment are held to liven up the already vibrant, crowded scene.

Held at the Tom McCall Waterfront Park, the Portland Saturday Market shows off an impressive 252 booths of pet supplies, art, toys, clothing, food… anything you can imagine!

Local artisans, jewelry makers, photographers, and vendors showcase their wares and await your purchases.

Address: 2 SW Naito Pkwy, Portland, OR 97204, United States

29. Downtown Park Blocks

miker / Shutterstock

Looking for things to do in downtown Portland?

Well, it doesn’t get more “downtown” than the fun and aptly named Downtown Park Blocks!

Over a couple of dozen of these “blocks” create a quirky few places to visit, parks that cover the same space as a city block would.

This was a part of the planned development of this Oregon city from very early on, and through all the development around them, they’ve only stayed protected and strong.

The South Park Blocks are likely the most popular, with twelve blocks in total and each one housing at least one public art piece.

These include statues of Abraham Lincoln and Theodore Roosevelt.

A total of 337 trees of maple, elm, and oak varieties are scattered throughout the area, as well as a lovely choice of fragrant roses.

The Downtown Park Blocks are perfect for photography.

There are prepared vanishing points for all your picture-taking needs.

This is also just a great place to take a stroll in for some relaxation.

Address: 1436 SW Park Ave, Portland, OR 97201, United States

30. National Hat Museum

National Hat Museum

The National Hat Museum is one of the top things to do in Portland for those seeking a little extra unusualness in their historical learning.

It is located in the already odd Ladd-Reingold House, which has been through a fair bit of strangeness in its time.

It was built in the 1900s in the Craftsman style, and Rebecca Reingold of Russia came to purchase the house soon after its completion.

The Reingolds were an eccentric bunch.

Though the last of them moved out more than six decades ago, their legacy lives on in the strange design of the Ladd-Reingold House.

There are backward doors, pocket doors, a mermaid on the ceiling of the dining room, hiding spots – but most importantly, there are hats.

Rebecca loved hats and loved to collect them, even learning to make them herself.

A new owner, who also loved hats, purchased the house in the 70s and accidentally inherited Rebecca’s entire collection of hats.

With all the treasures she and Rebecca had combined, she opened the National Hat Museum.

Here, you can find hats of Victorian, Edwardian, vintage, retro, novelty, international, and silly styles for all genders.

There are even rare designer hats, movie memorabilia, and more.

Beyond the hats, you’ll see hamburger artifacts, mermaids, dice, and even hands – yes, hands!

Address: 1928 SE Ladd Ave, Portland, OR 97214, United States

31. Mount Hood

TayHamPhotography / Shutterstock

Mount Hood is one of the world’s most-climbed mountains, easily recognizable to hikers and outdoor enthusiasts.

Its summit leads to Oregon’s highest point, 11,239 feet above sea level.

The climb up is precarious, requiring technical knowledge of ice and climbs, but there is an easter Hogsback route that is shorter and simpler – but by no means safe or easy.

Climbing Mount Hood is a risky endeavor.

Fumaroles on the summit can suffocate you.

Melting snow and loose rock can make you slip.

Falling ice could injure you.

In other words – if you plan to climb or ski here, make sure you know what you’re doing!

If you have the guts, the view from the peak is one of the things to see not to miss in Portland.

Address: Oregon 97041, United States

32. Providence Park

Kaytoo / Shutterstock

Providence Park is a stadium that is home to multiple Portland sports teams: the Vikings, the Thorns, and the Timbers.

It was built in 1894 and has seen tons of action, ranging from ski jumping contests to cricket matches, and even an Elvis concert in 1957 that induced hysteria in the crowd.

Watching a game here is very rewarding, and for entertainment, it should be on your list of what to see while in Oregon.

Almost no seats are “bad” and sitting close to any fans of the Timbers is sure to make for an exciting time tonight.

Address: 1844 SW Morrison St, Portland, OR 97205, United States

Planning a trip to Bend? Famous for its wilderness, Bend is a vibrant city filled with beautiful scenery! If you do plan the trip, here are our picks on what to do in Bend, Oregon !

33. Portland Aerial Tram

tusharkoley / Shutterstock

The Portland Aerial Tram is a part of the city’s official system of transit, but it’s not particularly practical, which is why few locals use it for proper transportation purposes.

Instead, it’s become one of the best things to do in Portland for those who want to get some views of Willamette River valley and Portland while killing a little time.

For the most part, the Aerial Tram merely is meant to connect the Oregon Health & Science University’s lower and upper campuses, with 500 feet of elevation across 3,300 linear feet.

It’s a four-minute ride and each tram leaves every six minutes or so.

Address: 3303 S Bond Ave, Portland, OR 97239, United States

34. Beverly Cleary Sculpture Garden

Erin / flickr

The Beverly Cleary Sculpture Garden is situated on the western portion of Grant Park.

Despite its name, it only contains three statues: a cheerful young girl, a boy, and their dog.

These are the characters of popular children’s author Beverly Cleary, namely Ramona Quimby, Henry Huggins, and Ribsy.

These statues circle a little fountain that gives the impression that they’re splashing about and having a blast, and the tiles beneath their feet are engraved with book titles.

Cleary grew up in Portland, so she used the city and its many places to see as inspiration for the settings for her many whimsical and delightful stories.

From the parking lot where Ramona’s boots got mud-stuck, to the lawn Henry searched for nightcrawlers on, all the way up to the home of the Quimby family on Klickitat Street.

If you grew up reading her works, you’ll want to visit the Beverly Cleary Sculpture Garden for sure!

Address: Grant Park Path, Portland, OR 97212, United States

35. Wishing Tree

Wishing Tree

The Wishing Tree was once a simple horse chestnut tree in the northeast portion of Portland, but now it is a must-do trip thanks to its branches packed with wishes.

It is on Nicole Helprin’s property, and she began the wishing tradition in 2013 when she wrote some wishes to hang on the tree prior to leaving town.

When she came back, the entire tree was covered in wishes!

In 2014, Helprin made it even more official by adding a wooden clipboard to the Wishing Tree with instructions, telling readers to find a blank tag and write a wish for anything – themselves, their communities, their loved ones, anything they could think of.

And the rest, as they say, is history.

All across the city, more wishing trees have popped up to continue its tradition when it becomes too full.

Perusing each wish and leaving your own is a sobering and sometimes comedic experience!

Address: 2954 NE 7th Ave, Portland, OR 97212, United States

36. Brewery Tours

Africa Studio / Shutterstock

Portland has awesome craft beers, which is why there are 70 breweries scattered about the city.

Not sure what to do about the sheer amount of them?

Take a brewery tour!

These guided tours bring you through all the hotspots so you only try the greatest brews that the city has to offer.

Most tours stop at multiple breweries so you can sample a lot of different flavors and kinds.

Some of the most popular Brewery Tours for site seeing and drink in the city are Brewvana , the Brews Cruise, and BeerQuest Walking Tours.

Want specific recommendations?

Try Stormbreaker Brewing for cool patio drinking, Ecliptic Brewing for an especially delicious selection, Bailey’s Taproom for a huge variety, Ex Novo to support charity, and Lucky Labrador to check out one of the city’s oldest breweries.

37. Windows of Wonders

Bunny with a Toolbelt

The Windows of Wonders is a unique gallery that makes up one of Portland’s hidden gem tourist attractions.

No matter day or at night, the storefront window is constantly lit up to reveal the wonders that lie within – a whimsical chorus of tiny curiosities.

The landscape is designed to make it look like you’re peering into another realm, and a small sign is always updated, challenging you to try and find what lies in the little miniature world.

Every detail of the Windows of Wonders was made from reclaimed wood.

The displays vary, ranging from animals to fantasy creatures.

The artwork is the creation of Hilary Pfeifer, a local artist, who has made many different art projects for public display throughout the area.

Address: 1722 NE Alberta St, Portland, OR 97211, United States

38. Morrison Street Minigallery

Morrison Street Minigallery

If you’re looking for places to visit this weekend, check out Morrison Street, where the Morrison Street Minigallery showcases its unique collaborative creations.

It consists of a mere white shadowbox set in front of a house of Victorian design.

It is run by Jerry and Alissa, a married couple, who operate it as a minuscule museum and even tinier art gallery with 3D mini works.

Pieces tend to change monthly, and each one showcases something very small and very fascinating, from tiny primates to miniature piles of crystals and from dinosaur busts to little carpets, cabinets, and couches.

You can even purchase the pieces once the exhibits are over!

Address: 3229 SE Morrison St, Portland, OR 97214, United States

39. Stark’s Vacuum Museum

Stark’s Vacuum Museum

Sometimes, the fun things to do in Portland are merely museums dedicated to oddly specific objects.

Take the Stark’s Vacuum Museum , for example!

It is situated in a corner of Stark’s Vacuum Cleaner Sales & Service, right in Portland’s downtown.

Despite being very small, the Stark’s Vacuum Museum is surprisingly comprehensive, with a showroom boasting 300 vacuum models dating as far back as the 1960s.

The collection has continued to grow and grow, and owners of old models often donate their cleaners to Stark’s for this purpose.

If nothing else, it sure is intriguing to see all the different cleaners from the many years past!

Address: 107 NE Grand Ave, Portland, OR 97232, United States

Planning to visit Seaside? Famous for its sandy beaches, Seaside has tremendous historical significance. If you do plan the trip, here are some of the best things to do in Seaside, Oregon !

40. Lincoln Street Kayak & Canoe Museum

Lincoln Street Kayak & Canoe Museum

Our final pick on the Portland attractions list is yet another museum: the Lincoln Street Kayak & Canoe Museum .

The collection of the museum is owned by Harvey Golden, who prefers to keep his boasts indoors at his garage, where he makes and displays them.

Golden’s main interests lie in vessels made by indigenous folks, and his works are often replicas of them, dating as far back as 400 years in inspirational material.

Golden keeps his eye on different displayed boats from different museums and works on fabricating replicas as a hobby.

His initial goal was to better understand how these boats handled water and could be assembled – now, he has an entire museum, ready for you to visit on a Thursday in Portland!

Address: 5340 SE Lincoln St, Portland, OR 97215, United States

Start Planning Your Trip To Portland, Oregon

Portland is a delightful vacation hotspot with points of interest galore.

The next time you’re in the city, you’ll be spoiled for choice when it comes to places to visit, no matter what your preferred attraction or pastime is.

Hopefully, this list has solidified an idea for you of where you’ll be heading to in Portland, Oregon!

Happy travels.

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The 17 best things to do in Portland right now

From quirky bike tours to doughnuts the size of your head, here are the best things to do in Portland

Portland is a fun, quirky little city, known for its super fun attractions and its innovative art scene. There’s plenty to see and do here, from music festivals to bike rides, and its ever-growing popularity lends itself to trendy craft breweries, food trucks and fabulous restaurants. 

You might be visiting for Portland Rose Festival, for Chinese New Year or for the Winter Lights, but on either side, there’s a whole load of activities to fill your trip. Whether you like the sound of a whiskey library or a botanical garden, our list of the best things to do in Portland will see you through. 

RECOMMENDED: 🍽️ The best restaurants in Portland 🏘️ The best Airbnbs in Portland 🍔 The best food trucks in Portland 🍻 The best breweries in Portland 🍩 The best doughnuts in Portland

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Fun things to do in Portland

1.  Voodoo Doughnut

What’s better than doughnuts, I hear you cry? That’s right, it’s donuts the size of your head. And if that sounds like a dream come true, the answer to all of your prayers is right here, in Portland. Voodoo Doughnuts is a wild doughnut store in the city, with over 50 artisan flavours on offer, including 25 vegan options. Flavours range from grape ape to blueberry cake, so you’re in for a treat. 

2.  Bike tours of Portland

There are plenty of ways to see this city, but arguably the best way is via a bicycle. And if even that isn’t enough, you can join a bike tour in the city, from Pedal Bike Tours and Portland Bicycle Tours , which offer fully guided tours to get the most out of Portland. You can even join a drinking tour, where you pedal between the city’s best microbreweries, or they offer customized rides to your liking. 

3.  Portland Art Museum

• Greater Portland

Founded in 1892, the Portland Art Museum is the oldest in the Pacific Northwest and, impressively, one of the oldest galleries nationally. With a vast array of works on display (contemporary, modern, and ancient pieces - and more than 45,000 of them), there is enough to keep you busy for an entire day.  Peep some outstanding Native American art and one of the world’s most impressive collections of English silver. Its two buildings in Portland’s cultural district are connected via a subterranean gallery, with a sculpture garden to explore outdoors (look out for the towering Roy Lichtenstein work  Brushstrokes ). 

4.  Powell’s City of Books

• Jefferson Street

The largest independent bookstore in the world, Powell’s City of Books is home to more than 1 million new, used and rare tomes. Bookworms can find plenty to do in this labyrinthine store. In the Purple Room, check out the Espresso Book Machine, which you can use to publish your own book in the time it takes to make a cup of coffee. The Rare Book Room has plenty of signed volumes if you’re hunting for a one-of-a-kind gift. 

5.  Multnomah Whiskey Library

The Multnomah Whiskey Library stocks an incredible selection of more than 2,000 liquors from around the world.  Portland is rightly famous for its craft beer scene, but fans of the hard stuff now have their own clubhouse here too. This beautiful membership-based bar (Read: You have to become a member to imbibe) exudes sophistication and old-school class—it is already known as one of the finest whiskey bars in the world. If all libraries were like this, we’d be much more studious. 

6.  Portland Saturday Market

• Attractions

A huge outdoor market – Portland's largest and the largest continuously operated outdoor market in the US – selling a great variety of arts and crafts.  For a good ol' browse and a spot of breakfast/lunch. A stroll on any Saturday will turn up unique items (which make for great Christmas presents), like deer-antler jewelry and vegan soap. You can guarantee the quality of the food, as a panel of judges regularly checks the quality of what's being sold.

7.  International Rose Test Garden

• Parks and gardens
• Arlington Heights

One of only six test gardens for the American Rose Society and the oldest official continuously operated public rose test garden in the United States.  Whether you're a rose fanatic or just like to stop and smell them, the International Rose Test Garden has hundreds of them for you to admire and sniff. More than 10,000 rose bushes bloom with around 650 varieties of roses. Peak bloom is usually in June, but you can enjoy the beauty from April to October.

8.  Oregon Museum of Science and Industry

• Central Eastside

The Oregon Museum of Science and Industry has to be one of the coolest educational facilities on the planet.  Not only does it have the submarine from  The Hunt For Red October  (a.k.a. the USS  Blueback ) as a permanent floating exhibit outside, but its outstanding planetarium also hosts Laser Pink Floyd shows. Yep, that’s laser shows to a thumping 1970s soundtrack. This place  seriously  rocks.

9.  Portland Center Stage

Portland has plentiful performing arts options, from the wonderful Arlene Schnitzer Concert Hall, a.k.a. the “Schnitz,” to the Oregon Ballet Theater. But the most dramatic setting is undoubtedly the Gerding Theater in the city’s old armory. Already on the National Register of Historic Places, the building has attracted lavish praise from the architectural world for its intelligent renovation. The reviews are equally glowing for the theater’s resident company, Portland Center Stage. 

10.  Revolution Hall

The iconic 113,500-square-foot brick school on SE Stark Street was extensively renovated before starting a new life as a music venue.  Portlanders have been going back to school in droves—namely, George Washington High School, which reopened as live music venue Revolution Hall in 2015 and has gone from strength to strength ever since. The popular rooftop bar with outstanding city views doesn't hurt either. It sure beats sneaking a beer behind the cafeteria.

11.  Nong’s Khao Man Gai

Although Portland is home to more than 500 food carts, which you’ll see (and smell) baking, frying, and grilling all over town, Nong’s Khao Man Gai is a must-try.  The simple yet delicious poached Thai chicken and rice at this food truck is a local legend. Within this miniature kitchen, one dish is perfectly executed time and time again - tender chicken, fluffy rice, and aromatic sauce fit for a king. 

12.  Pittock Mansion

The French Renaissance–style château perched high in the West Hills was originally built for  The Oregonian’s  wealthy publisher Henry Pittock in 1909.  This mansion-turned-city-owned museum tells the story of Portland’s growth over the last century through the eyes (and belongings) of the prominent Pittock family. At more than 1,000 feet above sea level, the mansion also commands some of the finest views over the city, making its lawns a popular picnic spot. Grab your strawberries and blankets, people.

13.  White Stag Sign

Also known as the Portland Sign, a large neon sign atop the White Stag Building.  This iconic sign welcomes those coming across the Willamette River to downtown Portland via the Burnside Bridge. Though the wording has changed over the years, it was designated a historic landmark in 1977 and permanently changed to read "Portland, Oregon" in 2010. Walk across the bridge to snap a pic, and try to get the skyline behind it. During Christmastime, the stag's nose glows red like Rudolph's. 

14.  Pioneer Courthouse Square

Widely referred to as “Portland’s Living Room”, this park hosts around 300 events each year.  Pioneer Courthouse Square is also home to one of the city’s most famous residents: “Umbrella Man.” Otherwise known as  Allow Me  by J. Seward Johnson, the bronze statue of a suit-clad, umbrella-toting man has become a Portland icon, overlooking the events in this popular gathering space. 

15.  Forest Park

• Willamette Heights

If Portland is a republic of tree huggers, then Forest Park is its capital. At a whopping 5,200 acres, it is the largest forested natural area within city limits in the United States—and a mere 10-minute drive from downtown, with multiple entry points.  A verdant idyll situated on the west side, amongst the Tualatin Mountains. With 80 miles of accessible trails and beautiful views of the Willamette River, the reserve is a haven for hikers and wildlife alike.  If you’re feeling fit, lace up your sneaks and tackle one of Forest Park's many hikes.

16.  Oregon Historical Society

Thousands of artifacts tell the story of Oregon, from early settlement to the present day. For instance:  Thanks to the flip of a coin in 1845, Portland gained its name. Had the coin landed the other way up, you'd be in Boston right now. It's great historical facts like this about the city and the state that make the Oregon Historical Society a winning visit. You can see the very 'Portland Penny' in question while you're there, as well as a 9,000-year-old sandal and a replica ship's hull.

17.  The Shanghai Tunnels Virtual Tour

This network of underground catacombs was supposedly used for nefarious purposes in the late 19th and early 20th centuries and is now one of Portland's must-visit and most unique tours .  While a sale of the building has now restricted access to physical tours of the tunnels, Cascade Geographic Society still offers amazing virtual tours of these not-so-well-kept secrets with intriguing backstories. Legend says that a dark secret lurks beneath Portland’s streets, where many an unsuspecting (or inebriated) Portlander would wake up to find himself aboard a merchant ship bound for the Orient—a process known as “Shanghaiing”. Step inside the Shanghai Tunnels virtually, and come face to face with this subterranean world, from hidden trapdoors to holding cells – just be sure to look over your shoulder.

More great things to do in Portland

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30 Best Things to Do in Portland, Oregon + Map

Home | Travel | North America | United States | Oregon | Portland | 30 Best Things to Do in Portland, Oregon + Map

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With so many things to do in Portland, Oregon , it’s no wonder why it’s among the top 10 most popular cities in the United States. However, the reason why I love the so-called City of Roses is because it’s one of the most environmentally conscious cities in the world and one of the quirkiest too!

When I was deciding what to do in Oregon, I knew I had to experience the hip urban feel of downtown Portland, OR . Yet, I also wanted to see the natural beauty of the nearby forests and mountains. So, I did both, and now I’m ready to share the best places to visit in Portland.

I recommend planning a few days to see all that this metropolis has to offer. With its eclectic mix of natural scenery and trendy city streets, you want to make sure you see all the top places in Portland .

Now, without further ado, let’s dive into the best attractions in Portland.

1. Washington Park, a calm place to visit in Portland, OR

Washington Park is a beautiful public urban park and one of Portland’s main attractions . It has a little bit of everything – gardens, monuments, recreation areas, public art, and miles of forest trails. There are even two museums and an arboretum.

One of my favorite parts of Washington Park is the Portland Japanese Garden , but I’ll talk about this later.

Another interesting place to go in Portland ’s Washington Park is the World Forestry Center Discovery Museum. The museum is suitable for all ages and includes exhibits related to the Pacific Northwest forests and conservation efforts.

You should also check out the walking trails, which connect to Forest Park. One of the most popular trails is the Wildwood Trail . It’s over 25 miles long, but only three of them are in Washington Park. Going on a short hike is a great activity in Portland to do to get some fresh air and exercise.

Two other great attractions in the park are the Hoyt Arboretum and the International Rose Test Garden , which I’ll talk about later.

2. Pittock Mansion, one of the most popular tourist attractions in Portland

Not far from Washington Park, you’ll find Pittock Mansion , one of the top tourist attractions in Portland, Oregon . The 46-room home was built in 1914 in the French-Renaissance style, and today it’s on the National Register of Historic Places. The mansion was the home of former Oregonian publisher Henry Pittock, but today it’s an iconic landmark and must-see for anyone visiting Portland .

Some people are fine with just driving past the mansion, but you can also purchase timed tickets for a tour of the residence and grounds. The interior of the home is lavish and artistic and includes a library, Turkish smoking room, sewing room, music room, and several bedrooms. The hilltop mansion provides spectacular views of downtown Portland, OR, and Mt. Hood in the background which is worth the visit on its own.

The Pittock Mansion grounds are free to access and are open daily. However, the mansion is closed to tours on Tuesdays and Wednesdays. If you follow the Wildwood Trail from Forest Park, it will lead to the regal estate.

3. Lan Su Chinese Garden, the most beautiful place to visit in downtown Portland

Another beautiful Portland tourist spot is the Lan Su Chinese Garden . Located in the city’s Chinatown neighborhood, the 40,000 ft² walled garden provides a tranquil escape from the busy streets.

The garden is inspired by the classical gardens in Suzhou, China, and about 90% of the plants here are native to China. There are hundreds of lush flowers as well as soothing greenery like orchids, bamboo, and lotuses. Without a doubt, this is one of the most peaceful attractions in Portland, Oregon .

