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Cross Country USA: Portland to Portland Bike Tour

The Bucket List Trip from Portland, Oregon to Portland, Maine

Tour Duration

Cross Country

Activity Level

Hotel Level

Trek Domane SL 7

Starting from

$ 26,999.00 per person

Have a question?

The goal: ambitious. The training: intense. The opportunity: unrivaled. This is your ultimate bucket-list bike tour.

We are excited to offer our epic Cross Country USA trip from Portland to Portland again this year! If you're ready for the cross country bike trip of a lifetime, prepare to join Trek Travel on a bicycle tour that stretches from the Pacific to the Atlantic, across the northern tier of this beautiful country. As we bike across America, you'll ride 3,800 miles across 15 states over the course of 43 riding days—all from the saddle of a top-of-the-line Trek Domane bicycle, the use of which is included in your trip price. The average distance is 88 miles per day with the longest ride being 126 miles. You'll have 15 days at 100 miles or more, including multiple back to back centuries, and four rest days. Although the challenge and dedication to training is substantial, your Trek Travel guides will be with you every pedal stroke of the way, offering encouragement, mechanical and logistical support, camaraderie, and our renowned Trek Travel guest service. Our signature attention to detail and exhaustive planning and provisioning will leave you free to focus on riding. You'll accomplish more physically in 48 days than most people do in a lifetime!

Ride through the Columbia River Gorge past panoramic viewpoints and breathtaking sights like Multnomah Falls

Follow in the footsteps of Lewis and Clark, two of the world’s greatest explorers, as you travel the country like pioneers

Pedal past the eroded buttes, pinnacles, and spires of South Dakota’s Badlands National Park

Catch a glimpse of Amish country in action as you make your way through the country roads and small towns of the Midwest

Revel in the spectacular scenery as you climb through New York’s Adirondack Mountains, Vermont’s Green Mountains, and New Hampshire’s White Mountains

Final day in Portland, Maine

Check this iconic trip off your Bucket List

Join us and a group of other like-minded folks for the true adventure of a lifetime as you ride through some of the countries most iconic landmarks and historical sights. See the United States like never before as you feel the landscapes alter and shift numerous times as you pedal from the Pacific to the Atlantic.

What Guests are Saying

Trip was phenomenal, it was truly a ride of a lifetime and Trek Travel's attention to detail and the incredible staff are top notch. Would recommend this trip to all who have a desire to be taken care of in all areas, guides, equipment, safety, and organization. Truly a great opportunity to fulfill your dream of a lifetime, to ride cross country. THANK YOU TREK TRAVEL.

Mike, Trek Travel Guest

Trek Travel did an outstanding job each and every day for 7-weeks to make my lifelong dream of cycling across America come true. I could not have accomplished this big, audacious goal without Trek.

Dave, Trek Travel Guest

Thank you a million times for helping me make a lifetime dream come true! You all were awesome in every way.

Sybil, Trek Travel Guest

Badlands National Park

The awe-inspiring view changes with every turn as you pedal through the colorful spires and buttes of Badlands National Park.

Dates & Pricing

Book early for the best price

Join Waitlist

Limited Availability

August 22-october 8, 2024 join waitlist.

Hotels you`ll stay at on this date:

• Cross Country Hotel

Available bikes:

$ 26999.00 per person

Double Occupancy

Single Occupancy from: + 5,999.00

You have another booking already in progress

Booking a new trip will cancel all of your previous booking progress. Continue your previous booking or proceed with your new booking.

Arrival / Departure

Where to Arrive

Portland International Airport (PDX)

Pick-up location :

Portland Marriott Waterfront, Portland, Oregon

Pick-up time :

Where to Depart

Portland International Jetport (PWM)

Drop-off location :

Press Hotel, Portland, Maine

Drop-off time :

Additional Arrival Information

We suggest that you arrive at least one day prior to the start of your bike across America adventure, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays.

We recommend that you fly into Portland International Airport (PDX), which is approximately 12 miles from downtown Portland. You can hail a taxi outside baggage claim, which will cost approximately $35 plus gratuity and should take about 30 minutes, depending on traffic.