You’ll also find several traditional Chinese structures that will make you forget you’re in one of the busiest cities in the United States. For example, the Painted Boat in Misty Rain is a charming boat-shaped pavilion, and the Flowers Bathing in Spring Rain pavilion by the water is a good place to find your Zen.

Don’t forget to check out the scholar’s studio, the Celestial Hall of Permeating Fragrance , where martial arts students practice. I also thought the Moon Locking Pavilion and two-story Tower of Cosmic Reflection were lovely.

I definitely recommend the Lan Su garden as one of the most serene things to do in Portland . It’s a great place to take your time and admire the still ponds, gorgeous architecture, and pretty plants.

4. Visit Pioneer Courthouse Square, one of the best things to do in Portland

Pioneer Courthouse Square is an outdoor area known as “Portland’s Living Room.” When you visit, you’ll understand why, as it’s a popular gathering spot for locals and tourists alike. Fortunately, the square is much larger than a living room (in fact, it’s 40,000ft²).

The square is a huge boon to Portland’s tourism , and I think it’s one of the first things to see in Portland . Two light rail stops are on either side, so it’s easy to get to. If the weather is nice, you’ll see outdoor chess games and a central fountain. Throughout the year, different public events take place in the square’s amphitheater.

4. Pioneer Courthouse Square, one of the best things to do in Portland

The square is also a great place to see some Portland public art. Two popular pieces are the Umbrella Man sculpture and the Weather Machine , a 33-foot-tall column with a large orb. If you go there at noon, you’ll see the orb open up and reveal the weather forecast for the day. Another thing to do at Pioneer Courthouse Square is to enjoy some yummy street food. Several food carts are parked in the square each day.

There is never a bad time to visit the square since there are hundreds of events and programs throughout the year. This tour takes you to the square in the morning while it’s less crowded, as well as Pittock Mansion and the International Rose Garden.

5. Forest Park, the best hike in Portland, Oregon

As I mentioned earlier, Forest Park connects to Washington Park. It’s one of the largest urban forests in the country (over 5,000 acres), so it’s a must-see.  Its trail system is well-known, particularly the Wildwood Trail .

The total trail is 30 miles, but there are many shorter paths in Forest Park. Some of them pass by other Portland attractions like the Japanese Garden and Pittock Mansion, while others travel deeper into the woods.

The western side of the park offers views of the Columbia and Willamette Rivers, as well as the Tualatin Mountains. Even though Forest Park is close to downtown Portland OR , you can still find lots of beautiful flora and fauna here. The area attracts wildlife from the nearby Tualatin River Valley, such as black-tailed deer, flying squirrels, great horned owls, and bobcats and elk.

The park is also home to an interesting site, the Witch’s Castle . Also called the Stone House, it’s an abandoned stone building covered in moss (and some graffiti) that dates back over 100 years. Of course, urban legends have dubbed it haunted, making it another weird thing to see in Portland. In reality, it was previously used as a ranger station and public restroom.

Forest Park and all its interesting sights make for a fun weekend outing, so I recommend visiting if you have the time. There is also this urban hiking tour , which follows a 5-mile trail and passes by the Witch’s Castle.

6. Visit the Portland Japanese Garden, one of the best activities in Portland

One of the top attractions in Portland , which I referenced in some of the previous sections, is the Portland Japanese Garden . Located in Washington Park, the garden will transport you to a world of Zen and natural beauty.

The 12-acre site is divided into 8 gardens, as well as a Cultural Village designed by a famous Japanese architect. The Cultural Village is where you can learn more about traditional Japanese arts and customs. From time to time, the building hosts cultural performances.

6. Portland Japanese Garden, one of the best activities in Portland

Back outside, be sure to explore the different areas of the garden, especially the Strolling Pond Garden . It’s one of the most serene places to visit in Portland , although it feels more like an ethereal dream. You can walk across the moon bridge while koi swim underneath. There is also a gorgeous waterfall and a large pagoda lantern that’s over 100 years old.

Besides, you will find a rock garden, a bonsai terrace, and a tea garden with an authentic Japanese tea house. Even if you just spend an hour here, it’s one of the best places to visit in Portland . It’s suitable for all ages and there are public tours available for free, although they depend on the availability of volunteers.

7. International Rose Test Garden, one of the most popular places to visit in Portland

The International Rose Test Garden is part of Washington Park, as I mentioned earlier. The 4.5-acre park has over 10,000 rose bushes and hundreds of varieties of roses. It’s no wonder why more than half a million people visit the garden each year.

The peak time to visit the rose garden is between April and October. The blooms are at their prettiest in June, so you might want to visit during the summer.

The International Rose Test Garden is a popular venue for weddings and other special events, although you don’t have to dress up to go there. The area is a wonderful place to recenter yourself and treat your nose to the delicious floral scents.

While you’re there, be sure to check out the Queen’s Walk, a brick path with bronze plaques commemorating each Rose Festival queen and signed in her real handwriting. There is also the Royal Rosarian Garden, which has blooms dedicated to former public servants. The Shakespeare Garden displays year-round shrubs, tropical plants, and other greenery along a paved walkway.

You should also keep an eye out for the public art, such as the Water Sculpture fountain and the Royal Rosarian bronze statue. Various events are held throughout the year at the garden’s outdoor amphitheater.

8. Go to Tom McCall Waterfront Park, one of the best free things to do in Portland

If you’re looking for cheap things to do in Portland , I suggest checking out Tom McCall Waterfront Park . The large park is a popular downtown area and overlooks the Willamette River. It’s a very popular spot for joggers and bikers since the walking and riding paths offer scenic views. The waterfront trail is quite crowded during lunch hour, so it might be best to visit in the morning or early evening.

Since the park is so big, it is divided into several sections. The Esplanade is the riverfront corridor, but there is also the Central Lawn , the primary green space in the park. Several festivals take place here throughout the year, and there is a big fountain that serves as a fun centerpiece during the summer. If you visit in the spring, you’ll get to see the famous cherry blossoms, which line the park’s Japanese American Historical Plaza.

8. Tom McCall Waterfront Park, one of the best free things to do in Portland

The park includes a few memorials dedicated to historical figures and Portland organizations. Other landmarks include Friendship Circle , the steamboat Portland , and the Saturday Market Pavilion . One of the fun Portland weekend activities to do is to visit the outdoor arts and crafts market, which is held every weekend between March and December. I also suggest this bike tour , which takes you along the riverfront corridor to Chinatown and the Old Town district.

9. The Grotto, the most peaceful place to go in Portland, OR

Also known as the National Sanctuary of our Sorrowful Mother, the Grotto is a Catholic outdoor shrine. This is one of the most tranquil places in Portland , whether you’re religious or not. The centerpiece of this area is the Grotto Shrine , a cathedral cave carved out of a 110-foot basalt cliff. A statue of the Virgin Mary and Jesus, as well as a replica of Michelangelo’s Pietà are inside.

Above the cliff, there is a botanical garden, several shrines, and a meditation chapel. The Grotto also has nearly two dozen religious sculptures, as well as a John F. Kennedy Memorial.

Many people enjoy walking through the gardens, which are quiet, peaceful, and perfect for contemplation. Some visitors go into the Monastery , which was built in 1936 and serves as a home to the Servite Friars. Other visitors prefer to explore the grounds, which include a Rose Garden, Labyrinth, and Peace Garden .

The Grotto is designated as a National Sanctuary, and several mass services are held each day. The area is open to everyone, and most would agree that it’s one of the most beautiful places in Portland .

10. Portland Art Museum, something you must see in Portland, OR

If it rains in Portland or you’re a big fan of the arts, then I recommend visiting the Portland Art Museum . It’s the oldest art museum on the west coast, and it has a huge collection that spans all kinds of time periods and artistic styles.

What’s great about this museum is that, among its permanent gallery spaces, it also owns an outdoor sculpture garden and the Northwest Film Center.

The museum is also the venue for the Contemporary Northwest Art Awards, which are held every two years and showcase artists from the Pacific Northwest. It’s a cool thing to do in Portland if you’re in the city during the event.

Among the permanent pieces at the museum are classics like Monet’s Water Lilies and Renoir’s Seine at Argenteuil. Of course, you don’t have to be an art historian to appreciate these works. Depending on your preferences, you can peruse the Native American masks, ancient Corinthian vases, Asian woodblocks, or thousands of other pieces.

The art museum is a fun place to visit in Portland for all ages. It’s also a nice thing to do if you get stuck with a dreary, wet Pacific Northwest day.

11. World Forestry Center, a great place to visit in Portland with kids

The World Forestry Center is a unique place to see in Portland . It’s a great way to familiarize yourself with the local flora and learn more about the forests of the Pacific Northwest. This is such a valuable part of the country, and the World Forestry Center has fun and interesting exhibits that will appeal to all ages. In fact, a visit here is a wonderful thing to do in Portland with kids .

The Center is a non-profit institution and offers a variety of programs. It also has a museum with several exhibits explaining sustainable forestry, local wildlife, and innovations in timber-working and environmentalism. There are also virtual tours that transport visitors to the boreal, temperate, subtropical, and tropical forests of Siberia, China, South Africa, and the Amazon Rainforest.

After visiting the museum, step outside and explore the rest of the campus. You can climb aboard Peggy, the 42-ton locomotive, or examine a 10,000-pound petrified tree stump that’s estimated to be millions of years old.

The World Forestry Center is conveniently located in Washington Park, so after your visit, you can hop on the Wildwood Trail or another green space in the park.

12. Crystal Springs Rhododendron Garden, the most romantic thing to see in Portland

For those who are looking for romantic things to do in Portland , consider the Crystal Springs Rhododendron Garden. This area is 9.5 acres of gorgeous azaleas, trees, and of course, rhododendrons. Along with thousands of flowers, the botanical garden is also home to several small lakes, waterfalls, and a fountain.

The garden is open daily from dawn to dusk and it’s one of the top Portland Oregon attractions for couples. The atmosphere is calm, and the surroundings are lovely, so it’s a good spot for those who want to take a break from the city. Not only will you find a variety of flora here; there are dozens of species of waterfowl, too. Keep your eyes peeled for Canada geese, herons, gulls, and hummingbirds.

The most recent addition to the attraction is the waterfront butterfly garden, which adds a magical air to the place. Crystal Springs sees many repeat visitors throughout the year, and if you visit, you’re sure to want to come back. There is something so peaceful about the charming footbridges, majestic waterfalls, and vibrant blooms. Plus, it’s a photographer’s paradise!

13. Portland Saturday Market, an amazing thing to experience in Portland

As I mentioned in the section about the Tom McCall Waterfront Park, the Portland Saturday Market is something to check out if you’re in the city on a weekend. The market is open every weekend between March and December and is the largest continuously operating outdoor market in the country.

Here, you’ll find arts, crafts, and all kinds of unique Portland stuff . It’s a great way to get out and about, and you can meet local artisans and vendors. You may even find some nice souvenirs and gifts for friends. Dozens of stalls line the waterfront, and the merchandise ranges from hand-crafted jewelry and textiles to art prints, wine, body care, and clothing.

The products aren’t the cheapest, but I think it’s always good to support and pay artists what they’re worth! Besides, you can always stroll along the riverfront and look at the stalls for free. Plus, you’ll already be in the park, so once you’re done browsing, you can explore the rest of the area.

Consider the Saturday Market if you’re looking for Portland weekend activities , and you won’t be disappointed. Just don’t confuse it with the Portland Farmer’s Market, which is open on Saturdays at Portland State University.

14. Alberta Arts District, one of the most popular places to go in Portland

For something interesting to do in the city, check out the Alberta Arts District . In this northeast section of Portland, you can find all the great things that make the city weird, vibrant, and unique.

This section of downtown was once plagued by crime, but now it’s a popular destination for locals and tourists, full of trendy galleries, cafes, and cool things to do in Portland. Pick up a map of all the street art in the neighborhood from the Portland Street Art Alliance and go on a hunt for murals and galleries. Some popular art spaces include the Guardino Gallery, Alberta Rose Theatre, and Ampersand Gallery .

If you’re in the city at the end of the month, stop by the Alberta Arts District for the “Last Thursday” street fair. The event also includes food carts and street performers. After perusing works by local artists, grab a bite to eat at one of the hip restaurants or bars. A few local favorites include Tin Shed, Alberta Street Pub, Radio Room, and Great Notion Brewing .

While exploring the arts district is something to do in Portland for free , I suggest supporting the local businesses by purchasing some art or food. You could also take this tour , which takes you around the neighborhood to some hotspots and little-known corners of the district.

15. Shanghai Tunnels/Portland Underground, an unusual thing to do in Portland

Lots of people refer to this city as a quirky place, and the Shanghai Tunnels Tour is one of the weird things to do in Portland . Also known as the “Portland Underground”, the tunnels are mostly underneath the Chinatown neighborhood, and are remnants of the city’s past.

The discreet passages connected hotel and tavern basements and were originally intended to help with the movement of shipped goods that came from traders on the Willamette River. The underground pathways allowed businesses to transport stock without having to deal with streetcars and trains.

Of course, the tunnels are now one of the strangest Portland attractions and have accumulated some odd stories throughout the years. Today, you can take a tour of the Shanghai Tunnels and learn more about the story of these passageways and the people who once used them. Some tours delve into the haunted legends that many people now associate with the tunnels.

There is even a Museum of the Shanghai Tunnels , which educates visitors on the history of the shanghaiing trade, in which sailors would kidnap individuals to have them serve as deckhands. If you’re fascinated by the tunnels and want to hear more creepy stories, I recommend this ghost tour , which takes you to the Portland underground and other supposedly paranormal places downtown.

16. Hike Mt. Tabor Park, another place you don’t want to miss in Portland, Oregon

Another outdoorsy thing to do around Portland, Oregon is to visit Mount Tabor . Its name is a reference to Mount Tabor in Israel, but the mountain in Oregon is actually a dormant volcanic vent. As if that weren’t cool enough, you can hike to the peak (about 630 feet), to get stunning views of downtown Portland. You will also find an outdoor amphitheater and basketball courts there.

The land around the volcanic hill is referred to as Mt. Tabor Park . Here, you’ll find a visitor’s center and a range of hiking trails that vary in difficulty. There is a 1-mile, 1.5-mile, and 3-mile trail, which loop around the reservoirs in the park.

A visit to Mount Tabor is one of the best free things to do in Portland .

17. Powell’s City of Books, an unforgettable place to go in Portland

You might not think about visiting a bookstore as one of the exciting things to do around Portland but hear me out. Powell’s City of Books is the largest new and used bookstore in the world, and its retail space holds more than a million books spread across an entire city block.

Trust me, visiting Powell’s City of Books is one of the top 10 things to do in Portland . No matter your interests, you can find a book that will speak to you. The bookstore is a lot of fun to explore, thanks to its nine color-coded rooms. There are over 3,500 sections from cooking to languages to travel and everything in between.

The independent bookseller has been open for nearly 50 years. Visiting the store and curling up with a good book has been one of the favorite Portland weekend activities for locals. The shop is more than a collection of books; it’s a community of book lovers, writers, and creative people. Throughout the month, the bookstore hosts workshops and meet-and-greets with local authors and other community members.

It’s also worth noting that Powell’s City of Books is in Portland’s Pearl District, which is known for its art galleries and upscale shops. That said, you’ll find lots of bargains at this bookstore. If you’re going to visit, keep in mind that they’re open Wednesday through Sunday.

18. Hoyt Arboretum, a lovely attraction in Portland, Oregon

Another awesome attraction in Portland ’s Washington Park is the Hoyt Arboretum . The arboretum is open to the public and accessible from the Park or the Wildwood Trail.

This is one of the best places in Portland to get your nature fix. The arboretum has one of the largest collections of coniferous trees in the United States, as well as thousands of species of shrubs and plants. Some of its most prized trees are the dawn redwood, weeping sequoia, and Himalayan birch.

Of course, you don’t have to be a forestry expert to appreciate the lush surroundings and fresh air. Visitors are free to simply walk around and enjoy the natural beauty, or they can participate in a class or program hosted by the arboretum staff. Depending on the time of year, there are different plant and tree species in bloom, so there’s never a bad time to visit.

Once you arrive, feel free to check out the visitor’s center, or go straight to one of the trails or picnic areas. I highly recommend going to the bamboo garden, which has the largest collection of bamboo in the Pacific Northwest. There, you’ll see a bamboo-inspired sculpture, Basket of Air , hanging over the pond in the garden. The arboretum has another living sculpture, House for Summer , which is made of Himalayan birch.

The Hoyt Arboretum is a great place to go if you’re looking for cheap things to do in Portland . Plus, it’s close to several other popular attractions within Washington Park.

19. USS Blueback, another unusual place to go in Portland

Besides the natural beauty, there is other interesting stuff to do in Portland . For example, how about a visit to the USS Blueback ?

This is a decommissioned sub from the United States Navy. It was launched in May 1959 and was the last non-nuclear submarine to join the Navy ranks.

Blueback’s first mission was to the Gulf of Mexico in 1960, followed by the Panama Canal. It also made port calls in Seattle and Vancouver and had a temporary home at Pearl Harbor, Hawaii. Blueback made trips to Australia, Japan, Hong Kong, New Zealand, and the Philippine Sea. The Oregon Museum of Science and Industry obtained Blueback in 1994, and it has been stayed at the Willamette River, in from of the museum, since then.

This submarine earned two battle stars during the Vietnam War, and it has also appeared in fictional wars on the silver screen. It was featured in Hawaii Five-O in the 1970s and the modern TV show Portlandia .

The sub is on the National Register of Historic Places. In the past decade or so, its radio room has been restored and there are guided tours of the interior several times a day. Touring the Blueback is a cool thing to do in Portland, Oregon with kids . It’s also a fun experience for adults, as most people haven’t been inside a submarine before.

20. Oregon Museum of Science and Industry, an interesting attraction in Portland

As I mentioned in the previous section, the USS Blueback is at the Oregon Museum of Science and Industry (OMSI). This museum is a boon to Oregon’s Portland tourism and a place I recommend checking out.

In addition to the submarine, OMSI has an IMAX theater, planetarium, and several exhibition halls dedicated to life science, earth science, and environmental technology. It also has a science playground, which is a fun Portland Oregon attraction for children.

Not only is OMSI a great place to learn something new, but it’s also an enjoyable experience. The permanent exhibits include physics, chemistry, paleontology, and biology labs, an earthquake epicenter, and innovation stations. Visitors are encouraged to come up with solutions to real-world problems and scenarios while learning about different branches of science.

The Kendall Planetarium is the next best thing to the wide-open skies of the great outdoors. In fact, a visit to OMSI is a must-do in Portland if you run into bad weather during your trip. The theater plays several different shows depending on the time of day. A few examples of documentaries include arctic fires, evolutionary mysteries, and the life cycle.

OMSI is the place to go if you want to beat your boredom and learn something new about the world around you. It’s a perfect alternative to outdoor activities, especially on those dreary and wet Pacific Northwest days.

21. Mill Ends Park, a little-known area to visit in Portland, OR

Back to the weird sights in downtown Oregon ! Mill Ends Park is one of those interesting things in this city that will make you scratch your head and wonder.

The park is not really a park at all, but more like a tiny shrub in the middle of the road. Dubbed a “tiny urban park”, it’s just two feet across and consists of one lonely tree. The park is in the Guinness Book of World Records for being the world’s smallest park. You can find Mill Ends Park at SW Naito Parkway in the median strip.

The park was established in 1948 when that little spot on the median was being prepared for a streetlight. For some reason, workers never filled the drilled hole with the pole, so a columnist named Dick Fagan placed some flowers in the hole and named the area Mill Ends.

Being a writer, Fagan came up with an elaborate story about Mill Ends. He wrote in the Oregon Journal that he noticed a leprechaun digging the hole in the median. Fagan ran into the street and grabbed the magical little guy, who granted Fagan a wish. The columnist wished for a park of his own, but the clever leprechaun, noticing that Fagan didn’t specify the size of the park, gave presented the hole in the cement as his new park.

The story of Mill Ends lives on, and Portlandians are quite protective of it. The park changes from time to time, such as when it became a Charlie Brown Christmas Tree or when people put tiny plastic army men in the surrounding dirt. It’s definitely one of those weird Portland things to see .

22. The Freakybuttrue Peculiarium and Museum, another must-visit in Portland

Continue your Portland adventure and stop by an unusual little spot in the northwest district. The Freakybuttrue Peculiarium and Museum is a place like no other in the city and one that will delight, amaze, and confuse you.

The Peculiarium is home to all kinds of oddities, gags, novelties, books, toys, and much more. You never know what you’ll see at the museum, which opened in 2011 and is the only Freakybuttrue Peculiarium in the world.

Everything about the Peculiarium and its employees is tongue-in-cheek, and you’ll be laughing and having fun in no time. A visit here is a great thing to do in Portland, OR if you want to do something fun and shake up your routine. The items here are peculiar, of course, and you’ll probably feel all kinds of emotions, from disgust to disbelief to joy and amusement. Some of the exhibits include adult themes and dark undertones, so be aware.

The museum is famous for its bug sundaes, so will you be brave enough to try one? You can count me out on that one!

Admission to the Peculiarium is just $5, and you can get in for free if you wear a good costume. If you’re looking for Portland’s best quirks, you’ll definitely have to stop by.

23. Multnomah Falls and Columbia River Gorge, another exciting thing to do in Portland

Multnomah Falls is a spectacular place to see in Portland , and well worth the 35-minute drive. The two-tier waterfall cascades over basalt cliffs from a height of 620 feet. Its waters land in a pool that feeds into the Columbia River Gorge.

The gorge is a huge canyon that stretches over 80 miles and goes through the Cascade Mountain Range. In some places, the canyon is as deep as 4,000 feet, and its western side reaches down to the Portland area.

If you want to see Multnomah Falls, there is a paved footpath that will lead you to Benson Footbridge. The bridge crosses the lower tier of the waterfall, about 100 feet above the ground. Getting up close and personal with the falls will be one of the most exciting Portland adventures of your trip!