Your Trek Travel guides will meet you at the Portland Marriott Downtown Waterfront (1401 SW Naito Pkwy, Portland, OR) at 9:00 AM on the first day of the trip. You will then shuttle approximately two hours to Astoria for a picnic and bike fit followed by your first ride. Please feel free to dress comfortably for the shuttle, but keep your riding clothes and gear handy and separate from your main luggage. You will be able to change at the hotel before the ride. Your main luggage will be stored until your room is ready.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. If you cannot reach them, please call our first hotel, Cannery Pier Hotel (503-325-4996), and leave a message with your expected arrival time and contact details.

Additional Departure Information

You will say farewell to your guides at 11:00 AM at the Press Hotel. We recommend that you fly out of the Portland International Jetport (PWM), which is located about six miles from downtown. A taxi can be arranged with assistance from the front desk, takes about 20 minutes and will cost approximately $25 plus gratuity.

Day 1 Aug 22 - Astoria to Pacific Ocean

Aug 22 - Astoria to Pacific Ocean

Your Trek Travel guides will meet you at the Marriott Downtown Waterfront Hotel at 9:00 AM on the first day of the trip. Today is the day to get everything in order before embarking on your cross-country odyssey. After a two-hour shuttle to the town of Astoria, you will enjoy a hearty welcome lunch and brief introductions, and your guides will take time to ensure you have a comfortable fit on your bike. We recommend that you have a professional bike fit early in you... Your Trek Travel guides will meet you at the Marriott Downtown Waterfront Hotel at 9:00 AM on the first day of the trip. Today is the day to get everything in order before embarking on your cross-country odyssey. After a two-hour shuttle to the town of Astoria, you will enjoy a hearty welcome lunch and brief introductions, and your guides will take time to ensure you have a comfortable fit on your bike. We recommend that you have a professional bike fit early in your training for the greatest efficiency and to reduce the risk of injury. Please bring your measurements, as well as your saddle, pedals, personal GPS unit, and any other equipment you would like affixed to your bike to this meeting so your guides can set up your bike to your requirements. Following the bike fit, safety tips and some introductory information, it's time for a short scenic spin from Astoria to Fort Stevens State Park and down to the Pacific Ocean where you can dip your wheel into the water to mark the official start of your journey. Use the rest of this ride to warm up your legs and make sure you are comfortable in the saddle. Your warm-up ride will be followed by a social hour and dinner, where your guides will discuss your upcoming adventure in more detail and answer any questions you may have. Read More

Cannery Pier Hotel

Meals included

Lunch | Social Hour | Dinner

Highlight of the Day

Dip your wheel in the Pacific Ocean

Pedal to Shipwreck Point to commemorate the official start of this epic journey.

Ride Options

Ride Option 1

TODAY'S RIDE:

Astoria to Fort Stevens Return - Approximately 30 mi | 48 km and 789 ft | 240 m

Day 2 Aug 23 - Astoria to Portland

Aug 23 - Astoria to Portland

Your adventure begins today as you depart Astoria and head for Portland on your first long ride of the trip! It's time to bid farewell to the West Coast and turn east as you ease into your first pedal strokes along Youngs River and through the beautiful and densely forested Clatsop State Forest. As you ride, the enclosed green canopy and winding roads gradually open up to bring you just north of Portland where you will continue southeast on the Scappoose-Vernonia Hi... Your adventure begins today as you depart Astoria and head for Portland on your first long ride of the trip! It's time to bid farewell to the West Coast and turn east as you ease into your first pedal strokes along Youngs River and through the beautiful and densely forested Clatsop State Forest. As you ride, the enclosed green canopy and winding roads gradually open up to bring you just north of Portland where you will continue southeast on the Scappoose-Vernonia Highway and directly into downtown. Explore one of America's most bike-friendly cities this evening as you relish the feeling of accomplishment from completing your first full day in the saddle. Read More

Portland Marriott Downtown Waterfront

Breakfast | Lunch | Dinner

Ride through Portland

Get a glimpse of what makes Portland a Platinum level Bicycle Friendly Community during your first big ride.