Other waterfalls worth visiting in the area are Latourell Falls, Wahkeena Falls, Bridal Veil Falls, and Horsetail Falls . Besides, check out the Oneonta Gorge if you’re into hiking.

If you don’t want to drive there, you can also take this half-day tour to see the most important sights.

Or, for those who are short on time or want to see the canyon from a different point of view, I suggest this flight tour . The 40-minute flight will give you scenic views of the gorge and Multnomah Falls, as well as the Bridge of the Gods steel bridge.

24. Visit Willamette Valley, the best thing to do in Portland for couples

Another wonderful date idea is a trip to Willamette Valley , also known as the Oregon Wine Country. Imagine miles of open land, the flowing river, and views of the Cascade Range, the Oregon Coast Range, and the Calapooya Mountains. It’s just as lovely as it sounds, and one of the best places to visit near Portland, Oregon .

The Willamette Valley is about 50 miles from downtown Portland, making it a perfect day trip. Visiting one of the 500+ wineries and vineyards is one of the top things to do outside Portland . I recommend this wine tour , which includes transportation to three Willamette Valley wineries.

If wine isn’t your thing, there are other activities available in the Willamette Valley. The area is home to some stunning natural places, such as Silver Falls State Park . Here, you’ll find some trails through the lush forest leading to gorgeous waterfalls.

There is also the more challenging Spencer Butte Hike. It’s a bit of a climb, but you’ll be rewarded with magnificent views over the valley and the city of Eugene, Oregon . Just like Portland, Eugene is part of the Willamette Valley region, so if you want to get to know this city, consider a day trip there, too.

25. Mount Hood, one of the top places to go near Portland

Mount Hood is one of the most interesting things to see in Portland, OR . The stratovolcano, which geologists aren’t sure is active or inactive, is part of the Cascade Volcanic Arc. It’s the second most-climbed mountain in the world, and it’s just 50 miles southeast of Portland.

In addition to being the highest mountain in Oregon, Mount Hood offers year-round activities in Portland. If you visit during the summer months, the area is a haven for camping and hiking. During autumn and spring, there are all kinds of wildflowers and berries to see. The harvest supplies the Fruit Loop vendors, who have their stands at the foot of Mt. Hood in the Hood River Valley .

If you visit during the winter, you’ll be able to enjoy one of the best ski areas in the country. Mount Hood has six ski areas: Cooper Spur, Mount Hood Meadows, Ski Bowl, Snow Bunny, Summit, and Timberline . These resorts offer fun wintertime activities in Portland , including skiing, snowboarding, and tubing.

When it’s warmer, the Mount Hood National Forest beckons visitors near and far. It is known for its untouched natural beauty and gorgeous alpine lakes. Two of the most amazing ones are Trillium Lake and Lost Lake. On a clear, sunny day, you can see the mountain reflected in still, blue water.

There are so many ways to enjoy this natural area, but if you don’t want to drive there, I recommend this tour , which includes visits to the Hood River, Multnomah Falls, and Timberline Lodge and Ski Area.

26. Cannon Beach and the Coast of Oregon, one of the best beaches in Portland

If you’re willing to take a brief drive, you can visit Cannon Beach and the Oregon Coast . About 80 miles from the city, this beachy area is a popular place for a vacation in Portland .

There you can find Haystack Rock, that was the set of The Goonies movie and one of the best natural places to visit near Portland . This 235-foot sea stack is said to be the third-largest intertidal structure in the world. Wait until low tide to see the tide pools, and you may spot sea slugs, starfish, anemones, crabs, and sea snails.

Seaside is another popular town you should visit at the Coast of Oregon. It’s known as a fun thing to do around Portland , thanks to its amusements, bike rentals, and 1.5-mile oceanfront walkway, The Promenade. It’s also very close to Ecola State Park , one of the best places to visit in Oregon.

Going south you will find Oswald West State Park and Nehalem Bay State Park, other hotspots for camping, yurt rentals, hiking, and biking.

I also suggest visiting nearby Cape Meares . It’s part of the Three Capes Scenic Route , which also includes Cape Lookout and Cape Kiwanda. Cape Meares has a gorgeous scenic viewpoint 200 feet above sea level, granting you unhindered views of the ocean and nearby sights. During the summer, you may spot whales. There is also the Cape Meares Lighthouse and the “Octopus Tree”, a Sitka spruce tree with multiple trunks.

If you don’t want to drive, I recommend this full-day tour, which takes you to some of the most beautiful coastal towns on the Pacific Northwest Coast, including Cannon Beach and Nehalem Bay.

27. Tillamook Seafood Tour, the most fun thing to do in Portland

The Tillamook Coastal area on the Oregon shoreline is one of the best places to visit near Portland Oregon . Here, you’ll find the Tillamook Bay and its charming little town. Contrary to its coastal vibe, its economy relies mostly on dairy farming, although you can also get amazing seafood here. This brings me to my #1 recommendation for this area: a Tillamook Seafood Tour.

This half-day tour will introduce you to the best seafood and cheese in the region. Plus, you’ll get to meet local farmers and fishermen and try your hand at some of their work. Many of the businesses in this area use sustainable fishing and crabbing practices, and it just seems to make the fresh oysters, crabs, and fish taste so much better.

If you’re a seafood lover, that tour is one of the coolest things to do in Portland Oregon , so you shouldn’t miss it out.

28. Eat at Voodoo Doughnut, another unique thing to do in Portland, OR

When visiting a new place, it’s always fun to explore the dining spots that are popular with locals. You can’t spend too much time in Portland without hearing about Voodoo Doughnut . This unique doughnut shop has been featured on TV and in national publications. It started in Portland, but as of 2020, there are nine Voodoo locations spread across five states.

The founders of Voodoo Doughnut opened their shop after realizing there weren’t any doughnut places in downtown Portland. They set out with a plan to dominate the doughnut market with all kinds of intriguing flavors. People quickly noticed Voodoo, and the rest is history. Today, it’s one of the tastiest Portland Oregon attractions you must visit.

The doughnut shop has more than 50 different doughnuts, ranging from yeast and cake doughnuts to specialty treats like map bars, cannoli doughnuts, apple fritters, and even a voodoo doll doughnut. They even offer vegan flavors, and they’ll take custom requests in advance.

Walking the streets with a Voodoo doughnut in hand is one of the coolest things to do in Portland, OR , not to mention the most delicious. Just be aware that this place is extremely popular, and the line of customers often snakes out of the door and down the block. Locals will tell you it’s totally worth it.

However, if you don’t want to wait so long for a sweet treat, Coco Donuts is another popular doughnut spot in Portland with multiple locations. The doughnuts are handmade, and they roast their own coffee, too. This Portland Underground Donut tour will take you to Voodoo Doughnuts, Coco Donuts, and three other prized doughnut shops in the city.

29. Portland Food Tour, the best thing to do in Portland for foodies

If you’re a foodie looking for  fun activities in Portland , you can’t go wrong with this  downtown food tour . Do you know that Portland is one of the best food cities in the US ?

The tour starts at the Pine Street Market, where you’ll learn about the city’s gastronomy and culinary trends. Your tour guide will introduce you to the local food scene as you visit some of Portland’s most iconic restaurants.

As an added bonus, you’ll be able to pair your dishes with some excellent beers. Without a doubt, this food tour is a  cool thing to do in Portland , whether you’re traveling alone or as a group. If you want to get to know the city, there’s no better way than by whetting your appetite!

30. Find the Portland Food Trucks, a great thing to do in Portland at night

Along with the historic pubs and restaurants, as well as its hipster cafes, you must eat at a Portland food truck . There are more than 700 scattered throughout the city, so going on a food truck excursion is one of the top things to do in Portland!

While every local you talk to will have their personal favorite, there are a few popular food cars that I recommend checking out.

First is Cartopia , which serves everything from casual American fare to Middle Eastern gyros and Indian paneer fries. It has a few carts spread throughout the city.

El Local Mexican Food Truck in the Industrial District is where you can get delectable carne asada tacos, guacamole, and chilaquiles. The owners are friendly and serve up big portions as well as vegetarian-friendly plates. The burritos and salsa verde are crowd favorites.

Third Avenue Food Cart Pod is lovingly called the Gyro District by Portlandians. Other city gems include Gumba (hearty Italian food), Gracie’s Apizza (local ingredients), and Kee’s Loaded Kitchen (Southern specialties).

The food cart scene is a Portland Oregon attraction all on its own. These areas are popular hang-out spots among locals and a great place to catch a break and a delicious bite to eat at lunchtime. If you can’t decide with food truck to try, check out this food pods tour and stop at 5-7 different trucks and one brewery.

I hope you enjoyed learning about the best  Portland Oregon attractions , and you have some ideas for your next trip. You can save time planning your  Portland activities  with this convenient map.

This city in the Pacific Northwest is lots of fun and well worth visiting. I’m still amazed by all the things to do in Portland, Oregon , as well as how the city perfectly balances natural beauty with impressive modernization. Do you have a favorite  Portland tourist spot ? Let me know in the comments. I’ll also do my best to answer any questions you may have. Happy travels!

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A Local’s Guide to the Top 16 Things to Do in Portland Oregon

It’s no longer a secret that Portland, Oregon is a cool place to live and to visit. In this post, we share the top things to see and do that we recommend to our friends and family who visit Portland .

Portland has many other attractions, of course, but these are our personal favorites that we would prioritize.

Jedd and I first met in Portland back in 2007, and the city has experienced a major boom since those days. In fact, it’s become such a popular tourist destination that some places touted as “local Portland landmarks” are now frequented almost entirely by out-of-town visitors.

Since becoming nomadic, we still return to Portland often. The fact that I was born there is additional street cred (especially considering that many of the people you meet in Portland now are transplants from California).

Although it’s changed a lot, we still have our favorite spots, and we love to help people discover the classic parts of Portland that we first came to love.

In this post, we’ll cover:

– Top 16 things to see and do in Portland from a local’s perspective – Our favorite Portland restaurants – Awesome day trips from Portland – The best time of year to visit Oregon – Where to stay in Portland (plus an Airbnb discount)  

* Access our free Portland packing checklist here *

What travel restrictions and rules are in place in Oregon? Find post-pandemic travel updates for Oregon here: What you need to know about Oregon travel right now

Photo credits: In addition to our own images, many of the pictures in this post were taken by our brother, Joel Chang.

Disclosure: This post contains affiliate links. If you book through one of our links, we may receive a small commission, at no additional cost to you. Rest assured that we only recommend places we truly love.

Table of Contents

1. Powell’s Books: Famous Portland Landmark

Out of all the things to do in Portland, Powell’s City of Books is probably on every single top ten list. It’s one of the few “mainstream” attractions in downtown that we’d recommend 100% to any visitor because it’s truly unique to Portland.

If you’re not familiar, Powell’s is one of a few brick-and-mortar book stores still thriving in the age of Amazon. It takes up a full city block with multiple levels – about 1.6 acres of retail space! Even if you don’t make a purchase, a visit to Powell’s Books is an experience in itself. Just wander around!

Powell’s now has a few satellite locations, but as a visitor, the main location downtown in the Pearl district is the one you want to see. Check it out at 1005 W Burnside St (on the corner of 10th Avenue and West Burnside). Enjoy a free guided tour on Sundays at 10 a.m. or 4 p.m.

2. Best Portland Neighborhoods (Sellwood!)

Personally, we prefer Portland neighborhoods over the downtown area . If you’re a city person, there are plenty of things going on in the city center that you’d probably love. But it’s almost a different world downtown, and we always recommend that visitors prioritize some time to explore at least one of Portland’s cozy, quirky neighborhoods.

Our all-time favorite neighborhood in Portland is Sellwood-Westmoreland , located down south along the Willamette River. It has its own small town feel that’s a bit different than other communities in the city. In fact, Sellwood is a bit off the beaten path. As amazing as it is, most visitors only see the more “famous” neighborhoods (more on those below).

We love the wide streets lined with trees and sidewalks, beautiful parks, small shops, and family-friendly feel in Sellwood. It’s also home to our favorite restaurant in Portland, Jade Bistro and Patisserie, which serves up delightful Southeast Asia fusion dishes in a bright, casual atmosphere.

Also check out Tea Chai Te – a cafe built out of an old train car! If you’re into biking, running, or walking, be sure to check out the extensive Springwater Corridor  multi-use trail which loops through Sellwood and continues up the river.

As far as other Portland neighborhoods go, you can take your pick from NW 23rd Street , The Pearl District , Belmont Street , Alberta Arts District , Mississippi Avenue , and Hawthorne Boulevard . Each one has a trendy commercial district with interesting shops, cafes, and its own variation of that artsy/quirky/green Portland vibe.

Northwest 23rd and The Pearl are both districts in Northwest Portland. They’re essentially downtown, and they tend to have higher-end shops.

The other neighborhoods are all East of the Willamette River. Belmont, Alberta, Mississippi , and Hawthorne  are street names where thriving, local businesses are the centerpoint, surrounded by charming residential communities.

You can’t really go wrong to pick one or two, walk the streets, window shop, and enjoy a meal.

3. International Rose Test Garden and Hoyt Arboretum

See more #JumpingJedd pics around the world here

A huge part of Portland’s appeal is the natural beauty, which is why we chose our next two recommendations. The International Rose Test Garden and Hoyt Arboretum are neighboring parks just above downtown that are free to the public.

You can enjoy both back to back or choose one that appeals most to you. (The Portland Japanese Garden is also next door, which is also highly recommended, though there is an admission fee.)

The Rose Garden is quite extensive. The roses usually bloom from April through October, which is really the best time to visit Portland anyway, as we’ll discuss below. Portland is known as the “City of Roses” so this attraction is an iconic part of the city.

Parking near these parks can get busy in peak seasons, but it’s also accessible via the Washington Park Shuttle from the MAX light rail’s  Washington Park  station. Enjoy a leisurely stroll around the gardens or hike around both parks for exercise.

4. Council Crest Scenic Portland Viewpoint

One of our favorite views overlooks the whole city of Portland from Council Crest hill , above downtown. It’s one of the highest points in city limits.

You can get to Council Crest by car or hike up via an urban trail system. On a clear day, you’ll see wonderful views of the area’s snow-capped mountains.

This is one of those spots that locals know and love, but it’s less common on the tourist track. It can be a nice place for a picnic, the end of a rewarding urban hike, or just a quick drive-in-and-out stop.

5. OMSI: Oregon Museums of Science and Industry

OMSI is a long-time favorite Portland attraction for locals. I grew up visiting this hands-on science museum as a child, and I still enjoy the experience as an adult.

There are a number of permanent interactive exhibits like brain-teaser puzzles, the human body, earthquakes, and fun physics experiments. The museum also features rotating temporary exhibits and IMAX movies. It’s a great place to bring the family for a rainy afternoon.

Bonus if you’re in Portland on the first Sunday of the month: OMSI admission is only $2!

6. Salt & Straw Ice Cream Shop

Everyone thinks Voodoo Donuts is iconic Portland. Yes, they have weird donut shapes and flavors, but guess what? Those long lines out the door are 90% tourists. Locals are over it and have found other favorite donut shops, namely Pips and Blue Star .

Portland’s true sweet sensation is Salt & Straw ice cream . Granted, you still have to stand in line. And yes, they have locations outside of Portland as well. But even locals think it’s worth the wait.

What makes Salt & Straw special is their hand-made, local flavors. Combinations like pear and blue cheese, strawberry honey balsamic with black pepper, and sea salt caramel are not only unusual, many are quintessentially Northwest. You can find all 4 scoop shop locations here .

Classic Portland Experiences

Our remaining Portland recommendations are not necessarily specific points but rather broader categories of popular activities for Portland. Visitors and locals alike love these, so I’d rank them about the top non-touristy things to do in Portland, Oregon.

7. Portland Food Carts

Food carts are ubiquitous in Portland. New “pods,” or groupings of food trucks, have continued to pop up in nearly every neighborhood across the city.

The most well-known food cart pods began in downtown, where inner-city workers order lunch. You can find nearly every type of ethnic food, from taco trucks to Thai to fancy hand-made Italian pasta carts.

Not every food cart has amazing food, but you can easily sample dishes from multiple places at once. Many of the food cart pods outside of downtown will also have a common area for tables and sometimes a bar. There’s a map of the various locations on the Portland Food Carts website .

For one of the top quality food carts in town, visit Artigiano on SE Division Street (open weekend nights May through October). This outdoor osteria serves authentic, handmade Italian dishes inspired by the chef’s annual research trips to Italy.

Jedd’s oldest brother helps out the chef, Rachael. We recommend ordering the chef’s choice menu and eating family style.

8. Visit Portland Breweries

Craft beers, and the breweries that produce them, are also ubiquitous in Portland. Several dozen craft breweries originated in Portland, with Widmer Brothers being one of the big-name originals.

True to the Portland spirit, Hair of the Dog Brewery  prides itself on originality. Their tasting room on SE Yamhill features uniquely-named beers on tap, served alongside pub food with a local twist.

The traditional English-style  Horse Brass Pub , an establishment that pre-dates Portland’s micro-brew explosion, is located on SE Belmont. They keep 59 beers on tap and serve them up in proper Imperial pints.

The Portland Cider Company Cider House on SE Hawthorne serves up a couple dozen ciders on tap, all produced in the Northwest. For fresh, local ciders, there’s no better place.

Check out this brewery guide  to do some beer tastings or indulge in a hearty meal alongside a refreshing pint.

9. Portland Farmers Markets and Street Fairs

The local flavor of Portland is incredibly vibrant in the various markets across the city. Markets are a great way to experience not only the products and produce of the region but also the people.

The Farmer’s Market every Saturday at PSU has the ultimate Portland vibe and is great for people watching. The Saturday Market  is a large, outdoor arts and crafts market located under the Burnside Bridge. These two are the most well known markets. Both are accessible via public transit and close during the winter months.

Olympia Provisions  has a booth at the market in addition to their two restaurant locations in Portland. Their specialty is handmade, traditionally cured meats.

In addition to fresh produce and locally-made products, the Portland Farmer’s Market is also a great place to grab a meal, like this farm-to-fork breakfast dish by  Verde Cocina .

Most neighborhoods also have their own smaller farmer’s markets during the week. And annual street fairs , featuring local artists and food vendors, are a popular activity during the summer.

10. Best Portland Food & Restaurants

Portland is no doubt a foodie town. Chain restaurants are rare in the city. Instead, you’ll find all kinds of locally owned restaurants to suit any taste or dietary restriction. Of course, everyone has their own favorites.

As we mentioned in the neighborhood section, Jade Bistro and Patisserie in Sellwood is our personal favorite, with indoor and outdoor seating. I always order the wide rice noodles, which resembles a Thai pad see ew . The truffle fries are a must try, too.

Jenny and Tammy at Swiss Hibiscus restaurant (just off of Alberta on NE 14th) not only serve up amazing Swiss-European food with Hawaiian “aloha spirit”, they’ve also become friends as well as clients of ours. 

Paprika schnitzel and goulash, both served with spätzli, followed a tasty soup, salad, and bread. Swiss cuisine is similar to German, which a hint of French and Italian, too. As far as we know, Swiss Hibiscus is the only Swiss restaurant in the area. It was #1 on Trip Advisor for a while and their fantastic dressing has been featured on Diner, Drive-ins, and Dives.

It’s hard to beat the value you get with Saburo’s super-sized nigiri and jumbo sushi rolls in the Sellwood neighborhood. The place is only open for dinner, and there is often a long line wrapped around the outside of the building of people waiting for a table. We typically put our name on the wait list as soon as we arrive, and then take a walk around Sellwood – the best neighborhood in Portland 😉 – while we wait.

Though we’re not “fast food people,” we can’t help but love the burgers, fries, and shakes at Burgerville , which focuses on local ingredients and sustainability. I’d call Burgerville an iconic eatery in the Northwest region.

Ken’s Artisan Pizza is another Portland icon. Ken Forkish makes obsessively good, Italian-style wood-fired pizza in Southeast Portland.

There are countless “ best” bakeries in Portland. Try Ken’s Artisan Bakery (a sister shop to his pizza place) on Northwest 21st, Pix Patisserie on Burnside for desserts that are a work of art, and any of the Petite Provence locations for French-style pastries and delicious breakfasts.

For the best bagels in Portland , head to Bentley’s Bagels in downtown Nob’s Hill area for New York style boiled bagels.

For a Portland restaurant with quirkiness and atmosphere (but average food and service), McMenamin’s Kennedy School is super intriguing to explore. 

11. Best Coffee in Portland

Coffee is also a big part of Portland culture. Different people swear by different roasters. Popular local makers include Stumptown and Coava , but new roasters and coffee houses are popping up every year.

Coava Coffee has made a name for itself with conscientious, single-origin coffees. The spacious Brew Bar on SE Grand serves as the company’s tasting room and storefront for their roastery.

A favorite Portland coffeeshop of ours is Cathedral Coffee with cool interior and outdoor spaces to hang out in a residential neighborhood of North Portland.

Best Day Trips from Portland Oregon

Another winning attribute about Portland is that it’s perfectly poised amidst other amazing places to visit . From the city, you’re only an hour’s drive from the ocean, the mountains, the high dessert, impressive gorges, and countless waterfalls. Even Seattle is only a three hour drive (in low traffic).

If you have access to car and some time to spare while visiting Portland, we strongly encourage you to take a day trip to any of the places below.

13. Columbia River Gorge waterfall hikes

The Columbia River Gorge is one of Oregon’s most scenic drives. Take I-84 East from Portland and you’ll soon be zipping along the massive Columbia River, with Washington State just across the water. As you approach Corbett, take the slower but more scenic Old Highway through a canopy of trees and past one waterfall after another. Choose one for a hike, depending on how far you want to walk.

The crowning glory of the Columbia Gorge is Multnomah Falls , a spectacularly tall waterfall. It can be seen from the highway but it’s worth pulling over and getting a closer look. This happens to be one of the most visited attractions in the state, so expect traffic to back up.