Astoria, OR to Portland, OR - Approximately 100 mi | 161 km and 4,768 ft | 1,453 m

Day 3 Aug 24 - Portland to Hood River

Aug 24 - Portland to Hood River

You'll depart Portland this morning on a network of popular bike trails and lanes. Once in Troutdale, you will ride on the Historic Columbia River Gorge Highway 30 that separates Washington from Oregon. The north side of this 75-mile scenic byway boasts spectacular views of the Columbia River Gorge while the south is blessed with a collection of astonishing waterfalls. Take the time to stop at Columbia Point, one of the most scenic outlooks on the journey, and visit... You'll depart Portland this morning on a network of popular bike trails and lanes. Once in Troutdale, you will ride on the Historic Columbia River Gorge Highway 30 that separates Washington from Oregon. The north side of this 75-mile scenic byway boasts spectacular views of the Columbia River Gorge while the south is blessed with a collection of astonishing waterfalls. Take the time to stop at Columbia Point, one of the most scenic outlooks on the journey, and visit the Vista House which was built as a rest stop for early travelers. As you finish your ride, don't forget to look out onto the river, as Hood River is renowned as one of the best windsurfing locations in the U.S. Tonight is yours to explore. Take a stroll down Oak Street and dine in one of the many tasty bistros. Read More

Hampton Inn

Breakfast | Lunch

Ride the Historic Columbia River Gorge Highway

Enjoy the view as you pedal along this scenic byway, including the famed Multnomah Falls.

Portland, OR to Hood River, OR - Approximately 75 mi | and 121 km and 3,750 ft | 1,143 m

Day 4 Aug 25 - Hood River to Condon

Aug 25 - Hood River to Condon

Depart this windsurfing and mountain-biking hotspot to continue following the Lewis and Clark Trail along the water. Cycle through the five-mile Mosier Twin Tunnels Trail that passes through two climate zones and is bordered by numerous types of foliage and plants. The route hugs the Columbia River on Interstate 84 for about 15 miles before turning inland. Finish the day’s ride winding past rolling ranch lands, and tackling the climbs through Cottonwood Canyon Sta... Depart this windsurfing and mountain-biking hotspot to continue following the Lewis and Clark Trail along the water. Cycle through the five-mile Mosier Twin Tunnels Trail that passes through two climate zones and is bordered by numerous types of foliage and plants. The route hugs the Columbia River on Interstate 84 for about 15 miles before turning inland. Finish the day’s ride winding past rolling ranch lands, and tackling the climbs through Cottonwood Canyon State Park and Recreation Area. We’ll be spending the night in Condon, a proud, century-old farming community nestled between miles of rolling, golden wheat fields in Eastern Oregon. Read More

Hotel Condon | Condon Motel

Stay at Historic Hotel Condon

Built in 1920, the historic Hotel Condon offers classic charm with a quaint, “small-town America” atmosphere.

Hood River, OR to Condon, OR - Approximately 94 mi | 151 km and 7,835 ft | 2,388 m

Day 5 Aug 26 - Condon to Hermiston

Aug 26 - Condon to Hermiston

After a hilly start this morning, we'll reach the small town of Heppner, known as the “Gateway to the Blues.” Pedal a short stretch of the Blue Mountain Scenic Byway before gradually descending back towards the Columbia River. Enjoy dinner at Nookie’s restaurant, home of the Hermiston Brewing Company & Tap House. This historic building housed a Plymouth dealership for many years in the early 1940s, but now offers over 15 beers produced in-house! Spend the nigh... After a hilly start this morning, we'll reach the small town of Heppner, known as the “Gateway to the Blues.” Pedal a short stretch of the Blue Mountain Scenic Byway before gradually descending back towards the Columbia River. Enjoy dinner at Nookie’s restaurant, home of the Hermiston Brewing Company & Tap House. This historic building housed a Plymouth dealership for many years in the early 1940s, but now offers over 15 beers produced in-house! Spend the night in Hermiston, once known as home of Six Mile House, an old-west hotel that served as a stopover for weary travelers, and is now famous for watermelon farms. Read More

Holiday Inn Express

Cross the Blue Mountains

Continue to roughly follow the route of Lewis and Clark as you cross over the Blue Mountains.

Condon, OR to Hermiston, OR - Approximately 90 mi | 145 km and 4,087 ft | 1,246 m

Day 6 Aug 27 - Hermiston to Walla Walla

Aug 27 - Hermiston to Walla Walla

Today is a relatively short ride as we make our way into Washington. Pedal through high-desert sage and the farmland producing the sweet onions, wheat, and wine that give Walla Walla its flavor. Finish your ride in the heart of town where the tree-lined streets are lined with a mix of vintage shops, boutiques, cafes, and bookstores. This evening, venture out to enjoy a wine tasting and dinner of your choice.