Unfortunately some areas of the Gorge suffered from major fire damage so check beforehand for these areas, which may still be closed to the public: Benson State Recreation Area, Sheppard’s Dell State Natural Area, Angel’s Rest Trailhead, John B. Yeon Trailhead, Historic Columbia River Highway State Trail, Toothrock Trailhead, Ainsworth Day Use area and Starvation Creek State Park.

14. Oregon Wine Country

The Willamette Valley is making a name for itself on the world wine stage. Just a short drive southwest from Portland, you’ll find yourself amidst beautiful rolling hills and vineyards. Small towns like  McMinnville , Independence , Newberg, Dundee, and Carlton have grown to accommodate more and more wine producers, tasting rooms, and other amenities for tourists.

The region’s Pinot Noir is perhaps most popular. But Pinot gris, Pinot blanc, Chardonnay, and Riesling are also grown in the area. You can use this interactive winery map  to plan your own wine tasting tour.

15. Silver Falls and Silverton, Oregon

One of Oregon’s best kept secrets in the spectacular Silver Falls State Park. Where else can you visit 10 waterfalls in one hike? Not only that, but you can actually walk behind two of the largest waterfalls. The landscape reminds us of Lord of the Rings. It’s undoubtedly one of our all-time favorite places.

Silver Falls is an hour and a half drive south of Portland. If you prefer to make it an overnight trip, you can either camp at the State Park or find accommodations in the nearby town of Silverton , where we enjoyed a stay at the beautiful Oregon Gardens Resort.

16. Salem, Oregon

Oregon’s capitol, Salem, is roughly an hour South of Portland on I-5. Since it’s the closest thing to a “homebase” for us, we do have quite a few recommendations for Salem, including more side trips .

When is the best time to visit Portland?

Summer is really the best time to visit Portland , in our opinion. The skies are blue, the land is green, temperatures are warm, and traffic lightens a bit without school in session.

While the weather is getting more unpredictable, you’re more likely to get long stretches of soggy and dreary weather from mid October through mid April. It’s manageable with a good rain coat if that’s the only time you have to visit. But daylight also gets really short in the winter months.

May and June can be hit or miss with rain. July and August are usually rain-free but can occasionally get quite hot. September is usually pretty spectacular.

How To Get Around Portland

You can get around Portland relatively easily without a vehicle if you stay within walking distance of a MAX light rail station . Buses also run regularly and are widespread across the city.

Another option would be to get a Zipcar membership (though it’s probably not worth it for a short visit if you don’t also use their network in your hometown).

Biketown bicycle rentals by Nike and scooter rentals are also available on many street corners. And of course, there’s always Uber or Lyft.

If you’re on an Oregon road trip or drive to Portland with your own car, know that parking and traffic are getting more challenging each year. Ten years ago we could drive across Portland in 20 minutes. Not so anymore!

Where to Stay in Portland

Where to stay in Portland depends on where you want to visit and whether you have a car. There are many different options for accommodations in Portland, including Airbnb rentals, chain hotels, quirky hostels, and everything in between.

I heard that Portland has the highest saturation of Airbnb hosts for any city. That’s partly thanks to the city’s lax regulations on ADU’s (Accessory Dwelling Units) and also because Airbnb has an office in Portland!

Personally, I’ve always wanted to stay at McMenamin’s Kennedy School because it’s so unique.

The McMenamin’s franchise is well known for refurbishing historic buildings into funky brew pub restaurants. Located in Northeast Portland off the beaten path, the Kennedy School is a former elementary school that now houses a restaurant, bars, movie theater, heated saltwater soaking pool, hotel rooms, and more murals than you can count.

>> Click here for photos, prices, and availability at the Kennedy School <<

The Duniway by Hilton is one of the higher end, hip and modern downtown hotels. The 4 star property is well located and very classy.

>> Click here for prices and availability at The Duniway <<

That just about covers our favorite places and top things to do in Portland, Oregon. Did we miss anything? What is your #1 recommendation in Portland? Let us know in the comments!

Going to Portland? Take this article with you as your local’s guide to Portland! Upload the article for free to your phone with the  GPSmyCity app . You can also upgrade to get an offline GPS map that guides you to each location we mention. Or subscribe to access all articles and maps for a full year.

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NW 23rd and the Pearl are in NW Portland, not northeast!

Ah! Thanks so much for catching that typo. It has been fixed!

Portland is such a unique city. Powells is defiantly one of the best spots there!

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The best neighborhoods in Portland

Apr 6, 2021 • 8 min read

The neon signs of Tarboush Lebanese Bistro on SE Hawthorne Boulevard in Portland, Oregon's Belmont neighborhood glow against the sunset © Meghan O'Dea / Lonely Planet

Nestled against a bank of low mountains at the confluence of two rivers, the unique geography of Portland, Oregon divides the city into a patchwork of neighborhoods. Each has its own unique flavor, whether you're looking at the unexpected street layouts of Ladd's Addition, the Black history of Albina, the art galleries and headshops of the Alberta District, or the fabulous architecture of Laurelhurst. 

Some, like Division, are named for the major thoroughfares passing through, or for a notable landmark, like the Mt. Tabor district that's on the slopes of a defunct volcano. Others hint at the marketing strategies of the last century, like Sunnyside – the name of which was selected to lure residents living in Portland's oldest neighborhoods, in the shadow of the West Hills, to try life on the east side of town. 

If you're wondering which Portland neighborhood is right for you, we've broken down each part of town into its micro-communities, with details on what to do wherever you wander during your time in Stumptown.

The Pearl District and Downtown

Best for shopping, business travelers, and first-time visitors

The workaday Southwest section of Portland is home to lots of office buildings and hotels, as well as top sights like Pioneer Courthouse Square, the Portland Art Museum and Oregon Historical Society. It's also a transit hub – bus and light-rail lines converge here, mostly along 5th and 6th Avenues. Also in this part of town are several green parks, important performing-arts centers and plenty of top-end restaurants.

Just east of Northwest, the Pearl District is an old industrial precinct that has been transformed into Portland's swankiest neighborhood. Warehouses have been converted to fancy lofts commanding some of the highest real-estate prices in Oregon. It's a great place to walk around and check out upscale boutiques, trendy restaurants and art galleries.

The Alphabet District, Nob Hill, and Slabtown

Best for shopping, walking, and public transit

Encompassing three distinctive districts, Northwest Portland is home to some of the city's top art galleries, trendy restaurants and plentiful shopping options – all connected by wonderfully walkable streets. 

When Portlanders talk about 'Northwest,' they're usually referring to the attractive area known as Nob Hill surrounding NW 21st and 23rd Avenues, north of West Burnside Street. The residential heart of late-19th-century Portland, this area later became the city's upper-crust commercial strip. It's a pleasant and scenic strolling neighborhood, anchored by vintage apartment buildings and one of the city's best art-house cinemas.

In the face of Portland's rapid development, industrial Slabtown is up and coming with new high-rise residences and more. Collectively, Nob Hill and Slabtown are locally referred to as the Alphabet District. The street names are in alphabetical order, starting southerly with Burnside St, which spans the entire area, up to northernmost York Street in Slabtown. Fans of the  Simpsons  will note some familiar names here (creator Matt Groening is from Portland), such as Flanders, Lovejoy and Quimby Sts.

Old Town and Chinatown

Best for history, museums, and Voodoo Donuts

Nestled between downtown to the south, the Pearl District to the west, and the Willamette River to the east, Portland's oldest neighborhood is super compact and easily walkable. The core of rambunctious 1890s Portland, once-seedy Old Town had a well-earned reputation as the lurking ground of unsavory characters. Now it's home to some lovely historic buildings, plus Waterfront Park, the Saturday Market and a few good pockets of nightlife.

Old Town is generally lumped together with the city's historic Chinatown – no longer the heart of the Chinese community (that's moved to outer Southeast) but still home to the ornate Chinatown Gateway and the Lan Su Chinese Garden. The northern end of the district runs up to Union Station, while NW Broadway forms the western boundary between Burnside St and the Broadway Bridge.

In Ankeny Alley Portland's party crowd enjoys outdoor drinking under a canopy of twinkle lights along the one-block stretch of SW Ankeny St between 2nd and 3rd Avenues, which is closed to cars year-round. Meanwhile, you can bet this city is filled with lovers of athletic apparel in Nike's hometown. Old Town Chinatown is the best place in town to find local retailers who specialize in streetwear, both new and vintage.

You'll find the majority of restaurants, shops and the district's two hotels below NW Everett Street. Portland's hotels are home to some of the city's trendiest watering holes. The Hoxton houses a rooftop bar with great city views, plus a subterranean speakeasy so covert that it doesn't even have a name.

Southeast Portland

Best for local character, craft beer, and dining out

Southeast Portland has seen massive changes in recent years due to rapid population growth – once mostly sleepy and residential, it now swarms with busy street life and is replete with indie shops, acclaimed restaurants and ultra-hip bars. Each pocket of Southeast Portland features an abundance of eateries and boutiques – you could easily spend a couple of days exploring each in depth, from Division to Sunnyside to the Buckman district.

To the south is SE Belmont St, with its own stretch of casual joints, and a few blocks over, along SE Hawthorne Blvd – historically the territory of latter-day hippies – there are nonstop gift shops, vintage-clothing stores, brewpubs and cafes. The next-over thoroughfare, SE Division Street, is so full of fun things to see and do that it's often choked with traffic – take the bus or park a few blocks away.

Portland's 'Beervana' nickname is well earned, thanks to some 80 craft breweries in the city limits – more than anywhere in the world. The scene has been going strong since the 1980s, leaving beer lovers spoiled for choice. You can experience the best of Beervana in the Southeast quadrant's walkable neighborhoods, where great tasting rooms, brew pubs and bottle shops abound.

If that's not your scene, Southeast also has some of the loveliest and most peaceful parks in the city. Escape the hustle and head east to Mt Tabor Park, or south to Sellwood, with its antique stores and Oaks Bottom Wildlife Refuge. Radiating out from East Burnside Street and 28th Avenue are several blocks' worth of eateries, plus a great second-run theater. Nearby is pretty Laurelhurst Park, with towering conifers, footpaths and a lake.

The West Hills

Best for getting outside

Looming over downtown, this exclusive and mostly residential area features narrow, winding streets, houses on stilts and sweeping views over the eastern parts of the city. The South Waterfront area is also in this part of town. But its biggest draw is Forest Park, which stretches more than 5100 acres along the eastern slope of the Tualatin Mountains and reigns as the largest wooded urban park in the US. Flanking Portland's West Hills, its 70-mile network of verdant trails are a great way to witness the grandeur of the Pacific Northwest's forestlands without having to leave the city limits.

The Pittock Mansion is one of the major sites tucked away in Forest Park, with expansive views of Portland east towards Mt. Hood. Sunrises and sunsets are particularly lovely here. Washington Park sits to the southwest of Forest Park, across West Burnside Street. It contains top attractions like the Japanese Garden, International Rose Test Garden, Oregon Zoo and Portland's Children's Museum.

A network of bucolic roads winds from Northwest Portland through the area, particularly main artery West Burnside Street and NW Lovejoy Street, which becomes NW Cornell Road as you ascend into the hills. By foot, the 30-mile Wildwood Trail runs from the Vietnam Veterans Memorial in Washington Park and terminates at the northwestern edge of Forest Park.

Northeast Portland and the Mississippi District

Best for nightlife, the arts, and live music

Northeast Portland is home to some of the city's most vibrant, ethnically diverse communities. The thoroughfares of Mississippi Avenue and North Williams Avenue form the Mississippi-Williams District, while a stretch of Alberta Street makes up the Alberta Arts District. Both host a wealth of restaurants, bars, galleries and boutiques, while neighborhoods like Irvington feature stately historic residences. The area is also home to the Moda Center, where fans cheer on the Trail Blazers, Portland's NBA team

Just across the Willamette River from downtown, the Lloyd District is home to Portland's glass-turreted Oregon Convention Center, a shopping mall and government buildings. Unless you have business at the convention center, there's very little of note here; but there are shops and restaurants along Broadway, an east-west traffic thoroughfare.

Further up the Willamette, once-gritty N Mississippi Avenue is a busy commercial street lined with shops, cafes and restaurants. Running parallel just to the east of Mississippi, bicycle-friendly North Williams and Vancouver Avenues are full of constant new development. This area forms the Mississippi-Williams District, which you can return to at least a couple of times to sample its excellent eateries and bars.

Northeast of Mississippi, NE Alberta Street is a slightly artsier, cooler stretch of bars, cafes, boutiques and indie galleries that make up the Alberta Arts District. Though long gentrified, Alberta still has plenty of character and is more ethnically diverse than other areas. Plan on spending at least a day exploring this area in full.

You may also like:  The 16 best day trips from Portland 20 free things to do in Portland, Oregon The complete guide to cannabis tourism in Portland, Oregon

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31 Top-Rated Things to Do in Portland, OR

Written by Brad Lane Updated Mar 24, 2023

Portland, Oregon, is a cultural capital of the Pacific Northwest. It's also an absolute must-see for domestic and international travelers. The city's thriving culture abounds alongside the region's lush forests and rivers, appealing to urban outings and outdoor adventures alike. And with an ever-rotating lineup of music acts, museum exhibits, and prime waterfall runoffs, things to do in Portland span the entire year.

The best things to do in Portland depend on your desired itinerary. Bibliophiles will want to check out Powell's Books, while foodies may gravitate toward one of the city's many food cart pods. Other places to visit in Portland include rose gardens; bridge crossings; and outdoor venues, like Pioneer Courthouse Square, aka Portland's Living Room.

Enjoy your trip to the Pacific Northwest with our list of top things to do in Portland.

1. Spend the Day at Washington Park

2. stroll through the portland international rose test garden, 3. center yourself at the portland japanese garden, 4. tour the pittock mansion, 5. hike the wildwood trail in forest park, 6. flip through pages at powell's books, 7. admire the artwork at the portland art museum, 8. take a book to crystal springs rhododendron garden, 9. spend time at pioneer courthouse square, 10. shop at the portland saturday market, 11. grab a bite from a local food cart, 12. enjoy the landscape at laurelhurst park, 13. take a day trip to sauvie island, 14. visit the animals at the oregon zoo, 15. walk down hawthorne street, 16. learn about the landscape at hoyt arboretum, 17. stroll through tom mccall waterfront park, 18. explore the alpine landscape of mount hood national forest, 19. bike or walk across the tilikum crossing bridge, 20. hop aboard history at the oregon rail heritage center, 21. chase waterfalls throughout the columbia river gorge, 22. explore a volcanic cinder cone at mount tabor park, 23. experience northwest portland in the nob hill neighborhood, 24. smell the roses at peninsula park, 25. learn something new at the oregon museum of science and industry, 26. catch a professional sports game in portland, 27. take an urban adventure on the 4t trail, 28. catch the view at council crest park, 29. hit the slopes at mount hood, 30. photograph the st. john's bridge at cathedral park, 31. find something strange at the freakybuttrue peculiarium and museum, map of things to do in portland, or, portland, or - climate chart.

Washington Park is the premiere outdoor space in Portland. Among its 410 acres are several of the city's signature tourist attractions. This impressive lineup includes the Oregon Zoo , the Portland International Rose Test Garden , the Hoyt Arboretum , and the Portland Japanese Garden .

And lush landscapes are found throughout every other acre of the park, displaying the beauty of the Pacific Northwest.

Parking is potentially a challenge at Washington Park. The best way to visit is via public transportation or bicycle. TriMet's MAX Blue or Red line has an underground stop within the park, and line 63 has a bus stop right outside the International Rose Test Garden.

Once at the park, the Washington Park Free Shuttle offers daily service throughout the year.

The Portland International Rose Test Garden exemplifies Portland's status as the City of Roses . This vast garden contains over 10,000 individual roses, with over 600 varieties. It also has a fascinating history as a haven for European hybrid roses during World War I. And today, it's one of the signature attractions of Portland's Washington Park .

The best time to visit the Portland Rose Garden is between May and September, when the flowers bloom. It's genuinely an eyeful this time of year, with clean-cut landscaping and rows upon rows of different colored petals.

Admission is free, and donations are appreciated.

Friends of Washington Park International Rose Test Garden helps maintain the flowers and offers volunteer opportunities.

Official site: https://waparkrosefriends.org/

The Portland Japanese Garden is a serene place to spend the day in Washington Park. A Cultural Village and eight distinct garden styles are within its 12 acres, all with a tranquil undertone. Several paths wind throughout the space, through ornamental landscaping and the harmonious blend of nature and intentional design.

There's a fee to visit the Portland Japanese Garden, and guided tours are available for extra insight into the surroundings.

The gardens are home to other amenities, including the Japanese Arts Learning Center and the popular Umami Cafe .

Official site: https://japanesegarden.org/

The Pittock Mansion is a historic home high in the hills above Northwest Portland. Henry and Georginia Pittock moved into their newly built home in 1914. The couple's wealth came from a career of city building and time spent as the publisher of the burgeoning Oregonian newspaper – still read throughout the city today.

The Pittock Mansion today is a living history museum with a spectacular view of the city. Exhibits throughout the house paint the picture of Portland's transformation from a pioneer town to the modern metropolis it is today. Only self-guided tours are available, with access to nearly all 23 antique-filled rooms.

The grounds of Pittock Mansion are worth a visit alone, and are free to tour.

Take some time to enjoy the generous views that spurred the construction of the house in the first place, including the city, the Willamette River, and the Cascade mountains on the horizon.

Official site: https://pittockmansion.org/

Portland is home to one of the most extensive urban forests in the country. The aptly named Forest Park encompasses a remarkable 5,200 acres on the city's northwest side. This amount of space is roughly six times the size of Central Park in New York City. And this vast, nearly untouched Pacific Northwest terrain offers a true escape into nature within city limits.

More than 80 miles of trails navigate through Forest Park, connecting over 40 access points. The Wildwood Trail is one common thoroughfare spanning the entire park. Blue blazes line this 30.2-mile National Recreation Trail that connects with several other popular paths. A map or reliable GPS is recommended for exploring its depths.

Read More: Best Hiking Trails near Portland

Powell's Books is an absolute institution of Portland. Its flagship downtown location encompasses nearly an entire city block. It also houses thousands upon thousands of new and used titles comingled on the shelves. Perusing this bountiful collection can take a full day or a lifetime for those that enjoy a comprehensive library.

Several Staff Picks and comfy sitting areas aid in the literary exploration.

Powell's Books is also the place for literary events, like author readings and writers' workshops. There is also an on-site coffee shop for light fare and comfortable reading space.

Powell's has three locations total, with another famous shop on Hawthorne Street on the other side of the Willamette River.

The Portland Art Museum, founded in late 1892, is the oldest art museum in the Pacific Northwest and one of the oldest in the country. And today, it's an anchor of the downtown district next to South Park Blocks .

The museum's collection comprises over 50,000 objects spread across two buildings and 112,000 square feet of galleries. A primary focus is art from Indigenous cultures of North America, as well as Western and Northwest Art from the last two centuries.

Also displayed is a vast collection of graphic art, English silver, and photography.

Official site: https://portlandartmuseum.org/

Crystal Springs is a lovely nine-acre park in Southeast Portland. The park encompasses two peninsulas jutting into Crystal Springs Lake . Beautiful rhododendrons and azaleas, among other decorative shrubs, line nearly every inch of this landscaped space.

The best time to visit for rhododendrons is between February and July, with typically the biggest bloom from late April through early May.

It's a $5 admission for adults at Crystal Springs Rhododendron Garden. Parking is limited at the gardens. TriMet bus #19 makes a stop near the entrance.

Pioneer Courthouse Square, dubbed Portland's Living Room , is at the downtown core and is always bustling with activity.

Portland's trains and buses converge at this urban park, as do a collection of food trucks at its fringes. And chances are, especially in the summer, some live music echoes off the tall buildings surrounding Courthouse Square.

Pioneer Courthouse Square hosts over 300 events each year, including primarily free concerts for the public to enjoy. The Noon Tune concert series is a free concert not to miss, occurring during the Tuesday and Thursday lunch hour throughout the summer. Flicks on the Bricks also takes place on Friday evenings this time of year, featuring free admission and popcorn.

Official site: https://www.thesquarepdx.org/

Portland Saturday Market has been a long-held tradition since its founding in 1974. What started as grassroots efforts between local artists has now become the largest continuously operated open-air craft market in the United States . It also is one of the most visited attractions in the city.

Portland Saturday Market takes place only on Saturdays between March and December. It concludes its season on Christmas Eve and a week-long "Festival of the Last Minute."

The market today occurs at Waterfront Park in historic Old Town, spanning from beneath the Burnside Bridge. The market takes place all day between 10am and 5pm.

Official site: https://www.portlandsaturdaymarket.com/

Food trucks add significant flavors to the Portland culinary scene, with an estimated 500 mobile purveyors lining the streets.

These counter-service restaurants prefer the name "food cart" in Portland, and many stick together in groups called pods spread across the city. These pods offer a food court experience, with several vendors at the ready and plenty of community seating.

With several food cart pods throughout the city, some of the largest include Cartlandia , Cartopia , and Hawthorne Asylum . Expect international flavors wherever you go and a wide array of menu options.

Most food carts accept credit cards, though not all, and bringing a little cash may help avoid any ATM fees.

Laurelhurst Park is a lovely 30-acre public space in East Portland, near the intersection of Stark Street and Cesar Chavez Boulevard.

It has a century-long history as a city park, with roots dating back to the famous Olmstead Brothers landscaping firm. And the city park today has matured into one of the most lovely outdoor spots on the eastside.

The large Firwood Lake tends to be a magnet for park visitors – and resident ducks. But the whole park is wonderfully landscaped, with plenty of shade-producing trees and lawn connected by hiking trails.

The park is also home to a popular playground area for young children.

Sauvie Island is the largest island in the Columbia River and one of the largest river islands in the country . And located just northwest of city limits, it's also one of the most popular day trips from Portland .