Marcus Whitman or The Finch Hotel

Enter State #2 and discover Walla Walla

Walla Walla is one of the most beautiful towns in Washington and has over 30 tasting rooms featuring varietals from the surrounding wine cou... Walla Walla is one of the most beautiful towns in Washington and has over 30 tasting rooms featuring varietals from the surrounding wine country. Read More

Hermiston, OR to Walla Walla, WA - Approximately 70 mi | 113 km and 3,014ft | 919 m

Day 7 Aug 28 - Walla Walla to Lewiston

Aug 28 - Walla Walla to Lewiston

Climb out of Walla Walla on gently rolling hills as you make your way through eastern Washington's beautiful golden fields of wheat. Today you will work hard to get to Idaho, the third state of your journey, but the effort will be well worth it as you enjoy a long, winding descent into the state alongside the gentle Asotin Creek and the powerful Snake River. Shortly after crossing the border you will find yourself in Lewiston, located at the confluence of the Snake ... Climb out of Walla Walla on gently rolling hills as you make your way through eastern Washington's beautiful golden fields of wheat. Today you will work hard to get to Idaho, the third state of your journey, but the effort will be well worth it as you enjoy a long, winding descent into the state alongside the gentle Asotin Creek and the powerful Snake River. Shortly after crossing the border you will find yourself in Lewiston, located at the confluence of the Snake and Clearwater Rivers. Due to a system of locks and dams, Lewiston is accessible by some ocean-going vessels and is the easternmost port on the west coast. Read More

Walla Walla, WA to Lewiston, ID - Approximately 98 mi | 158 km and 4,870 ft | 1,484 m

Print full itinerary

Please view the full itinerary to see more days.

Rider Information

Rider Level: 4

Terrain: Hilly to Mountainous

On our Cross Country Tour, the terrain is extremely varied, including rolling terrain, long gradual climbs and descents, as well as steep climbing and descending. Roads are primarily two-lane secondary highways with good shoulders but include some short stretches of interstate highways with wide shoulders, smaller local roads, and surface streets with little or no shoulder. Some road surfaces may be rough. Our Portland to Portland cross country bike tour is best suited for our Type 4 Riders, due to the extreme physical demands of the trip.

Daily Average

88 miles | 142 kilometers

3,791 miles | 6,100 kilometers

3,606 feet | 1,099 meters

155,078 feet | 47,265 meters

This destination is best suited to guests who want to cycle every day. Because of the terrain and/or remoteness of the hotels and riding routes, there are few, if any, non-riding options available. If a non-rider wants to accompany a rider guest on this trip, they would need to spend many hours in the van and/or at the hotels on the trip. Due to this, we strongly discourage non-riders from this destination. As an alternative, call a Trek Travel Trip Consultant at 866-464-8735 for trip suggestions where more non-rider activities are available, such as:

• California Wine Country»
• Glacier National Park»
• Crater Lake & Oregon Cascades»
• Bryce & Zion»
• Prague to Vienna »

We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottles, fix a flat tire, or give you a lift when you really need it. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from finding the nearest chocolate milkshake, laundromat, or massage therapist.

• Fully guided and supported with at least two guides and one van
• Daily route on a pre-loaded Garmin GPS
• Additional guides and vehicles added dependent upon guest count and trip logistics

Built on the site of the former Union Fish Cannery, the Cannery Pier Hotel is located 600 feet into the Columbia River. From this unique and enviable position, it offers guests unparalleled views of a real working river, as well as views out to Cape Disappointment Lighthouse and the impressive Astoria–Megler Bridge. Each room has a private balcony and a fireplace, hardwood floors, and luxurious amenities. Take advantage of the authentic Finnish sauna before embarking upon the first ride of your long cross country journey.  Please note that only the first, last, and rest day hotels are shown here. 

DoubleTree Hotel Missoula – Edgewater

The Doubletree Edgewater is located in the heart of the college town of Missoula, on the banks of the Clark Fork River. The campus of the University of Montana is only three blocks away and the restaurants and main attractions of downtown are within walking distance. You may decide to take advantage of the world-class fly fishing right out the door, or maybe just kick back and take in the stunning views of Mount Sentinel and watch the river flow past.

Hotel Alex Johnson

Enjoy the authentic Native American decor at this historic hotel in the heart of downtown Rapid City. The guest rooms have been recently renovated, although we understand some may still be haunted. Spend your rest day visiting Mt. Rushmore, Crazy Horse Memorial, or the wild west town of Deadwood.  Please note: On our second trip, on September 20th and 21st, you will stay at the Holiday Inn Rushmore Plaza instead of Hotel Alex Johnson.