The rural and wildlife refuge landscape lends to several outdoor activities, but escaping the city bustle is always a defining tone of any visit.

Among the many things to do on Sauvie Island are bicycling, hiking, bird-watching, boating, and spending the day at the beach. The island's entire northeast coast comprises sandy real estate, including the popular Walton Beach , also known as Sauvie Island Beach.

The island is also home to several U-pick orchards , with seasons typically starting in late spring or early summer.

Read More: Best Beaches near Portland

The Oregon Zoo is another signature attraction in Washington Park . This AZA-accredited zoo encompasses 64 acres and over 2,000 animals representing several habitats. And the Oregon Zoo attracts over 1.5-million visitors each year, making it the most visited attraction in Washington Park.

The Oregon Zoo has several auxiliary things to do, including a carousel, a zoo train, and themed play areas. However, the animals are the real magnet for this family attraction. A few residents include bears, cougars, bats, giraffes, and chimpanzees.

Several viewpoints and interpretive information frame the enclosures.

Official site: https://www.oregonzoo.org/

Southeast Hawthorne Boulevard is a defining thoroughfare on the east side of Portland. It stretches for 43 blocks with consignment shops, restaurants, and places to sample the local flavors lining the entire street. Also along the route are food cart pods, comedy clubs, and coffee shops.

Hawthorne stays busy throughout the day and night, whether for brunch, a show, or some shopping. It's a very walkable district, and the 14 bus line makes several stops up and down the street.

Hawthorne isn't the only entertainment avenue on the east side. Division Street offers a similar flavor about six blocks south, and so does Belmont Street , approximately six blocks north.

The Hoyt Arboretum occupies 190 verdant acres of Washington Park , a few miles west of downtown.

Over 12 miles of hiking trails navigate this living museum of trees, with over 2,300 species growing. Placards abound in this forested space, helping identify the unique trees throughout the natural area.

A few notable hiking trails at Hoyt Arboretum include the Fir Trail Loop and Overlook Trail - featuring a fantastic vantage point of Mount Hood to the east.

The Redwood Trail is also a popular route within the arboretum. It leads to a tranquil Redwood Deck surrounded by old coastal redwoods.

Governor Tom McCall Waterfront Park is on the west side of the Willamette River, next to downtown. This beacon of urban engineering was once a bustling six-lane highway before the 1970s. But today, Tom McCall Waterfront Park is a signature outdoor space with monuments, events, and an excellent view of "Bridge City."

The park stretches for 1.5 miles along the waterfront, with a paved hiking trail and ample open lawn.

Monuments and attractions also dot the public thoroughfare, including the Japanese American Historical Plaza .

Tom McCall is also home to the popular Salmon Street Springs , featuring 185 water jets; it's one of the top places to visit during summer.

Several major Portland events also take place at Tom McCall Waterfront Park. The Portland Saturday Market sets up shop every week in the park underneath the Burnside Bridge. And a few annual festivals at the park include the Portland Rose Festival and the 4th of July Waterfront Blues Festival.

Mount Hood, Oregon's largest mountain, is a mere 50 miles east of the city. A few spots in Portland, like the Hoyt Arboretum or the OHSU campus, offer excellent vistas of this conical peak in the distance. But the real way to experience the mountain majesty is with a day or weekend trip to Mount Hood from Portland .

Any trip to Mount Hood enters the over-a-million-acre Mount Hood National Forest. All the hiking trails and campgrounds in this massive expanse would take a lifetime to explore.

The historic Timberline Lodge is one of the highlights of Mount Hood National Forest , with its up-close mountain view.

Tilikum Crossing Bridge is one of a dozen bridges in Portland. This beautiful cable-stayed bridge connects the city's South Waterfront and Central Eastside, south of the Interstate 5 bridge (Marquam Bridge).

The bridge is unique in design, and unique in that it only supports pedestrians and public transportation. The non-vehicle status of the Tilikum Crossing Bridge lends to its other nickname, Bridge of the People .

The bridge connects to other pedestrian trails on either end, and the views from its walking path are spectacular. Take time to appreciate the murals and additional interpretive information along the route.

The Oregon Rail Heritage Center houses three historic locomotives donated to the city. Two of these trains are fully renovated and operational, and everyone has a chance to admire these iron horses of history. The Oregon Rail Heritage Center is in Southeast Portland, near the Tilikum Bridge and the Oregon Museum of Science and Industry.

Visitors to the Heritage Center get close to these massive trains and engines. Hours upon hours of volunteer work have helped restore the trains, and on-site docents are happy to answer any questions.

Special train rides are also available throughout the summer on the third Saturday of each month.

Official site: https://orhf.org/

One of the country's best waterfall corridors is a quick drive north of Portland. The renowned Columbia River Gorge is the state dividing line between western Oregon and western Washington. And the Oregon side of the gorge has a spectacular lineup of waterfall attractions.

Several of Oregon's most famous waterfalls line the side of the Historic Columbia River Highway within the gorge. This collection includes the 620-foot Multnomah Falls , spanning two tiers on either side of the historic Benson Bridge.

But this tallest waterfall in Oregon isn't the only gravity on display, with several of the best waterfalls near Portland lining the entire river canyon.

As of 2022, you need to obtain a Waterfall Corridor Permit to visit some of the most popular waterfalls in the gorge during the summer. This permitted area includes Multnomah Falls.

Mount Tabor is one of many crown jewels in Portland's park system . It encompasses an ancient and extinct volcanic vent in East Portland, giving the landscape a unique elevation and quite the view.

At approximately 175 acres, the park has plenty of room for several activities. An expansive trail network weaves throughout the park and toward the summit. These trails connect several amenities, including an off-leash dog park , a playground, and sports courts. The trails also lend beautiful views of the park's historical reservoirs.

The Portland Adult Soapbox Derby takes place on the hills of Mount Tabor every August, hosting an exciting downhill endeavor. Creative contraptions fill the lineup of this celebrated event.

Portland's Northwest District is one of many unique neighborhoods with its own vibe. This area, west of the river, next to the Pearl District, also encompasses a large part of Portland's Alphabet District .

Visitors today note the alphabetical street names, from Burnside to Wilson, all taken from influential city members.

The Northwest District spans approximately from Burnside to Thurman between 20th and 23rd Avenue. The two most bustling streets are 21st and 23rd Avenues .

A wide range of dining, shopping, and people-watching opportunities line this dense, tree-lined neighborhood.

The district also lends quick access to other top places to visit, like Providence Park and Washington Park .

Peninsula Park is in the Piedmont neighborhood of North Portland and is home to the city's first public rose garden . A century-old fountain anchors this submerged garden with rows and rows of roses. And while the blooming season of late spring to early fall draws ample visitors, it tends to be a more local crowd.

And it's not just roses that attract attention to this 16-acre park. It's also home to a historic community center and bandstand, alongside ample lawn space and walking paths.

Visitors also make use of the park's playground and sports facilities, including basketball and tennis courts.

The Oregon Museum of Science and Industry (OMSI) is on the Willamette River waterfront, opposite downtown, near the Marquam Bridge (Interstate-5). It's a leading science museum in the nation and features several hands-on exhibits and a continuous calendar of public programs. It also features a hard-to-miss submarine docked in the river outside.

OMSI is a popular thing to do in Portland with kids. Several STEM-based labs comprise the facility, all featuring hands-on ways to learn about science.

But adults also enjoy the intricate and detailed exhibits, many with sensory components. And a planetarium, big-screen theater, and several "after-hours" events also appeal to an older crowd.

Official site: https://omsi.edu/

Portland appeals to sports fans. Whether rooting for the Portland Timbers or Thorns at a professional soccer game or watching the Portland Trailblazers dribble down the court, some of the world's best athletes entertain the City of Roses.

The Trailblazers play at the Moda Center near downtown, with the regular NBA season spanning October through April. Both the Portland Timbers and Portland Thorns play at Providence Park near Northwest Portland. These professional soccer clubs have matches between April and October.

The city is also home to the Portland Winterhawks of the Western Hawkeye League, the Portland Pickles summer baseball collegiate team, and the local-favorite Rose City Rollers all-female roller derby team.

The 4T Trail is a unique urban hiking adventure utilizing the city's TriMet public transportation network. Urban explorers board a Train , Tram , and Trolley and traverse a hiking Trail to complete the 4T loop.

This half-day to full-day sightseeing journey visits Washington Park, downtown, and the OHSU campus for a ride on its aerial tram. Signs help direct explorers throughout the route, though it helps to be proficient with a smartphone or map.

Several side adventures line the route. These other adventures include all the attractions of Washington Park, where the 4T Trail converges at the underground TriMet station. Downtown is also easily accessible along the 4T Trail.

Official site: https://www.4t-trail.org/

Council Crest is a historic park in Portland, just south of Washington Park. It's one of the highest points in the city and offers a fantastic view up and down the Cascade Range.

Designated viewpoints lend views of the not-so-distant Mount Hood, Mount St. Helens, Mount Adams, and Mount Rainier. The weather significantly affects the chance of seeing these Cascade peaks.

Visitors can drive to the top of Council Crest Park. Alternatively, several hiking trails lead up to this vantage point, including the Marquam Trail ascending from Marquam Nature Park . A sprawling lawn area comprises much of the park perched above the city. It's a popular venue for lounging and congregating with friends.

Snow adorns the top of Mount Hood throughout the year. And when it accumulates in the winter, several of Oregon's best ski resorts operate on the side of the mountain.

Mount Hood is home to four resorts and many other snow play areas, including the popular Snow Bunny Sliding Area Sno-Park .

Mount Hood Meadows , Mount Hood Skibowl , and Timberline Lodge are the three most prominent and most visited resorts on the mountain. These three each have accolades, like Timberline Lodge's 365-day ski calendar. But each resort draws similar crowds on any snowbound weekend.

Cooper Spur Mountain Resort , the fourth resort, is still popular but receives fewer crowds, on the mountain's northeast side.

Cathedral Park is a lovely public space on the northwest edge of city limits, abutting the Willamette River. Arguably, its most attractive feature is the photogenic St. Johns Bridge. This iconic bridge was constructed in 1931, and many visitors regard it for its stunning aesthetics, especially come sunset.

The park's 20 acres also draw a crowd, scattered with different amenities like picnic tables, nature gardens, and an off-leash dog area . And alongside the river views, the park also has a boat ramp and dock, often used by kayakers and paddleboarders to get onto the water.

The Freakybutttrue Peculiarium is a unique showcase of sci-fi and other oddities in Northwest Portland. It's a combination art gallery, museum, and interactive experience at the Peculiarium, with refined and evolving displays dating to the store's opening in 1969.

Despite a few macabre displays, it's all fun and laid-back at the Peculiarium. Several photo opportunities are available throughout the relatively small space, including the chance to put yourself right in the middle of an alien autopsy.

Plan to spend some time in the gift shop after the self-guided tour, with several unique peculiarities to peruse.

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Your Quintessential Portland Bucket List: 50 Things to Do in Town

By Shannon Daehnke , Michelle Harris , Fiona McCann , Conner Reed , Margaret Seiler , Julia Silverman , Matthew Trueherz , and Sam Stites August 14, 2023

Image: courtesy Zack Spear/Unsplash

It's a question that befalls all of us: What should we do this weekend? Shouldn't we go do something on Saturday? Hmmm, I can't think of anything to do. Let us help. Portland's dining scene has been called the nation's most delicious, and  the hikes and views from our parks are second to none; our spectacular gardens are always worth a visit, and our movie theaters , bookstores , and coffee shops beckon with delights when the clouds hang low. 

Whether you’re visiting for the first time or are a local falling back in love with your chosen city, here's how to g et out there with our bucket list as your trusty guide.  

(Looking for more event listings? We've got you covered with this  curated lineup of upcoming events .)

IMAGE: NASHCO PHOTO

1. Get lost in the stacks at Powell’s Books’ flagship store

Pearl District

The Lowdown The world’s largest independent bookstore, with a treasure trove of new, used, and rare books, plus regular in-store events with authors of regional and national stature.  

Pro Tip Any book you’re looking for is probably here, but it’s worth timing your visit to Friday, Saturday, or Sunday so you can stroll through the Rare Book Room. Buy a coffee at the in-house Princess Bride– themed coffee shop, Guilder, which made our best coffee shops list. (Just keep the coffee out of the Rare Book Room.)

Don’t Miss  Visiting authors. Big-name writers, including plenty of locals, make the upstairs Pearl Room an essential stop on their book tours. Watch for award-winning novelist David James Duncan in August, former National Parks detective Andrea Lankford in September, and Jeopardy phenom Amy Schneider in October. 

Read More: Check out Powell's Remodeled Blue & Green Rooms

Image: Courtesy Topaz Farm/@juliavargaphoto

2. Attend a concert or farm-to-plate dinner at Topaz Farms

Sauvie Island

The Lowdown Located just 20 minutes from downtown Portland on Sauvie Island, this regenerative farm hosts a variety of activities and events, from berry picking and live concerts in the summer to farm fresh harvest dinners and pumpkin hunting in the fall. 

Pro Tip  Tickets sell out extremely quick, so get on reserving your spot at an upcoming show or dinner. 

Don’t Miss  The Victoria Bailey Trio with Richard Gans on August 17, Robert Henry & the Repeaters with Marcedes Carroll August 24, and Hooks and the Huckleberries with Alison Self August 31, all part of the farm's Americana Harvest Nights  

Read More: Where to Pick Berries This Fruit-Filled Season 

3. Catch a game in Soccer City USA 

Goose Hollow

The Lowdown We've got the Portland Timbers and the Portland Thorns. The women's major league team, the Portland Thorns, has been around since 2013 but its roots go further back, intertwined with the late Clive Charles, a former Timber who coached men and women at the University of Portland. The Timbers won the MLS Cup in 2015, while the Thorns won their third NWSL championship trophy in 2021. 

Pro Tip Keep an eye out the free or discount tickets that can come through fill-up deals at local 76 stations and library summer reading programs.

Don't Miss The Thorns' home match with the top-of-the-table North Carolina Courage on August 20 . 

Read More  Portland Soccer at a Crossroads for Timbers and Thorns Fans

Image: Courtesy Knopka Ivy/Unsplash

4. Sip tea at the Lan Su Chinese Garden

Old TOwn-Chinatown

The Lowdown A tranquil garden in Portland’s historic Chinatown, Lan Su Chinese Garden was built by artisans from Suzhou (known for its Ming dynasty gardens). It’s considered one of the most authentic Chinese gardens outside of China, with native plants, koi-filled ponds, and a teahouse.  

Pro Tip Missed the group tour? You can still take a self-guided tour by downloading the Discover Lan Su app, which includes an audio guide of the garden with all kinds of fun facts and history, as well as a scavenger hunt for the little ones.    

Don’t Miss  The Mid-Autumn Festival (September 1–3), which includes a Moonlight Market and action-packed festivities, including lion dance performances, and lantern viewing.  

Read More: The History of Portland's Lan Su Chinese Garden  

5. Graze your way through a new-wave food cart pod, Prost Marketplace 

The Lowdown The city was a pioneer in the pod concept: cluster a bunch of food carts together, add some seating, maybe a fire pit and a sprawling bar to anchor the whole operation, and you’ve got a nice night out. Try the Prost Marketplace pod (4233 N. Mississippi Avenue) which adjoins the brick-and-mortar Prost taphouse and the all-day coffee and cocktail patio bar Bloodbuzz.  Matt’s BBQ , Burger Stevens ( a contender in Portland Monthly ’s Burger Cabal rankings ), DesiPDX , and more make this one of the city’s top pods.  

Pro Tip A beverage at either bar gets you a covered, heated table to enjoy some burnt ends, or papadums, or both—regardless of the weather.

Don’t Miss  Loosely named for a Cure song, Fried Egg I’m in Love serves punny breakfast sandwiches capable of curing any hangover, like the veggie sausage “Vegan and Sara” or the Aardvark sauce–spiced “Egg Zeppelin.”  

Read More: 20 Food Carts that Define Portland Now  

Image: MICHAEL GORDON/SHUTTERSTOCK.com

6. Wave at animals at the Oregon Zoo

Washington Park

The Lowdown The 64-acre Oregon Zoo is the oldest zoo west of the Mississippi and is home to more than 2,000 animals.    

Pro Tip Get there right when the zoo opens. For one, there will be more parking spaces available (the zoo is also right by a MAX stop), and there will also be more animals out in the morning—especially during summer, when afternoons can be stiflingly hot.  

Don’t Miss In summer, the amphitheater near the elephants hosts Zoo Nights evening concerts. Come the holidays , the Oregon Zoo transforms into a winter wonderland with ZooLights, an end-of-the-year Portland tradition where you can walk through a colorful display of more than a million holiday lights.

Read More : A Closer Look at the Oregon Zoo's Elephant Breeding Program

Image: Dee Browning/shutterstock.com

7. Hike Forest Park’s Wildwood Trail (and see the Witch’s Castle)

Forest Park

The Lowdown Hikers flock to Forest Park , stretching out from Portland’s northwest corner, for a quick hit of nature and selfies with the graffiti-adorned stone structure dubbed the “Witch’s Castle” by locals.  

Don't Miss The five-mile Macleay Park Trail to Pittock Mansion is Forest Park’s most popular, and for good reason. It has everything, with gurgling streams and epic views from the mansion, and it even passes the Audubon Society of Portland (which has its own trails) in case you’re looking for a detour.

Pro Tip This trail gets crowded, so be sure to get there early in the a.m. and go on a weekday if possible.  

Read More : The Insider's Guide to Forest Park 

8. Seek out the coolest kicks at Index

The Lowdown Part sneaker museum, part sneakerhead holy grail, this athletic shoe consignment store has vintage kicks for sale, some of them at eye-watering prices. Recently spotted: a pair of Nike Air Max 1 Parras that resemble a Magritte painting, for a cool $5,000.  

Pro Tip If you’ve got sneakers in great condition, bring them in to try to consign them—the shop is picky about what it will take, but you might find that you can get some cash back toward your next great pair.  

Don't Miss Surprising finds. Watch  their IG and other social media for big drops and hard-to-find shoes. The best and rarest finds move fast, so be ready to swoop in, or resign yourself to gawking.  

9. Soak at Knot Springs

Kerns/Central Eastside Industrial District

The Lowdown The closest thing Portland has to Nordic sauna culture, this super-chic wellness temple has a primo location at the foot of the Burnside Bridge on the eastside. A 90-minute reservation gets you access to two soaking pools—one warm, one hot—plus a cold plunge, sauna, and steam room.  

Pro Tip  Admission to the Springs is discounted during off-peak hours. 

Don’t Miss The “rest and rehyrdrate” patio overlooking the Willamette River, with comfortable seating and a chance to luxuriate in fresh air after the humidity of the sauna or steam room.  

Read More: Welcome to Portland's Flashiest New Spa  

10. Celebrate your szn with a stars-aligned scoop at Cloud City

The Lowdown This scoop shop has matches bigger names in the ice cream biz on inventive flavors, locally sourced ingredients, and satisfying vegan options (currently six) but rarely has the lines.

Pro Tip Among the rotating specials is an impressively well-articulated astrological sign as ice cream flavor, so you can have your horoscope for dessert.

Don’t miss Circus Friends, our favorite flavor: Mother’s frosted animal cookies—the genuine article—are folded into a sweet cream base and zhuzhed with an extra helping of rainbow sprinkles. It guarantees a smile and a rainbow-stained tongue.

Read More : Portland's Best Ice Cream 

Image: Wikimedia Commons

11.  Search for trilliums at Tryon Creek 

Southwest Portland

The Lowdown Tryon Creek State Natural Area transports you to an oasis of lush, forested trails teeming with all kinds of flora, fauna, and wildlife. 

Pro Tip Trilliums begin to bloom in late February and peak in April. Also, navigating the sprawling park can sometimes get tricky, so have a good trail map handy. Fall colors also pop in Tryon Creek in September and October, contrasting the oranges and browns of deciduous trees with the park's evergreen backdrop.

Don't Miss The guided hikes, covering topics like Ravens & Crows, and Fantastic Fungi. And every year, the park welcomes spring with its Annual Trillium Festival, where you can go see the perennial white flowers peeping out.  

Read More: Tryon Creek State Natural Area   

12. Drop some dough at the Nike Employee Store

Washington County

The Lowdown Shoes, gear, and apparel from Oregon’s most famous homegrown employer are available worldwide, but only the Portland area (OK, and Memphis, Tennessee) has a giant Nike Employee Store, where both new and previous-season merchandise is up for grabs, for at least 40 percent off sticker price.    

Pro Tip You likely need to know someone who works at the swoosh factory to get on the guest pass list (and there’s no sneaking in—they check for passes at the door). Nearly everyone in the metro area knows someone who fits that bill, though, and passes are routinely distributed to folks who work at government agencies in Portland , so ask around and ye shall find.  

Don't Miss Adidas and Columbia Sportwear also have employee stores in the area, with passes similarly easy to score . 

R ead More : A Nike Historian Weighs In on What Air Got Right—and Wrong

Image: courtesy MJ Tangonan/Unsplash.com

13. Take a pilgrimage to Multnomah Falls 

Columbia River Gorge

The Lowdown It’s an unspoken rule that anyone who sets foot in Oregon, whether you’re a resident or just passing through, must pay a visit to Multnomah Falls at least once. Located right off I-84 , the majestic, 620-foot waterfall can be viewed from below or more up close and personal via the short hike up to Benson Bridge and (literally) soak it all in.  

Pro Tip From May 26 through September 4, 2023, all visitors to Multnomah Falls must obtain a timed reservation ticket , so be sure to reserve one and have it handy before heading out. Want to make a day of the Multnomah Falls area? Rather than drive, catch a ride with the Columbia Area Transit (CAT) bus from Gateway Transit Center, which drops you off right at Multnomah Falls. You can get tickets here .  

Read More : 6 Oregon Waterfalls for a Hike, a Picnic, or Even a Nap

Image: Courtesy Yacht Tubs

14. Rent a floating hot tub 

Willamette River

The Lowdown Play captain for the day and cruise the Willamette River aboard a luxe six-person yacht tub , which is basically a floating soaking tub . No prior boating experience required!  