Hotel Indigo Madison Downtown

Hotel Indigo Madison Downtown is a contemporary hotel situated just a short stroll from the downtown Capital Square. It is housed in the landmark Mautz Paint Company building where modern meets historic with creatively crafted murals throughout the space that showcase the authentic style of the original architecture. The well-appointed guest rooms feature nostalgic touches with modern amenities. Enjoy the convenience of an onsite restaurant as well as being a short walk away from countless local gems!

Hilton Garden Inn Corning Downtown

The Hilton Garden Inn offers the perfect blend of comfort and convenience. Enjoy the heated indoor pool and use the fitness center for a recovery session. It is located next door to the famous Corning Museum of Glass and across the river from the city’s downtown Gaffer District where you’ll find the historic Market Street filled with restaurants and boutiques.

Press Hotel

The Press Hotel is a boutique luxury hotel in Portland’s famed Old Port District and is part of the Autograph Collection by Marriott, which features unique properties selected for their rich character and imaginative details. Constructed in 1923, the brick and stone building was the former home of the state’s largest newspaper, the Portland Press Herald. Many of the architectural details and artifacts have been preserved during its transformation into this stunning boutique hotel. Enjoy the array of artwork throughout the hotel and your beautifully appointed guest room with its oversized windows, marble-tiled bathrooms, luxury linens, vintage desks, and modern conveniences.

Bikes & Gear

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the latest Trek Domane is the best way to enjoy the ride. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes and electronic shifting. This new bike is lighter than ever before, and carbon wheels come standard on every bike. The road-smoothing IsoSpeed technology lets you ride as long as you want with less fatigue. The bike you ride on a biking vacation matters. That is why we provide the newest and best bikes in the business.

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Additional Gear

• Trek Travel Santini cycling jersey to keep
• Custom Cross Country Trek Travel Santini kit
• Trek Travel water bottles to keep
• Cinch sack day bag to keep
• *Bontrager saddle
• *Bontrager helmet
• Bontrager front and rear Flare R lights
• Garmin Edge 1030 GPS computer with pre-loaded routes
• Garmin Varia radar tail light
• *Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals
• A flat pack containing a tube, levers, and a CO2 cartridge with inflator
• *For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.

Trip Inclusions

• 47 nights of accommodation at handpicked hotels
• Two or more experienced guides to provide local knowledge, support, and camaraderie
• Daily route support with both guides and our support van
• Ride With GPS Experience for your phone with daily itinerary and route navigation information

• Daily breakfast, 42 lunches, and 37 dinners
• Six social hours of drinks and hors d'oeuvres
• Snacks and drinks for each day's ride
• Entrance fees for all activities, private tours, and events
• All gratuities for drivers, local experts, and hospitality staff
• All luggage transfers and transportation during your trip
• A digital photo album of your trip
• Airfare and transportation to and from the trip pick-up/drop-off locations
• Lodging before and after the trip
• Personal items purchased during the trip
• Optional activities not scheduled by Trek Travel
• On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.

Guide Gratuities

Guide gratuities are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this trip, we suggest a tip for your guides between $2400-$2880 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience. While local currency is preferred, there are other options to make tipping easier. Most guides accept gratuity via PayPal or Venmo or our staff can help before or after the trip. Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

• Routes : When planning this tour, we avoid interstates and busy roads as much as possible, however, due to the nature of this trip there are a few days where you will have stretches on the interstate and on busier than ideal roads.
• Cell Service: There are a few days where cell service is lacking on the route and at the hotel. Your guides will be equipped with walkie talkies and a satellite communication device to enable them to communicate and provide effective support even when cell service is lacking.
• Accommodations : You will stay in a blend of high-end hotels, resorts, rustic lodges, national chains, and roadside motels. The first and last nights of the trip and most rest days are spent in high-end, full-service hotels. Along the way, many hotels are national chains such as Best Western and Holiday Inn due to their consistent quality and service. We also pass through some areas where accommodations are limited and we stay in some basic roadside motels. Every effort has been made to secure the best lodging available, but in some rural parts of the country, our options are limited and may not meet the quality criteria of every guest.
• Alternate Hotels and Room Sharing: If the trip is near capacity, there are approximately five nights where the group will be split between two hotels. Guests will be placed in the alternate hotel based on booking order, starting with the last to book. In addition, some guests may have to share a room or bathroom once or twice during the trip, even if you book a single supplement.
• Dining: Most evenings, you will dine at the best restaurant available near the hotel—from simple, hearty dinners to decadent nouvelle cuisine. In an effort to provide an efficient meal and maximize recovery time, we sometimes opt for a buffet or have pizza, pasta or other fare delivered to a hotel conference room. We also strive to provide an early, hearty breakfast, but options and quality varies from town to town. As such, your guides will supplement breakfast at certain hotels.
• Energy Products: Trek Travel will have a range of energy products and electrolyte tablets on hand for whenever you need a boost. If you require a specific brand of energy product, we recommend bringing an adequate supply for your personal needs as there will be little opportunity to restock on this trip. For lunches, most days your guides set up “feed zones” at designated spots along the route. These are quick lunch stops providing sandwich fixings, light salads, fresh fruits, sweet and savory snacks, energy products, and beverages—designed to enable riders to maintain momentum. On occasion, you’ll dine at a perfectly situated cafe along the route.
• Training: Trek Travel provides our guests with a basic training plan, developed by Vision Quest Training , to help you prepare for this trip. Vision Quest also offers customized training plans specifically tailored to you – taking into account your equipment, terrain, goals, and fitness level. They offer a free consultation to help you determine whether the basic training plan or a customized version is right for you.

Before and After Your Trip

Portland, Oregon

We recommend spending a few days in the vibrant, bustling city of Portland, Oregon. An excellent public transit system makes it easy to get around the City of Roses (so named because its climate is very conducive to growing rose bushes). Portlanders are widely known for their enthusiasm for local food, microbrews, coffee, art, and bikes. The Willamette River flows through downtown and constitutes the boundary between east and west sections; Burnside Street divides north and south; and the north section is defined by the river to the west and Williams Avenue to the east. Locals use these sections to give directions, so it's good to be familiar with the general idea! Farm to table restaurants, food trucks, bike shops, fun and funky architecture, book stores (don't miss Powell's City of Books in the heart of downtown!), parks, and museums are abundant in this quintessential city of the Pacific Northwest. We recommend the following accommodations for your pre-trip hotel:

Where to Stay

Marriott Downtown Waterfront

Stay on trend at Portland Marriott Downtown Waterfront, a reimagined hotel directly on the waterfront in downtown, surrounded by more than 60 breweries. This is our hotel of choice for the second night of our trip, and it comes with modern rooms, delicious dining choices, and the perfect location for enjoying the city. www.marriott.com

Hotel deLuxe

Part of the well-crafted Provenance Hotel group, Hotel deLuxe offers a desirable location in the Southwest District, close to the exclusive Pearl District and Nob Hill, and only a few blocks from the MAX Light Rail System. This luxurious property is centered around a cinema theme and features a beautiful collection of historic film stills that capture the magic of Hollywood from the the 1930s, '40s, and '50s. www.provenancehotels.com

Kimpton RiverPlace Hotel

Nestled just south of downtown Portland on a pedestrian river walk, the RiverPlace Hotel is a luxurious retreat that offers access to both an invigorating urban buzz and an enchanting natural landscape. Relax in the communal Living Room, try a local brew at the daily hosted social hour, and enjoy dinner at the onsite restaurant. The list of amenities here is long and includes a yoga mat in your room, spa services available in your room, a workout room with a Peloton bike, a curated music playlist, and a $10 credit at the King Tide Fish & Shell restaurant. www.riverplacehotel.com

Portland, Maine

The city of Portland, Maine (for which Portland, Oregon was named) has a relaxed, small-town feel that makes it an ideal place to unwind after your ride across the country. Take a few extra days to explore the cobbled Old Port District, check out the working waterfront and Portland Museum of Art in the arts district, and visit some of the many historical sights in town. Take a trolley tour or a lighthouse tour, or visit the Wadsworth-Longfellow House, childhood home of the American poet Henry Wadsworth Longfellow. According to locals, Portland has more restaurants and bars per capita than any other city in the country outside of San Fransisco. Many of the more popular restaurants are chef-owned and highly renowned. Kick back and take in the sights and smells of the Atlantic as you relax at the conclusion of your epic trip. We recommend the following accommodations for your post-trip hotel:

The Press Hotel is a boutique luxury hotel in Portland’s famed Old Port District. It’s part of the Autograph Collection by Marriott, which features unique and imaginative properties selected for their quality, bold originality, rich character, and uncommon details. The Press Hotel offers spa services, a workout room, valet parking, and a free airport shuttle. When you are ready to explore the city, you are just steps away from the Old Port’s historic cobblestone streets full of galleries, shops, cafes, day-spas, and many historic landmarks. www.thepresshotel.com

Portland Regency Hotel & Spa

The Regency is also located in the Old Port District and offers a boutique experience in a property originally built as a home for the Maine National Guard in 1895. Each room retains some architectural elements from the original design of the home—alcoves, torrent windows, and decks. An on-site spa and fitness center, complimentary wireless internet, and valets to provide complimentary transportation to the airport make the Regency a convenient place to stay for your extra time in Portland. www.theregency.com

Hilton Garden Inn - Downtown Waterfront

This modern hotel is also located on the waterfront in Portland's Old Port District, just steps from the boutique shops, restaurants, and museums this area has to offer. It features an indoor lap pool, complimentary wireless internet, and airport shuttle. www.hilton.com

Packing and Weather

The weather across the country will be extremely varied. You can expect all conditions including rain, snow, fog, wind, sun, heat, and cold, in both humid and arid climates. Extreme weather conditions may exist in certain parts of the country. Your guides will monitor the safety of riding in such conditions and will delay or cancel rides if they deem the conditions to be too dangerous. Bring adequate layers and riding gear for riding in any and all conditions throughout our Cross Country bike tour. View our Packing List

Ready to book?

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

What happens once I book?

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

Guaranteed to run

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage We strongly encourage Travel Protection for complete coverage.

What if I have to cancel my trip?

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Travel Protection

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

Travel Services

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Discover trip, we recommend $2400-$2880 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow . But you can show your thanks for an exceptional experience.

General FAQs

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs

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Guaranteed trips.

Our trips are guaranteed to run once we have one confirmed booking on the trip.  Click here to view our full guarantee policy .

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more .

What are your trip styles?

Classic - reserve:.

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Train like the pros in some of their favorite riding destinations.

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date? Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate luxury:.

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Road : 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Road : 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Road : 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Road : 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 3-5 hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself

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Trek Travel Bike Tours

September 30, 2016 By gbd-admin 23 comments

A relative newcomer to the industry (they started business in 2001), Trek Travel does everything with an utmost level of expertise. In many ways it is as if they have analyzed the best aspects of the top companies, and incorporated these into their tours. The guides are top notch, the two levels of pricing accommodate a variety of budgets, and the large selection of tours cover a wide range of rider levels.

As they are the only operator owned by a bike company, you can always be assured that the bikes are top notch and in perfect condition. Companions – Hey, even if he says "It's Not About the Bike", this is the company that makes Lance's ride, so bikes and gear are front and center here. In other word, don't expect to see lots of folks in the SAG van. This is a pretty fit crowd. However, they do provide a large range of ride types, some as short as 30 miles a day (and some that include such challenges as Mt. Ventoux), so the large variety of rides, as well as price levels, lead to a wide variety of clients.

• Operator Type : Full-Service Operator
• Website : http://www.trektravel.com/promotion/biketourreviews/
• Price Tier : $$$
• Avg Price Per Day : $465-595
• Services : Bike Provided, SAG Van, Tour Guide
• Country : Austria, Chile, Costa Rica, Croatia, Czech Republic, Ecuador, France, Ireland, Italy, Norway, Peru, Portugal, Scotland, Spain, United States

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I would not recommend doing any business with this company. Their bikes are totally worn out. We trusted a friend’s recommendation and it turned out that was a bad decision. They are selling used bikes at thousands dollars, If I am paying over 2K for a used bike, I expect it is in a fair condition. The truth is that their checklist was not accurate and dishonest. For example, the crank teeth are extremely worn and the di2 charging and mounting is missing. This is just wrong. If they are selling used bike like dumping garbage but still make you to pay thousands of dollars, this is absolutely not the company you should trust. I paid for my mistake and I am hoping that my stupidity can be a warning for you. A company without integrity, think twice!

First time Trek Travel tour. Did the Portugal trip out of Vila Viscosa, mid-November. Everything was great. Bike provided was exceptional, guides were friendly & personable as well as knowledgeable about the area, top notch accommodations, great food @ hotel and at restaurants. Plenty of snacks and support along the bike routes. Word to the wise: you should be in good shape. Our trip was labeled “recreational.” Participants were fit and didn’t dilly-dally. That said, you can opt for an electric bike, if need be. Side tours were wonderful too (vineyard, palace & museum on rain day, guided tour of local village). Terrific followup from Corporate HQ on any questions or concerns. Would recommend and would do a TrekTour again.