Pro Tip For the best bargain, round up five of your besties to come along.

Don't Miss S pecial events around town,  like a chance to rub elbows (bows?) with the Christmas ships come winter, which are listed on the  website .

Read More : Floating Hot Tubs Offer Novel Way to Get Out on the Willamette River

15. Peep the view at Council Crest

Southwest Hills

The Lowdown Soaring over 1,000 feet, Council Crest Park is Portland’s highest viewpoint, boasting panoramic views of the city and beyond.

Don't Miss  Spotting five peaks in the Cascade Range: Rainier, St. Helens, Adams, Hood, and Jefferson, all of which are visible on a clear day.

Pro Tip If you stand in the middle of the rock ring and clap (or speak), the stones echo the sound back to you. The coolest part? The sound is only audible to those who stand in the center.  

Read More: 34 Reasons to Love Portland's Parks  

Image: Courtesy Super Joy Coffee Lab

16. Get buzzed at Super Joy

The Lowdown Every Portlander’s got their own favorite place to grab a cup of coffee. You can’t miss ‘em—they’re on every corner. Take the time to make your way to Super Joy for a wholly memorable cup.  

Pro Tip Owner Joe Yang’s mission is to introduce Chinese coffee beans to American palates. He’s also the 2020 US Coffee Championship roasting winner.  

Don’t Miss A cortado, to which Yang himself is partial. But seek out anything made with beans from the Yunnan region of China.  

Read More: The Definitive Guide to Portland’s Best Indie Coffee Shops

Image: michael novak

17. Catch a flick at the Hollywood Theatre 

The Lowdown One of Portland’s most lovable qualities is that it hasn’t abandoned neighborhood-y movie palaces in favor of soulless suburban multiplexes. The Hollywood is one of the city’s grandes dames, and its classic façade is a citywide landmark.    

Don’t Miss Usual programming is a mix of new and classic films, but if you’re in town for one of its special events— Kung Fu Theater , B-Movie Bingo , Mondo Trasho, 35mm and 70mm screenings, and much, much more—run, don’t walk, to a showing.  

Pro Tip The theater offers Sizzle Pie pizza and beer to enjoy while you watch, but don't miss the excellent food to be found in the surrounding Hollywood neighborhood, including cult favorite Chin’s Kitchen for perfect Chinese dumplings and the “secret bar” at culinary bookshop Vivienne Kitchen & Pantry.  

Read More : Neighborhood Guide: Hollywood

18. Go kayaking or paddleboarding

The Lowdown  With more than a dozen lakes and rivers a short drive from Portland, there are plenty of options to get wet on a hot day or even seek solitude out on the water when it's gray. Boat ramps at Sellwood Riverfront and Willamette Park provide easy access to a gentle section of the Willamette River for those who want to paddle with the city as their backdrop. 

Pro Tip  Several local shops ( Next Adventure , Alder Creek , Portland Kayak Company ) will rent you whatever craft your heart desires and outfit you with paddles, life jackets, and anything else you might need for a day on the water.

Don't Miss Our roundup of eight unmissable flatwater paddles within an easy drive of Portland . 

Read More : Fun Spots to Canoe, Kayak, or Paddleboard near Portland.  

19. Bike at Gateway Green

The Lowdown Portland’s very first dedicated off-road bike park, Gateway Green encompasses 25 acres of luscious green space sandwiched between I-205 and I-84. Once the location of the Rocky Butte Jail, it’s now a recreational haven for cyclists, walkers, and nature lovers.  

Pro Tip Going by car? Unfortunately parking is scant, but you can also park in the southwest corner of the Gateway Fred Meyer. Otherwise you can street park in Maywood Park or at the Parkrose/Sumner transit center and make the roughly one-mile ride south to Gateway Green. 

Don't Miss  The south side of the park (including the mountain bike trails Linda's Line and the upper section of Rebar Ridge), which will open after MAX Red Line construction completes on October 21, 2023.

Read More : Gateway Green, an Urban Park in the Works for 12 Years, Is Open

Image: Courtesy Portland Flea

20. Hunt for treasures at the Portland Flea

Hosford-Abernethy/Central Eastside Industrial District

The Lowdown A trip to the weekly Portland Flea is easily the best way to spend a Sunday morning. Browse the booths of more than 70 different vendors selling everything from groovy ’60s floral dresses, fur coats, and preloved Levi’s to handcrafted rugs and mugs.  

Don't Miss  @portlandflea on Instagram. If you're a serious vintage hunter, you can check  beforehand so you can zero in on your top picks.    

Pro Tip Bring a water bottle and suntan lotion. The Portland Flea is ground zero of the "but it was overcast!" sunburn. 

Read More : The Portland Flea Is Back, and Now It's Weekly 

21. Stroll the Portland Japanese Garden

The Lowdown Cradled in the hills of Washington Park, the Portland Japanese Garden is made for leisurely ambles through the serene oasis, with trickling waterfalls, a teahouse, and eight gardens, each designed to represent a different style of Japanese gardening.  

Pro Tip Some parts of the garden are steep, so be sure to wear a comfortable pair of walking shoes.    

Don’t Miss During the harvest moon, which falls in late September, the Japanese Garden hosts a moonviewing festiva l , or O-Tsukimi in Japanese, where you can gaze at the moon and enjoy tea, live music, and a walk through the lantern-lit garden.    

Read More : The Portland Japanese Garden Beckons You to Visit

22. Bike the waterfront loop

Downtown/Central Eastside Industrial District

The Lowdown Portland’s bicycle culture is ubiquitous and it’s safe to say you haven’t truly done Portland till you take a two-wheeled jaunt around the scenic waterfront (including a run over the car-free Tilikum Crossing). And with plenty of bike rental options, including the city’s bike share program, Biketown —which has an all-electric fleet (details here )—you’ll be on your merry way in no time.  

Pro Tip Park your bike at the SW Moody Aerial Tram Terminal station (which btw, has a free bike valet) and enjoy 360-degree views of Portland’s cityscape from aboard the tram. On weekdays, the tram operates until 9:30 p.m., so if you wait till after rush hour you can make it a twilight ride.  

Don’t Miss The statue of the late, great Vera Katz, a beloved former mayor of Portland, along the Eastbank Esplanade .    

Read More : The Portlander's Guide to Having More Fun on Your Bike   

IMAGE: ALEXANDER OGANEZOV/SHUTTERSTOCK

23. Ride the roller coaster and go skating at Oaks Amusement Park

The Lowdown Who ever said amusement parks are just for kids? Opened in 1905, Oaks Amusement Park happens to have the oldest remaining roller rink in the country, along with mini golf, classic carnival games like ring toss and balloon bust, and of course, rides, which range from a family-friendly carousel to ones that are a bit more vertical.  

Pro Tip Oaks Park may give off vintage vibes but the prices are firmly 21 st century. A ride bracelet that grants you unlimited spins on Adrenaline Peak and other vertiginous rides is the way to go.  

Don’t Miss  Even while r ides are closed in winter,  the roller rink is open year-round. Check out their weekly skates which include a kids skate, a smooth groove (R&B) skate, and a gay skate. 

Read More : Oaks Park's Gay Skate Is on a Roll

24. Get polished at Nomsternailz

Northwest District

The Lowdown No one in town does nail art quite like the folks here, on the tiniest of canvases, while also being very forward about their 420-friendliness. If it’s CB-infused wellness products you seek, this is your spot.  

Pro Tip These folks do home visits, too; book through their IG at @NOMIcure.  

Don’t Miss Their signature offering, the Cannacure, which includes a CBD-infused foot soak, sugar scrub, and mud mask.  

Read More : Get High while Getting a Pedicure in the Comfort of Your Own Home

25. Lend a helping hand with SOLVE

The Lowdown The good folks at SOLVE lead cleanup efforts around the city to keep streets safe and clean, and they are always grateful for a helpful hand. Sign up  here.

Pro Tip SOLVE got its start by cleaning up Oregon’s beloved beaches (unlike in other states, the entire coastline belongs to the public—looking at you, California), and healthy waterways are still their focus. Picking up litter also helps ensure that it won’t wind up in a river and ultimately wash out to sea.  

Don't Miss SOLVE's active calendar of cleanup events, often as many as 3–5 a day.

IMAGE: COURTESY PENDLETON WOOLEN MILLS INC

26. Get crafty at the Pendleton Woolen Mill Store

The Lowdown Pendleton’s iconic woolen blankets, jackets, and westernwear might share a name with the town 200 miles east, but the company is headquartered right in Portland. Fabric junkies will swoon at this flagship factory store, which has hundreds of bolts in stock for your home sewing projects.  

Pro Tip In-store classes have been on pause since the pandemic—when they resume, you can make your own slipcover, baby blanket, and more with Pendleton prints. In the meantime, Community Crafting sessions are listed on the store's blog .

Don't Miss The bins of selvage edges and fabric scraps, available for purchase by the pound.  

Read More : Vintage Furniture Gets a Pendleton-Style Upgrade

Image: Michael Novak

27. Wander through the Portland Farmers Market

The Lowdown The city’s flagship market at Portland State University runs all year long (though winter markets are heavy on leafy greens and tubers). It’s a thrill to find the first local asparagus and rhubarb in the spring, followed by Hood strawberries, luscious peaches and the crisp, tangy local apples of fall.  

Pro Tip Come hungry! The prepared food carts cluster at either end of the market, with coffee carts strategically placed in between.

Don't Miss  Only-at-the-market finds like Salumeria de Carlo, for which the lines can be long but are worth it. 

Read More  Fabulous Farmers Markets in Portland, Beaverton, and Beyond

28. Order up a cold one at Level Beer

Argay Terrace/Multnomah Village/Kerns

The Lowdown In 2017, founders Geoffrey Phillips, Jason Barbee, and Shane Waterson set out to craft quality beer with one thing in mind: balance. Six years, three taprooms, and a handful of Oregon Beer Awards later, they're still brewing great traditional beers with unexpected subtleties like Let's Play! Dry-Hopped Pilsner. Zanier offerings have cheeky, retro titles (see: Pretty Fly for a Cacti, a fruited sour made with prickly pear and cara cara orange). All locations are family friendly, dog friendly, and beer nerd friendly. 

Pro Tip  Bring quarters to feed the several arcade machines at each location. 

Don’t Miss Monday movie night, trivia Wednesday nights, and live music Thursday nights at Level 1. 

Read More : Our Favorite Places to Grab a Beer in Portland

IMAGE: WESLEY MCLACHLAN / UNSPLASH

29. Be a patron of the arts at the Portland Art Museum 

The Lowdown The city’s highbrow, Gilded Age–era art museum is full of surprises from around the world . The museum also plays host to local work—Portlanders from animation studio ShadowMachine are celebrated at this summer's  Guillermo del Toro: Crafting Pinocchio , and work from a century's worth of creators will be on display starting in August in Black Artists of Oregon . 

Pro Tip  Walk a couple of leafy blocks over to the food carts at Pioneer Courthouse Square for sustenance; there are plenty of good options, but we always wind up at Whole Bowl for a hearty helping of beans, rice, and addictive Tali sauce (the ingredients are a closely guarded secret).  

Don’t Miss The museum’s permanent collection of Indigenous art, which is especially strong . Parents' babies are fond of Baby Hour, a weekly docent-led tour for caretakers of babies up to one year old. 

Read More: The Ultimate Guide to Oregon Museums  

IMAGE: JOSH HILD / UNSPLASH

30. Dance up a storm at the Crystal Ballroom

The Lowdown  Established in 1914, this funky hotel/concert venue/bar combo is one of the best places to catch a show in PDX. Though it’s a hot spot for big names, it’s small enough to feel intimate and a little underground.  

Pro Tip Don’t worry about getting there early to score a spot in the front—if you’re over 21, just enter the venue through the somewhat hidden Lola’s Room Bar and you’ll somehow emerge in the very front, just to the right of the stage.  

Don't Miss Head Automatica, Jamie Cullum, and Chromeo all coming to town in September; and in October, Jai Wolf, Shakey Graves, and Lil Yachty. 

Read More : Bounce On, Crystal Ballroom

31. Take in a show at Portland Center Stage 

The Lowdown  PCS’s venue in a converted armory is among the most intimate, acoustically balanced theater spaces in town.    

Pro Tip If budget is a concern, the theater offers $25 tickets to all shows, but book early because they sell out. 

Don’t Miss Liberace and Liza Holiday at the Mansion (A Tribute).  No need to survive another A Christmas Carol this year, when Portland's own David Saffert and Jillian Snow will play the roles of these two divas. 

Read More:   How Portland Center Stage Is Refreshing Rent  

IMAGE: COURTESY WILDFANG

32. Find feminist fashion at Wildfang

The Lowdown  Say yes to  fun, splashy prints and all the coveralls your heart has ever desired, plus the best suiting this side of Savile Row. The gender-flexible Portland brand has one other brick-and-mortar, in Los Angeles. 

Pro Tip The store is down the block from Powell's Books and Shake Shack, and caddy corner from the Living Room Theater , so you can make a day out of it. 

Don't Miss  Wildfang's commitment to inclusive sizing. Rifle through the thoughtfully tailored collection for sizes 1x–3x.  

Read More: Wildfang Foments a Feminist Revolution  

33. Orca out at the Oregon Museum of Science & Industry 

The Lowdown  There's plenty to learn about these apex predators in this OMSI exhibit, running through January 2024.

Pro Tip The on-site café, Theory, is surprisingly great for a museum café.

Don’t Miss OMSI's monthly After Dark nights, for those 21 and over, that mix education with fun. In August, learn how to read your pets’ body language at PetPalooza ; in September grab your  favorite flannel and explore the winter activities of the great Pacific Northwest; and in October sip  spirits while dressed as ghost, ghoul, or goblin.

34. Go back in time at the Oregon Historical Society

The Lowdown The city’s most underrated museum, the Oregon Historical Society Museum, has three floors of historical artifacts and information about how they inform the present. It doesn’t shy away from the systemic racism that threads through Oregon’s history, whether against Japanese residents during World War II, the Black population that came to build railroads and were subject to redlining, or the Indigenous tribes displaced by the doctrine of westward expansion.

Pro Tip Always free for residents of Multnomah County.

Don't Miss One of OHS's current exhibits, The Odyssey of the Historic Jantzen Beach Carousel: From Leavenworth, Kansas, to Portland, Oregon, 1921–2022 , shows off four carousel horses, but the rest of their pals are undergoing restoration work.

Read More  Where Governors Go Shopping: The Oregon Historical Society Vault

Image: courtesy Simsshot Photography

35. Get stuck in a book at the Portland Book Festival

The Lowdown  F or a whole glorious day in November (it's November 4 this year), the city is the center of the literary universe during the annual Portland Book Festival, a reader's phantasmagoria of author discussions, pop-up readings, writing workshops for youth and adults, kids’ story time, an extensive book fair, and local food trucks. This year's lineup is STACKED. (That's a book joke, get it?) 

This year's list of attending authors has not yet been announced, but you can visit the  Literary Arts website periodically to look for updates. 

Pro Tip  Kids under 17 get in for free, so bring the whole family, and get there early for your favorite authors to ensure you'll get a seat.

Don't Miss And when you've had enough books (never!) poke around at the Portland Art Museum, the festival's venue, which is included in admission. 

Read More:   The List of Oregon Book Award Finalists

Image: Courtesy Emma Evans

36. Mingle under the lights at a night market 

Buckman/Central Eastside Industrial District

The Lowdown A handful of times a year, the Portland Night Market takes over a warehouse and adjacent parking lot, with over 100 vendors, 50 food carts, three specialty cocktail bars, and ... a replica of the Delorean from Back to the Future ?  

Pro Tip If you’re planning to shop, get the Fast Pass, which lets you skip the lines. It's worth it. And don’t miss the on-site celebrity alpacas.    

Don't Miss PNM is not the only market in town.   Another night market ,  sponsored by the Asian Pacific American Network of Oregon (APANO) and held in the Jade District along SE 82nd Avenue, is back Aug 19, 2023, after a pandamic hiatus.

Read More: Portland Night Market Returns

37. Make a toast at the Crick

The Lowdown If getting out to wine country isn't in the cards, try this tasting room for local winemaker Bertony Faustin’s Abbey Creek Winery.  

Pro Tip  M ake a reservation (required), and plan to splurge on charcuterie boards. Yep, you can leave your car at home—it's right across from a MAX stop.  

Don’t Miss The classic hip-hop allusions in Faustin’s pours—2019 Sparkling Blanc de Noir inspired by the tunes of Janelle Monae, anyone?  

Read More: Bertony Faustin of Abbey Creek Winery Is Seizing the Moment

38. Feel the good vibes only at CC Slaughters

Old Town-Chinatown

The Lowdown Established in 1981, CC Slaughters is one of Portland’s oldest gay bars and is many Portlander’s first gay bar—for good reason. The drinks are relatively cheap, there’s disco balls and drag queens, and the vibes are friendly.

Pro Tip  Come during a show or theme night , when it gets busy and fun. 

Don't Miss  CC Slaughters hosts a game night every Wednesday (everything from Scrabble to Uno to Sorry!), Trans-Uhh-Licious night every Thursday; the schedule is especially jam-packed every June, in celebration of Pride Month.  

Read More: A Comprehensive Guide to Portland's Best LGBTQ+ Nightlife

IMAGE: COURTESY KATHY & SAM/FLICKR

39. Crane your neck to see the swifts

The Lowdown Every year, thousands of Vaux's swifts roost in the giant chimney at Chapman Elementary School. And every year, Portlanders gather there, too, to picnic and watch when the sky swirls with birds before they appear to be swallowed up by the chimney for the night. Catch the swifts in September and maybe the first few weeks of October, too, though they do taper off.

Pro Tip  If you have kids, bring along the biggest piece of cardboard you can find, so they can join everyone else under the age of 12 in sliding down the hill next to the school.

Don’t Miss The hawk who circles nightly, looking to seize a swift for dinner. Depending on your perspective, the predator is the villain of the peace or natural arbiter of the bird world.

Read More:  Not All Is Lost, the Vaux's Swifts Are Still Roosting in Portland 

40. Pick up good weed at Farma

Hosford-Abernethy

The Lowdown This lower Hawthorne dispensary, nestled between a bike shop and a comedy club, emphasizes cannabis’s curative properties in a gleaming, ultra-friendly space flecked with plants and trinkets.  

Don’t Miss Daily deals spanning pre-rolls and edibles and tinctures.  

Pro Tip If you’re looking to figure out how different strains will hit you on a granular level, this is your spot—don’t be afraid to channel your inner wine taster with questions like “What will make me creative but sleepy but not too sleepy and also giggly?” The selection is massive, and the staff are always down to get into the weeds.  

Read More How the American West Became the Wild Cannabis Frontier

IMAGE: COURTESY PORTLAND PICKLES

41. Meet Dillon T. Pickle

The Lowdown Amateur baseball team the Portland Pickles is made up of collegiate players from all over the West, some future major leaguers among them. Home games are at Walker Stadium in Southeast’s Lents Park.

Pro Tip Watch for the team's special promotions, and you might leave with a  rug, a souvenir, or a free permanent pickle tattoo.

Don't Miss  A photo opp with the most recognizable figure in the stadium, the seven-foot mascot. He's run for president, set off a Twitter scandal after posting a photo of an indeterminate green appendage, and survived an alleged kidnapping.

Read More Gaming Out the Brine Lives of Baseball Mascot Dillon T. Pickle

42. Catch a show at Darcelle XV Showplace

The Lowdown Before her death in March 2023 at age 92, Darcelle XV held the Guinness World Record for oldest living drag performer. The nightclub she established in Portland in 1969 is one of the oldest of its type in the country and now boasts its own historical plaque. While the grand matron of drag may no longer grace the stage, her spirit lives on.  

Pro Tip Catch a Rising Star, a Tuesday evening show where new drag performers hit the stage alongside experienced acts, is a fun time. 

Don't Miss Aim to catch Sunday Funday Drag Brunch with hilarious host Poison Waters, whose audience interactions are as delightful as you’d imagine.   

Read More  Darcelle Has Died. Long Live Darcelle

IMAGE: GOOD GOOD GOOD/UNSPLASH

43. Grab doughnuts at Pip’s

The Lowdown Doughnuts are to Portlanders what soccer teams are to English football fans: you pick one early on, and remain loyal to the death, yelling down all newcomers. But by our reckoning, the hat tips to Pip’s. Sure, the doughnuts hare smaller than Voodoos or Blue Stars, but each is freshly fried to order, arriving crisply encased and perfectly spongy as the perfect mouthful. There's no real dilemma here when ordering: order all half dozen flavors, though if you have to choose, the raw honey and sea salt flavor is the way to go.   

Pro Tip Come within seven days of your birthday and present proof for a free dozen. 

Don’t Miss The chai. Mixed on the premises, it is also worth the long lines. Did we mention the lines?   

Read More: Doughnuts and Chai at Pip's Original 

44. Take a walk with Ramona Quimby

Hollywood & Grant Park

The Lowdown The late, great children’s author Beverly Cleary, who introduced us to the beloved character Ramona Quimby, grew up in Portland. And if you’ve ever read the book series you might recognize some of the Northeast Portland locations—Klickitat Street, anyone? Don't Miss Retracing Ramona’s footsteps with Multnomah County Library’s self-guided walking tour , which includes Fleur De Lis Bakery (the site of the former Hollywood Library) and Beverly Cleary School’s Hollywood campus, where Ramona was headed when she got her boots stuck in the mud and had to be rescued by Henry Huggins.    

Pro Tip In the summer, the Beverly Cleary Sculpture Garden in Grant Park becomes a spray park, providing a nice spot for the kids to cool off post-tour.

Read More: What Ramona Quimby Taught Me about Taking Up Space  

Image: Courtesy Broder

45. Go Scandi at Nordic Northwest

The Lowdown Check out one of the country’s largest private collections of Nordic antiques and folk art, traveling exhibitions, and lovely grounds.  

Don’t Miss The on-site Nordic Finn Ware shop, stocked with all the sleekly designed home goods your heart desires, from Marimekko to Moomin.

Pro Tip Broder Café and Broder Nord, two of the city’s beloved brunch spots, have a less-crowded outpost here called Broder  Söder. Try the s wedish meatballs, Norwegian potato crêpes, and Danish æbleskiver pancakes with house-made lemon curd and lingonberry jam.  

Read More: Brunch Serene at SW Portland's Broder Söder

IMAGE: STUART MULLENBERG

46. Grab a produce-loaded slice at Lovely’s Fifty-Fifty

The Lowdown No pizza in Portland provides as acute a sense of place as Lovely’s. Naturally leavened dough made from locally-milled flours holds a kaleidoscope of whatever’s popping up in the fields of local farmers—or in the baskets of local foragers. The owners’ soft spot for imported cheeses might forever turn you away from bland shredded mozzarella. And delicacies like Calabrian chiles are there to satiate your more traditional cravings. The menu changes often—we’re talking micro-seasonal—so try not to fall in love with what you see on Instagram. 

Pro Tip Say yes to the four-dollar side of housemade ranch. It's worth it.

Don’t Miss The other fifty: housemade ice cream. Our favorites include rum raisin, made with house-dried raisins, and Oregon strawberry buttermilk.  

Read More   Lovely's Fifty Fifty Perfects the Portland Pizza

IMAGE: JONATHAN SIMCOE / UNSPLASH

47. Scope out the next big trend in home goods at Schoolhouse and Rejuvenation

Northwest Industrial & Buckman/Central Eastside

The Lowdown Two of Portland's tastemakers have gone big time: Schoolhouse, which makes vintage-inspired lighting and home décor, is now part of culinary lifestyle brand Food 52; its crosstown rival Rejuvenation has been part of the Williams-Sonoma empire for a decade now, but retains its independence and impeccably stylish home furnishings outpost on Grand Avenue.    

Pro Tip Don’t miss Rejuvenation’s vintage room, a delightful clutter of salvaged hardware, vintage light fixtures, and antique doorknobs.  

Don't Miss  When we interviewed the head of Schoolhouse after the Food 52 acquisition, she hinted at more brick-and-mortar spaces coming soon. Keep an eye out.  

Read More: Schoolhouse's Portland-Made Home Goods Are Getting a Bigger Spotlight 

48. Let chicken and rice change your life at Nong’s Khao Man Gai

Buckman & Downtown

The Lowdown If you haven’t had the paper-wrapped Thai meal, you haven’t been to Portland. Dreams are made of the dishes at these two brick-and-mortars, which started out in Portland as a cart. We’re not really sure how the white rice, poached chicken, and ginger-heavy Nong’s sauce™ is as powerfully delicious as it is, but Nong Poonsukwattana approves of the restaurant's singular focus: “In Thailand, it’s normal for restaurants to focus on one dish—as long as you do it really, really well.” 

Don’t Miss Fried chicken skins! Salty and savory cracklings are made daily and served as an optional add-on, though quantities are always limited.

Pro Tip Chicken is the restaurant’s muse, but there are several vegan options available.

Read More 6 Portland Spots to Make Good on Your Healthy Eating Resolutions

Image: ARTYOORAN/shutterstock.com

49. Feast your eyes at the Portland Saturday Market

The Lowdown It’s not a trip to Portland if you don’t visit the Saturday Market. It's the largest continuously operating outdoor arts and crafts market in the country, featuring over 150 booths and 300 artisans. 

Pro Tip Those in search of a holiday present should know that the market is open all day, every day for the week leading up to Christmas, in what has been dubbed the “Festival of the Last Minute.”

Don't Miss  The weird. Pick up a painting of a cat drinking a beer, a voodoo doll, or tie dyes of items that it wouldn't occur to you to tie dye. 

Image: Margaret Seiler

50. Jump in the river

The Lowdown There was a time when skin contact with the Willamette River was not recommended. But thanks to Superfund projects, some serious new city infrastructure (don't get us started on the Big Pipe!), and a lot of advocacy work, the river that separates Portland's east and west is now dotted with designated beaches and swim docks from Sellwood north to Cathedral Park in St. Johns. Near downtown, find Poet's Beach (picture above), under the Marquam Bridge.

Pro Tip There are no lifeguards on duty, and the river is  unpredictable . Swim at your own risk, wear a personal flotation device, and heed warnings.   

Don't Miss Daily lap swims with the  River Huggers , who paddle around six mornings a week through mid-September, meeting at the Station 21 Firehouse near the Hawthorne Bridge.

Read More Portland Is a Beach Town. It’s True.

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The 6 Best Portland Neighborhoods to Explore on Vacation

Learn about the east side neighborhoods that showcase the 'Portlandia' vibe and culture.

Travel Portland

Head to Division Street if you want a top-notch dining experience.

Visiting Portland, Oregon ’s many great neighborhoods gives you an opportunity to experience firsthand all the things the city is known for – whether that’s beer, bookstores or bikes. After you've explored Portland’s downtown, Pearl District and Nob Hill neighborhoods, it's time to cross the Willamette River and see how the locals live.

“The east side neighborhoods, from what I have seen and from watching episodes of 'Portlandia,' are really the true soul of Portland,” says Ryan Lettier, concierge at the Kimpton Hotel Vintage Portland . “Downtown is pretty mainstream, and it has its own vibe and its own character. But when guests visit the east side neighborhoods, they really come back feeling they saw the soul of Portland and what the culture and people are like.”

Mississippi Avenue

Portland Parks & Recreation, Portland, OR

Marcus Hibdon, director of communications and public relations for Travel Portland, the city's tourism organization, says he thinks Mississippi Avenue , in the north part of Portland, is one of the best neighborhoods in the city right now. “It really shows what the east side of Portland is like: locally owned places, there’s great bars, restaurants, nightlife and shopping," he says.

[Read: The Best Hotels in Portland .]

Begin your exploration of Mississippi Avenue on its south end – near where it intersects with Fremont Street – by browsing the store at the ReBuilding Center . The nonprofit group, which is celebrating its 20th year, diverts building materials like doors, windows, pink bathroom sinks and more, that may otherwise go to a landfill, and sells them at a discount.

Walking up the street, you can check out vintage and rare instruments at Black Book Guitars . Farther up the road is Pistils Nursery . Mississippi Avenue also offers many other options, from ice cream to live music. And at its northern terminus is Prost , where you can enjoy a German beer and sausage.

“It’s good in the morning for breakfast, it's great in the afternoon, it's wonderful when you want to start happy hour, and it goes into the night with some great live music venues,” Hibdon says of the neighborhood.

Alberta Arts District

The Alberta Arts District in northeast Portland is known for its funky, independent spirit, which is epitomized by its lively Last Thursday monthly street fair.

“Neighborhoods change every 20 minutes, it seems,” and that's particularly apparent in the Alberta Arts District, says Andy L. Welsh, front office manager at Hotel deLuxe . “You can feel what it’s like to be in a Portland neighborhood there.”

Other places to explore in the neighborhood, centered on Northeast Alberta Street, include the Tin Shed Garden Cafe , whose menu features great carnivore, vegetarian and vegan options, and Mimosa Studios , where you can paint your own pottery. And a trip to Alberta Street wouldn’t be complete without a stop by Random Order Coffeehouse & Bakery for a homemade slice.

Jamie Francis and Travel Portland

A visit to the Hawthorne neighborhood in southeast Portland should begin with a walk or drive through the historic Ladd’s Addition, which is Portland’s oldest planned residential development. Its homes are a rich mix of bungalow, Craftsman, Mission and other styles, set along narrow streets lined with mature American elm trees.

Back on SE Hawthorne Blvd., be sure to explore The Red Light Clothing Exchange , especially if you’re looking for pink sequin hot pants or a vintage flannel shirt. From there, you can hunt down a new book to read at Powell's Books on Hawthorne . Or, if you're feeling particularly adventurous, you can schedule an isolation float in one of Float On 's sensory deprivation tanks.

Division Street

Not too far from Hawthorne is Division Street . “I think this is the best dining neighborhood in the city,” Hibdon says. “You'll find everything from really exquisite Italian food at a restaurant called Ava Gene's to what many people will tell you is the best Thai food in the country, a place called Pok Pok started by [chef] Andy Ricker more than 10 years ago, focusing on Thai, Vietnamese and other Southeast Asian-inspired street foods.”

Central Eastside

The Central Eastside neighborhood is accessible from downtown hotels via one of the nearby bridges, such as the new Tilikum Crossing, Bridge of the People or the Portland Streetcar . It's an older warehouse district that has been retrofitting and converting its old spaces for new uses. Wandering around the neighborhood, you'll see craft distilleries, local favorite Le Bistro Montage and the Oregon Museum of Science and Industry .

[Read: The 6 Best Breweries to Visit in Portland .]

Also in Central Eastside, “you'll find one of the greatest tea companies in all of the world right now, a place called Steven Smith Teamaker ,” Hibdon says. “The teas are phenomenal. For anybody who really loves tea, you really got to go and check this place out."

Sellwood-Moreland

“For people looking for something a little more quiet or homey, there's the Sellwood-Moreland neighborhood of Portland,” Hibdon says. “It feels a little bit like you're going back in time, maybe to Mayberry [where the 'The Andy Griffith Show' takes place], maybe 'Leave It to Beaver.' It’s an old main street spread over two neighborhoods almost entirely populated by locally owned shops and restaurants."

The Sellwood-Moreland neighborhood is accessible on the new Orange Line light rail from downtown. It offers a real mix of activities, ranging from nature walks and bird watching at the Oaks Bottom Wildlife Refuge , bumper cars and roller coasters at Oaks Amusement Park , and painting at The Loaded Brush .

“It’s also home to one of my favorite bars, a place called Bible Club PDX , which is a speak-easy-style bar located in an old house,” Hibdon says. “There's no sign on the door. You just have to look for the green light in the window and you will know Bible Club’s open.”

To experience more of what Portland has to offer, check out the U.S. News Travel guide .

Tags: Portland, Oregon , Travel , Vacations

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The Perfect 3 Days in Portland Itinerary (2024 Update)

• Last Updated: February 4, 2024

If you’re planning to have a fun-filled 3 days in Portland and don’t know where to start, then this epic Portland itinerary will have you making the most of your time in Oregon!

So you’re thinking about exploring all of the incredible places to see in Portland, Oregon that millions of its residents have come to enjoy about their city?

Well you’ve come to the right place!

Boasting a diverse culture, spectacular landscapes and enough microbreweries to keep you sampling beer for weeks, Portland is a great place to visit as you tour the Pacific Northwest. 

Filled with more activities, attractions and highlights than should be fair for any one city (seriously, check out our full-on guide to the best things to do in Portland ), it’s little wonder it’s quickly becoming everyone’s favorite town in the US.

While a coin toss almost named the city after Boston instead of its namesake in Maine, the west coast city of Portland has had no problem establishing an identity for itself.

Today the city is known for being at the center of the progressive movement that aims to be more environmentally conscious and focused on improving the overall quality of life for its residents. 

There’s little wonder that it’s rising through the ranks as one of the top spots to come for a weekend anywhere in the United States.

If you’ve set aside 3 days in Portland, you will have the chance to see Mt. Hood standing tall in the backdrop of the city while you wander the historic Old Town.

You can relax in the many parks and gardens in the city and even saunter off to explore local wines, waterfalls and wonderful food delivered from farm to table.

If that sounds like a good way to enjoy your well-earned vacation, then my post will help guide you with exactly what to do on with your short Portland itinerary.

Ready to get started? 

Table of Contents

Portland Saturday Market

Shanghai tunnels, lan su chinese garden & museum, voodoo doughnuts, powell’s city of books, deschutes brewery, multnomah falls, willamette valley wine, hike forest park, an evening back in portland, oregon historical society and portland art museum, pioneer courthouse square, portland japanese garden, international rose test garden, hoyt arboretum, pittock mansion, witches castle, when to visit portland, getting around portland oregon, budget accommodation – hi portland northwest, mid-range accommodation – hotel deluxe, luxury accommodation – the society hotel, budget – voodoo doughnuts, mid-range – q restaurant and bar, high-end – jake’s famous crawfish, how to spend a perfect 3 days in portland itinerary.

A couple of nights here is just scratching the surface of all there is to see and do in the city.

For this Portland itinerary we’ve divided up your time into 3 sections.

We advise you to think about your time in Portland along with the following segments, which you can choose to extend or skip depending on your interests.

The first day will take you downtown into the heart of the city and it’s famous Old Town.

Next, you’ll have a day to get out of town a little for some perspective on why Portland is such a unique place.

Whether you want to hike or simply drive through the scenic country, you’ll appreciate the city of Portland more after this quick excursion.

Finally, we’ll bring you back into the city to explore the outskirts of town in the vast Washington Park.

From here you can mosy back down into the downtown and Old Town area to finish anything on your list from the first day.

Of course, we expect you’re going to want to come back to the city to finish everything on your Portland itinerary.

But at least we’ll give you the best the city has to offer in such a short amount of time! 

Related: Don’t miss out on all of the best day trips from Portland !

Day 1 – Wander Historic Old Town and Downtown Portland

The first day of the Portland itinerary will begin in the historic Old Town. Known for its inclusion of Old Town Chinatown, this part of town covers a few city blocks along the Willamette River.

You’ll find everything from quirky shops, restaurants and bars to many unique local businesses. 

If your plans include visiting Portland over the weekend then you will want to start your day at the local Saturday Market.

Every Saturday and Sunday between March and Christmas Eve hundreds of vendors will set up booths in Tom McCall Waterfront Park beneath the Burnside Bridge.

Find unique art, delicious munchies and a variety of entertainment as you stroll through the market for a uniquely Portland experience. 

From here you’ll make your way up to the Chinatown Gates and the official entrance into Portland’s classic Chinatown. As a city within a city center, there are lots of shops to explore and food to enjoy. 

One of the biggest Portland attractions in Chinatown are the Shanghai Tunnels. Officially known as the Old Portland Underground , the tunnels are a series of underground passageways connecting a variety of shops and businesses.

As they were first intended, these tunnels were a passageway for transporting merchandise from the docks on the Willamette River to the various storehouse and shops via their basements.

This led to the opportunity for organized crime and the practice of “shanghaiing,” which is essentially the kidnap and conscription of sailors against their will.

Of course, over time myth and lore blended with true history and today, there are a variety of tours offering a behind-the-scenes look at the Shanghai Tunnels. 

After touring the Shanghai Tunnels, head over to a more peaceful part of Old Town and visit the Lan Su Chinese Garden.

Despite the hustle and bustle of the 25th largest US city, the gardens intentionally offer tranquility to its visitors.

Stroll through the gardens on your own time, sit for tea and learn calligraphy, learn to play the traditional Chinese board game Wei Chi or practice Yang Style Tai Chi. 

To learn more about the Chinese influence in Portland’s history, double back to the Chinatown Museum.

Only open in the afternoon between Thursday and Sunday, the museum is proud to present a no-holds-bar portrayal of life for Chinese immigrants in the Pacific Northwest. 

• Cost : $12.95
• Hours : 10 am – 4 pm (closed Wednesdays)
• Address : 239 NW Everett St

If you haven’t already filled up at any number of shops or restaurants in Chinatown, this is a great time to fill up on the famous Voodoo Doughnuts.

Known as much for their delicious doughnuts as for the quirky names they give them, Voodoo Doughnuts is a staple to Old Town Portland Oregon.

But you can also grab a bite to eat at Portland City Grill, Mother’s Bistro and Bar and Kells Irish Restaurant and Pub , all within a block of each other. 

If you’re a big foodie, you can even embark on an underground donut tour of Portland !

Spend the afternoon perusing books at Powell’s City of Books. The largest independent bookstore in Portland, Powell’s City of Books location in Old Town boasts an inventory of over 1 million books!

Get lost in the shelves or take a tour of the store. As a lover of books, we think the best thing is just to wander around in search of one particular book to see what other books turn up along the way. 

And whenever you begin to get thirsty for a cold beer, head a few blocks further to Deschutes Brewery Portland Public House.

Enjoy a draft beer brewed in-house or sit down for a full meal as you recap the day and prepare for your next adventure.

Deschutes Brewery is one of Oregon’s proudest and most successful breweries and well worth a taste while you’re in the area. 

At this point in the day, you can either plan to retreat to your hotel to rest up for the next day in this busy Portland itinerary or you can head out into the Portland evening for a night on the town.

You are right in the middle of everything the city has to offer at night so enjoy your time out while visiting Portland.

READ MORE: Use this itinerary to plan the perfect 3 days in San Francisco

Day 2 – Portland Mini-Excursion 

On day 2 of your 3 days in Portland itinerary, you’re going to have the chance to get out of the city a little bit to reflect on why this part of the country attracts so many people. 

You’ve likely already asked yourself what mountain is in the background as you have turned corners in walking throughout the city.

This towering mountain is Mt. Hood and is one of the unique ways in which Portland can be identified. 

Located 2 hours through a spectacular drive through the Columbia River Gorge a day trip to visit Mt. Hood is beautiful from start to finish.

Join a tour or drive yourself out and enjoy spectacular views along the way. There are plenty of places to stop and hike.

If you don’t have your own wheels but want to get some to do the trip independently, then head over to the Rental Cars website to find the best value rentals in Portland.

And you’re going to definitely want to stop at Multnomah Falls, one of the most famous waterfalls in all of the US. 

Multnomah Falls is the most popular of dozens of waterfalls in the area. Located in the Columbia River Gorge, the falls consist of two drops.

The higher falls is 542 feet that cascade into a pool which then drops another 69 feet to the bottom of the creek. 

While the waterfall was geologically formed around 15,000 years ago, more popular legend says that it formed when a young Native American woman sacrificed herself by falling off the top in order to appease the Great Spirit and save her tribe from a terrible plague.

Upon her death water began flowing down the falls. 

Regardless of its source, viewing the waterfall is well worth the visit especially when combined with several other waterfalls in the area. 

This half-day tour is a fantastic way to get out there. If you love nature, definitely include this stop in your Portland itinerary.

If you are interested in wine, a quick trip to the Willamette Valley an hour south of Portland is definitely worth your time. 

The soil in the valley is very fertile thanks to the volcanic activity that shaped this part of the country.

As such, combined with a climate perfect for growing grapes, there are now over a half dozen world-class wineries in Willamette Valley. 

You can take a self-guided tour of the vineyards with your own vehicle. Or join a tour from Portland and don’t worry about how much wine you drink ! 

If you do have your own transportation, however, and are kicking yourself for having to choose between wine and waterfalls, don’t worry.

Silver Falls State Park is under a half an hour drive through beautiful landscapes and boasts over 20 miles of trails that will lead you to 10 different waterfalls.

You don’t have to hike them all, of course. Most waterfalls are quickly accessible from parking areas throughout the park. 

This tour combines Silver Falls with Willamette Wine Country, so you can hit both in one trip. Wine country is also a great weekend trip, if you have more time and are really into wine!

If you have no desire, or means, to get away from the city during your 3 days in Portland, then you can still experience the great outdoors by spending a few hours hiking through Forest Park. 

Covering over 5,000 acres, Forest Park has 80 miles of trails that you can hike, bike or jog.

Open from 5 am until 10 pm, you can spend as much or as little time exercising or simply enjoying nature that is tucked within the reach of Portland. 

Depending on how far you ventured out during the day you are likely to want to come back to your hotel and rest up for your final day in your Portland itinerary. 

But if you want to continue to try and sample all of the delicious craft beers in the city or want to catch a comedy show or concert, head back into Old Town or downtown Portland for the evening. 

READ MORE: Use this itinerary to plan the perfect 3 days in Seattle .

Day 3 – Downtown Portland

Depending on how fast you moved through Old Town, you might have already skipped into downtown on day 1 of your 3 days in Portland itinerary.

But if you didn’t venture out yet there are a few places you should visit. 

Start out at Voodoo Doughnuts on the fringe of Old Town. Then head two blocks to Tom McCall Waterfront Park .

If you’re here on a Saturday you can enjoy the Saturday Market . Otherwise, enjoy a stroll down the riverfront on the waterfront park trail, or browse the local businesses throughout town. 

If you’re interested in history, then cross the street back over to the Oregon Historical Society. Here, among other things, you can see the penny that was flipped to determine the name of the city.

There are a series of other displays and revolving exhibits that highlight Oregon’s rich history.

Head another two blocks to the Portland Art Museum if you are interested in traditional art museums, with a particular emphasis on Native American, Asian and American arts.

• Hours : 10 am – 5 pm (Closed Mon/Tues)
• Address : 1219 SW Park Ave.

Or you can head just a few short blocks to the Pioneer Courthouse Square at the heart of the city of Portland.

Affectionately known as “Portland’s living room,” the massive square hosts a variety of over 300 events throughout the year.

The milepost sign is one of the most recognizable features of the square.

Though anyone who has spent any time passing through Portland, let alone living here, will tell you that they’ve attended festivals and concerts, markets, runs and races and political events in the square as well. 

Be sure to check what events are taking place during your visit as there is almost guaranteed to be something going on during your 3 days in Portland.

At this point, you are in the perfect position to make another decision about how to spend the remaining time of your Portland itinerary.

If you enjoyed Old Town and Chinatown you are back on the cusp of entering those neighborhoods again. Be sure to check off anything you didn’t see or do on your first day. 

Alternatively, if there is a soccer match taking place it will be at the stadium at Providence Park .

Portland is known for its soccer fanatics. So if there happens to be a match this will definitely be a unique way to take in a few hours. 

Lastly, you can head up to Washington Park where a whole other world awaits you. Here over 140 hectares of city park invites you to explore the many activities in the park.  

The Portland Japanese Garden has 12 acres featuring 8 different gardens and a magnificent view of Mt. Hood.

Enjoy the peace and tranquility the traditional Japanese garden offers, including a tea house and numerous walkways and streams that reflect the Japanese aesthetic.  

• Cost : $16.95
• Hours : 10am – 3:30pm, closed Tuesdays
• Address : 611 SW Kingston Ave

The International Rose Test Garden features over 10,000 rose bushes and 650 varieties of roses.

As Portland has been dubbed the City of Roses, the International Rose Test Garden receives roses from all over the world where they are evaluated on a number of characteristics.

With 4.5 acres and numerous gardens you can walk through and enjoy views of Mt. Hood. 

• Cost : FREE
• Hours : 5am – 10pm
• Address : 400 SW Kingston Ave

The Hoyt Arboretum invites you to wander through 12 miles of trails that traverse through over 2,000 species of trees and shrubs from 6 continents.

The arboretum invites you to enjoy the park at your own pace. But there are also guided tours and classes offered on the weekends where you can learn more about the species of plants in the park. 

• Address : 4000 SW Fairview Blvd

If you haven’t had your fill today, you can head over to the Pittock Mansion, a 46-room French chateau-inspired residence.

Completed in 1914, the mansion has a history of scandal surrounding the Pittock family.

But the size and beauty of the mansion is not to be diminished by its scandalous history. 

(The Pittock Mansion is closed for the month of January 2022 for maintenance. Check the website for updates!)

• Hours : 10am – 4pm, opens at 12pm on Tuesdays
• Address : 3229 NW Pittock Dr

Just down the hill from Pittock Mansion is the Witches Castle. The remnants of a stone home built in the mid-1800s is all that remains, along with the lore of it’s one murderous owner Danford Balch.

Balch hired a helper to clear the land around the home. In the process, this helper fell in love with Balch’s daughter and eloped against his will.

Long story short, Balch murdered his daughter’s husband and after the trial he became Oregon’s first legal execution.

Today the home has been abandoned and moss has overgrown the building. It gained its name in the 1980s as groups of teenagers used the home to party. 

It’s been a very busy 3 days in Portland and you’re likely going to spend the evening getting ready to leave the next day.

But if you still have some energy left, you could head across the Willamette River in downtown Portland and visit the Oregon Museum of Science and Industry’s Planetarium .

• Cost : $6.75 – $7.50
• Hours : 9:30 am – 5:30 pm
• Address : 1945 SE Water Ave

If you do venture to this side of the river know that there is literally a whole other side to the city and you might stay up all night exploring the many bars and restaurants in the area!

READ MORE: Use this itinerary to plan the perfect 3 days in New York City

Portland Oregon Travel Guide

Now that you know how to spend 3 days in Portland Oregon, here is a little more information about when to visit the city, how to get around, where to stay and what to eat. 

There’s not really a bad time to visit Portland, depending on what activities you plan to do when there.

The best time to visit is in the summer, when the weather is warm and it’s less likely to rain.

The city’s roses are in full bloom and outdoor activities are abundant. But the summer is also prime tourist season and you will need to book your hotel stay and tours in advance.

If you want to beat the summer crowds, plan on visiting March through May. You will still catch spring flowers blooming and it’s also a good time to whale tours on the coast.

The winter months from November through February are the rainiest and it can become quite chilly.

But if you are into winter sports, Portland is a great place for skiing and other winter activities because of its close proximity to Mt. Hood. 

Though a big city, Portland is very compact for its size and is easily walkable and is one of the most bike-friendly cities in America.

Downtown Portland and the central city area are easy to explore on foot.

There are also several bike rental companies and a bike-share program if you’d rather bike around town.

Portland also has one of the best tourist-friendly public transportation services. Your best bet after arriving at the airport is to take the light rail train into the city or to your hotel, and for less than $3 it’s very budget-friendly.

There are several bus lines that can take you anywhere in the city and the Portland Streetcar is another popular option to get around town.

I wouldn’t recommend renting a car for exploring the city as parking can be very expensive. But do consider renting a car if you plan to visit Mt. Hood or Willamette Valley during your visit. 

The best way to get around is to rent a car and explore on your own! We recommend Rental Cars , which has the largest range of vehicles for the best value on the market.

Where to Stay in Portland

Because most of the activities in this 3-day Portland itinerary center around the downtown area of the city, our recommendations for the best places to stay in Portland are all in this area. 

There are a variety of options to suit any budget. But to make the most of your time in the city we wanted to save you transit time while providing you the best value in accommodation. 

Here are our suggestions on where to stay in Portland. 

Located just outside Old Town in the spirited Nob Hill neighborhood, HI Portland Northwest is the best place to stay in Portland if you are on a budget.

Choose between dorm or private accommodation and enjoy the shared kitchen, drinks at an in-house cafe and WiFi throughout the hostel.

HI Portland Northwest is located in close proximity to all public transportation and you can park on the street if you arrive in your own car.

This is the perfect location to explore Old Town and downtown Portland as well as to quickly access all of the activities of Washington Park. 

The Hotel DeLuxe will give you a luxury feel at a mid-range price providing great value in your stay. With an on-site restaurant and bar, room service and their unique “Well & Fit kit” the hotel goes above and beyond to ensure you have everything you could want or need.

You can even partake in free fitness classes or borrow bicycles to get around the city.

Of course, being located in downtown Portland Oregon has its advantages too as you are right in the middle of everything we recommend during this itinerary. 

Staying at the Society Hotel puts you in the middle of everything you could want to do during your 3 days in Portland itinerary.

Located just a quarter-mile from the famous Chinese Gardens and all that Old Town has to offer, the Society Hotel provides a fitness center, in-house restaurant and bar and offers complimentary breakfast to fill you up for your day out and about.

Rooms are spacious and come with views of the mountains or garden and include standard amenities to make your stay more enjoyable. Book the king suite for a truly exceptional stay.

Best Restaurants in Portland Oregon

Now for my favorite part of the whole post – where to eat in Portland!

You can never go wrong with a delicious doughnut at any hour of the day. A staple for everyone who visits or lives in Portland, Voodoo Doughnuts has several locations and is open 24 hours a day to make sure you get your doughnut fix. 

Q Restaurant and Bar is a Portland favorite especially among those looking for a farm to table experience.

Enjoy traditional American cuisines of seafood, lamb, duck and good old fashioned steak all dressed up in delicious seasoning and preparations. 

Serving up more fresh Pacific Northwest seafood than the name suggests, Jake’s Famous Crawfish is known for flying in its seafood daily.

Enjoy steelhead, Dungeness crab, and a spread of local oysters cooked into a variety of dishes.

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

Lindsay Harvey

Hi, We’re Alesha and Jarryd!

We’ve been traveling the world together since 2008, searching for the planet’s best destinations and adventures.

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See homes sold in the Portland metro area, April 29 to May 5

The following is a listing of all home transfers in the Portland metro area reported from April 29 to May 5. There were 495 transactions posted during this time. During this period, the median sale for the area was a 1,912-square-foot home on Northeast 63rd Avenue in Portland that sold for $548,000.

10455 N.W. Roy Road, Banks, $642,500, 2,939 square feet, $219 per square-foot, four bedrooms and three bathrooms.

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17 Best Road Trip Stops from Portland To Bend, Oregon

If you’re heading to the Pacific Northwest and you have a weekend to spare, a road trip from Portland to Bend, Oregon should be on your to-do list. This drive is so much fun to do!

Many travelers headed to Bend, OR as their final destination tend to fly into PDX in Portland, OR. From there, the drive from Portland to Bend (or vice versa) can easily be tackled in 3 hours.

But why would you want to make that drive without stopping to see some of the awesome spots, hikes, and sights in between? The drive from Portland to Bend is so scenic.

You’ll pass by various types of scenery, starting with the densely forested atmosphere of the Portland area all the way to the high desert flora and fauna of Central Oregon. 

To help you make the most of your trip, we’re sharing a complete list of our favorite stops to explore along the way from Portland to Bend. So without further ado, let’s dive right into it!

This post may contain affiliate links. You won’t be paying a cent more, but in the event of a sale, the small affiliate commission I receive will help keep this blog running/pumping out useful and free content. Thanks a lot!

ROUTES FROM PORTLAND TO BEND

There are a few routes you could take to get to Bend from Portland (or Portland from Bend), but this list focuses on the stops along these two main routes— taking US-26 all the way down and passing Mount Hood vs. taking I-84 east through the Columbia River Gorge National Scenic Area, then down to US-26.

What’s the difference? Well first off, let’s review what you’ll see along both routes.

• I-84 to US-26 – You’ll be going through the Columbia River Gorge to Hood River, where you’ll then take the 35 down to US-26 E and finally along US-97 S to Bend. This route is longer and more time consuming than the more direct path below.
• US-26 – More of a straight-shot to Bend from Portland, which will save you time and miles on your car. You won’t be passing the Columbia River Gorge or Hood River, but you’ll pass Mount Hood and everything thereafter.

The mileage and duration of your trip will depend on which route you take. If you go with the longer, more scenic route of I-84, you’ll be adding on another 50 miles, but a 50 miles well worth it. The total travel time really depends on how long you stop at each of the pitstops on your itinerary!

I’d recommend going the longer route if you haven’t had the chance to explore the Columbia River Gorge or the town of Hood River yet. If you’ve been blessed to have explored the Columbia River Gorge before, then why not take the US-26 route and check out some new sights along the way?

17 BEST ROAD TRIP STOPS FROM PORTLAND TO BEND

I doubt Portland needs a formal introduction. But if you were so keen to read one — Portland is a bustling city in Oregon and is one of the greenest cities in the world. Portland prides itself on embracing weirdness, which makes this city so fun to explore!

There are tons of quirky neighborhoods to explore, each with its own unique atmosphere and charm. The food truck scene is popping, as are the coffee and craft beer scenes.

If you’re starting (or ending) your road trip in Portland, make sure you have at least three extra days to eat, drink, and explore the city of Portland!

I personally love Portland so much that I opted to live there for a month in an Airbnb during the C-19 days when wfh was mandatory. It was easily some of the most memorable weeks of those crummy years!

With all that said, Portland gets a huge thumbs-up from me. Definitely allocate a couple of days to exploring the city!

MCMENAMINS EDGEFIELD

McMenamins Edgefield is so much more than a historic hotel. This property is 74-acres large and located only 20 minutes away from downtown Portland. Formerly a poor farm during the Great Depression, McMenamins is a wonder to see and explore. It’s so expansive there is even a visitor’s guide and map of the property available to visitors.

Seriously, the estate is huge! You could easily spend a few hours wandering about the extensive gardens (glass of wine or a pint of beer in hand), play golf, visit the glass/pottery shop, distillery, and winery, take a seat and enjoy one of the many bars, eat lunch in the outdoor courtyards, watch a recent-run movie in the theater, listen to live music, and explore the gift shop. Tons of stuff to do!

If you’re a hotel guest here, you can also take advantage of the beautiful soaking pool next to the tea bar.

COLUMBIA RIVER GORGE

The Columbia River Gorge is so beautiful and packed with jaw-dropping waterfalls, overlooks, and hikes that they named it a National Scenic Area. The Historic Columbia River Highway Scenic Byway is actually considered one of the most scenic drives in the country!

Along this 70-mile highway, you will have the chance to see several historic buildings, monuments, fish hatcheries, the Oneonta Gorge, and numerous waterfalls including Latourell Falls, Multnomah Falls, Wahkeena Falls, Shepperd’s Dell Falls, Bridal Veil Falls, Wahclella Falls, and Fairy Falls. Given recent fires over the years, it’s best to check their website to check for trail closures.

MULTNOMAH FALLS

It’s likely you’ve visited or at least heard of this popular waterfall in the Columbia River Gorge before. If you haven’t, it’s a must-see as you travel along the Historic Columbia River Highway Scenic Byway.

It’s a quick stop off the highway and you can walk right up to marvel at the falls without even breaking a sweat. Talk about bang for your buck! You can grab lunch, ice cream, coffee, and other refreshments here as well.

Note: Sadly, during peak tourist season, Multnomah Falls can get very crowded, and there may be a limit on the number of visitors allowed at any given time to manage crowds and ensure visitor safety.

Check the Multnomah Falls website for the most up-to-date updates/conditions. You may need to make reservations to visit.

Continue along the scenic byway running alongside the Columbia River to reach your next stop, the charming town of Hood River. Hood River, also known as the windsurfing capital of the world, hosts a good amount of wineries, breweries, and restaurants.

This is the perfect place to stop for a meal or a cup of coffee. If you’re not feeling hungry, you should still get out of the car to stretch your legs, walk through the town, and peruse the lifestyle/home decor stores and gift shops.

LAVENDER VALLEY

I love this little off-the-road travel attraction! There’s nothing better than visiting a lavender farm during the summer season and attending an annual festival dedicated to ALL things lavender. I mean, talk about unique, right?

At Lavender Valley, you can wander the lovely lavender fields, cut and pick your own lavender, and explore the little gift shop after you’ve enjoyed your stroll through the grounds.

The view of Mt Hood is as intoxicating as its fragrant fields! No lie, the view by far is the best thing here and certainly does not disappoint.

If you’re looking for an alternative, there are other lavender farms in the area including Hood River Lavender Farm.

Address: 5965 Boneboro Rd, Mt Hood, OR 97041

RAMONA FALLS

One of the most beautiful waterfalls in the entire Northwest is just a quick hike away on your route from Portland to Bend.  The iconic 7-mile roundtrip hike on Ramona Falls Loop Trail provides stellar views of Mt. Hood and the grand Ramona Falls.

The trail itself is relatively easy, but the hike requires either crossing the Sandy River on fallen logs, rock hopping, or trudging through the river. If river crossings aren’t your thing, maybe skip this stop. It’s quite an adventure and totally worth it when you get to feast your eyes on Ramona Falls flowing down 120 feet of sheer basalt rock.

GOVERNMENT CAMP

Government Camp sounds much more formal than what it is–a home base for people visiting Mount Hood and exploring the national forest that surrounds the area. “Govey,” as the locals call it, is a quaint alpine village that has plenty of eateries, watering holes, and an abundance of small-town charm.

It’s an excellent place to stretch your legs and use the restroom before continuing on your road trip from Portland to Bend!

TIMBERLINE LODGE

As you approach the south side of Mount Hood, take note of the signs for the Timberline Lodge (you’ll be making a left to get there). Timberline Lodge is a magnificent historical mountain lodge, built during the Depression Era. This is yet another great place to grab a bite to eat with a side of awe-inspiring views.

This National Historic Landmark is perhaps most known as the exterior of the Overlook Hotel in Stanley Kubrick’s The Shining . It’s less than 15 minutes from Government Camp and you can expect to spend about 30 minutes to an hour here.

TRILLIUM LAKE

Just 10 minutes south of Government Camp, you’ll find the picturesque Trillium Lake sitting beautifully among the great outdoors. This lake is all about the view–featuring Mount Hood towering overhead nearby. This creates an amazing mirrored view of its snow-capped peaks, especially on a clear day.

If you have some to spare, consider doing the 1.9-mile loop hike around the lake, kayaking/paddling, fishing, or packing a picnic to enjoy here. Since motorboats are not allowed here, you’ll get an even more peaceful, enjoyable experience!

INDIAN HEAD CASINO / WARM SPRINGS INDIAN MUSEUM

A bit further south on the 26 will bring you to the Indian Head Casino as well as the Warm Springs Indian Museum .

Their proximity to each other will allow you to test your luck with slot machines or table games, AND experience the rich history and culture of this region afterward.

This is an awesome stop if (1) you need to stretch your legs and (2) you’re down to weave in some history/education to your road trip.

Visitors of The Museum at Warm Springs will experience firsthand the sounds of ancient songs and languages, the mastery of traditional craftsmen, and the sights of various cultures that make up the Confederated Tribes of The Warm Springs Reservation of Oregon. The collections of the museum are rotated throughout the year.

PETER SKENE OGDEN STATE SCENIC VIEWPOINT

Located just 9 miles north of Redmond, Peter Skene Ogden State Scenic Viewpoint is a cool roadside attraction. This brief stop boasts a dramatic view of the canyon against the Crooked River.  The two sides are connected by historic bridges that create a dramatic glimpse of central Oregon’s geological and historical features.

The parkland was once owned by the Oregon Trunk Railway and was later acquired by the State between 1925 and 1930.  Eventually, the park was named after explorer Peter Skene Ogden, who entered the Crooked River Valley in 1825.

This viewpoint is perfect for photography lovers! Another good reason to stop? There are restrooms and picnic areas in case you need a scenic break that doesn’t involve seeing the inside of your car.

SMITH ROCK STATE PARK

If you enjoy scenic views of towering canyons or rock climbing, Smith Rock State Park is the place for you. Rock climbers from all over the country flock to Smith Rock State Park to experience the thousands of climbing routes in the park. Here you’ll find dynamic routes that are ideal for various types of climbing and bouldering.

If climbing isn’t your thing, Smith Rock SP is still worth visiting. It’s great for trail running, hiking, wildlife spotting, and mountain biking as well. If you’re looking for a place to camp, the park also has a walk-in area for tent camping on a first-come, first-served basis.

Pro Tip: Smith Rock State Park is a popular attraction, and with that comes potential challenges with parking, especially during the peak season and on weekends. If you want to beat the crowds, visit on a weekday or try to get there before 8am on weekends. The parking/day-use fee costs $5.

CRESCENT MOON ALPACA RANCH

I added this to the list in hopes that anyone reading this is also in love with alpacas as much as I am. At the alpaca ranch, you’ll get the chance to feed the adorable alpaca as well as enjoy the alpaca boutique. It’s only 8 minutes away from Smith Rock, how can you say no?

It’s a fun place to stop, especially if you love animals or are traveling with children. You can expect to spend 45 minutes to 1 hour here.

We missed this on our last road trip, but we’re definitely making it a priority the next time we road trip to Bend, OR!

Redmond is a hub in the high desert along the 26 with a rejuvenated downtown, a growing beer scene, and lots of recreational activities to enjoy.

Head to Downtown Redmond for a light stroll among fine dining restaurants, boutiques, bookstores, and cafes. You’ll also find a few breweries in Redmond including Kobold, Initiative, Cascade Lakes, and Wild Ride .

For family-friendly fun, check out Splash Park or the ice rink in the heart of the city. Near the airport is the Deschutes Fair & Expo Center , which hosts a wide range of events, concerts, trade shows, automobile shows, and more.

Redmond is also where the Deschutes County Fair & Rodeo is held in August. It’s a big deal, so if you’re planning a road trip during the month of August, try to make this one!

Looking for another high desert town to explore? When you pull into the Old West town of Sisters, OR, you’ll feel like you’ve just been transported back in time.

This friendly little town in the foothills of the Cascade Mountains attracts visitors for its natural beauty as well as annual celebrations like the Sisters Rodeo (June), the Sisters Quilt Show (July) and the Sister Folk Festival (September).

Take a stroll down the main street, hike the nearby trails, and enjoy the Wild West village atmosphere of Sisters.

Welcome to Bend, you made it through your road trip! If you didn’t know, Bend, Oregon is an absolute outdoor haven all year round.

Personally speaking, I am obsessed with Bend. If I was made of money, THIS would be where I would buy a house. Easy decision!

I absolutely love how green and friendly the entire town of Bend is. The plethora of hiking trails, waterfalls , and in-town things to do still steals my heart to this day. (Someone, buy me a house here already!!)

Summers are ideal for hiking, biking, rock climbing, and water sports, while winters are perfect for skiing or snowboarding on Mt. Bachelor. It’s the ultimate land of outdoor adventure, and you can’t forget about the craft beer tasting! Seriously, the sheer amount of fun you can have here is unreal.

There’s a lot to do within the city limits and even more to do outside of them. Check out our full list of 30+ best things to do in Bend here .

WHERE TO STAY IN BEND, OR

We love staying in Bend whenever we get the chance! Our top recommendations include these super-stylish and affordable hotels:

• LOGE Bend – Features stylish, rustic rooms; LOGE provides city bikes that are complimentary for use and offers evening entertainment and a shared kitchen.
• Riverhouse on the Deschutes – A clean, spacious, pet-friendly hotel featuring a restaurant, seasonal outdoor pool, hot tub, fitness center, and a bar. Downtown Bend is 5 minutes’ drive away.
• Pine Ridge Inn – Located 2 miles from Downtown Bend, Pine Ridge Inn is just 1 mile away from the Old Mill District. They offer very open and spacious suites with king-sized beds and a sofa bed. They are pet-friendly and offer an awesome free breakfast.

ROAD TRIP PREPARATION: RENTAL CARS

If you don’t have a car or don’t have a reliable car you trust to get you out of Portland and back in one piece, I suggest you pick up a rental car for your road trip.

Need a rental car for your trip? To find cheap rental cars, I recommend using  Rentalcars.com . Their search tool is one of the best I’ve found!

Don’t Forget About The Pass!

A lot of the best adventures around Oregon will require a day-use fee. The better deal? Get yourself a Northwest Pass or an  Interagency Annual Pass . You can easily get one delivered straight to your door. Order one before your trip!

ROAD TRIP PREPARATION: LODGING/HOTELS

If you’re a planner like me, you’re probably going to want to book all your lodging before you leave. I don’t know about you, but the thought of not having a place to stay (or paying an arm and a leg to get a room last-minute) just makes me uneasy.

Be sure to book your lodging before you leave, or as soon as possible really, especially if you’re planning on staying at a specific hotel or yurt that you’ve been eyeing for some time.

If you are more of a spontaneous traveler, get the  HotelTonight   app. HotelTonight offers steeply discounted hotel prices for those last-minute bookings, perfect for spontaneous road trippers.

ROAD TRIP PREPARATION: ROAD CONDITIONS

Right before your trip, check Google Maps or  TripCheck  (by the Oregon Department of Transportation) before you hit the road.

We actually like TripCheck a little bit more for this exercise, because not only does it provide you with live road condition information, but it also gives you live weather alerts as well. There are even live cameras you can check out to see exactly how snowy a mountain pass may be or how bad the traffic is in the city. Though not as detailed as within Oregon, the highway condition information even extends to nearby states!

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