My parents booked a Trek trip in Italy this spring. We’re very disappointed that with the coronavirus escalating in Italy, we cannot attend. When we called Trek to cancel, we were surprised to learn that there were no plans to cancel the trip and we couldn’t cancel without losing a significant amount of money. My parents are rightfully concerned with Trek’s disregard for our health and safety. The situation continues to evolve, but as of today, Italy is under a country wide quarantine, travel is restricted by both Italy and the United States and the spread or the virus and death toll show no signs of slowing. Trek offered an option where we could rebook in another location, but we cannot entrust our wellbeing in any location to a company who is encouraging us to risk our health and safety, as well as the health and safety of our communities, by traveling to Italy. Luckily, the airlines offered a refund on our travel, prioritizing human life over profit – we encourage Trek to do the same.

We paid for a self-guided tour this May in the Provence region of France. While we loved the trip, Trek Travel did little to provide any support. They charged us $7000, and basically they gave us some bikes and routes and let us go. For the money we were charged we were expecting a lot more from the company. Nice bikes, but talking to other people on other tours, including the guided Trek tours, we feel we were taken advantage of. We do not recommend Trek Travel.

Did the Tour de France Team Access trip, Trek’s premiere offering. Much was promised and the price was among the highest in the industry. Accommodations, food, Radio Shack team access were great. Unfortunately, the trip was understaffed; 3 guides, 1 van for 24 people. There was little ‘on the road’ support. Two guides were rookies to the trip and the company. Tour viewing was far less than promised.

Excellent support, fun guides, and unbelievable viewing locations for the Tour de France.

I took the Trek Travel economy tour of Bryce and Zion national parks in fall 2005. The bikes were exceptional (as you would expect of Trek); the guides friendly and hard-working; and the other riders fairly strong and very social, ranging from 25 to 55, average age about 40. The accommodations were excellent, some top notch restaurants included with tour; and the routes we rode were challenging with amazing scenery.

What you would expect….great rides and route finding, perfect bikes, fantastic accomodation and knowledgeable and personable guides who we now call our friends. Plus TREK TRAVEL organized local and unique cultural experiences for our group which were unexpected and fantastic (eg. local vineyards, a catalonian historian, etc, etc.)

Tour de France viewing at its best. The food in France not very good, as always. Somehow the Pizzas were great. Great scenery The Guides are A+.

This is the A+ way to go! Trek travel is quality with real human excellence. The don’t aim to please, they simply do. The bikes are excellent, but that wouldn’t matter if they weren’t so truly superior in choosing and retaining the best guides in the world! This is a bike tour with a never ending grin! Thanks Trek Travel!

I would like to say the trip we had this fall with Trek was outstanding, the accomodation,food, attention to detail, and most importantly the daily routes they had designed for us were all incredible. The guides made the extra effort to ensure we all had a great time, and also ensured that everyone was looked after as far as personal requests, special energy drinks,foods,cultural side trips, and route changes to suite exploring and shopping needs. I have had several trips cycling in different regions of Europe, private trips, self guided, and group trips, I have always had the best experience with Trek. We have already booked our next trip with them for this summer. We are looking forward to another “trip of a liftime” with the great folks at Trek.

My wife and I have been on 3 Trek Travel trips to Europe. We highly recommend the trips. The guides worked very hard and provided the best advice, assistance and friendship throughout the trips. Bikes were top quality. Rider level was above average but not competitive. Accommodations and food were very good. Can’t wait to go again. Provence was extra special.

I have been going to Europe for 35 years. I’ve acquired a “I’ve seen it all” mentality, a shame really, but I’ve been to Italy 30 times and thought I had “been there done that.” I never expected the amazing trip and new experiences I had with Trek Travel to Puglia. It was truly one of my greatest experiences in Italy.

We are not “tour” people, and usually enjoy making our own way with a map and a good guide book. This trip was one of the most relaxing vacations I have ever had – great exercise, great food, great accommodations, great company and we were completely pampered.

This trip was better than anticipated — and I had high expectations based on previous participants’ reviews! I am now convinced that this is THE way to see a new country and experience its culture; by the sights, sounds, and smells only obtainable by cycling through its countryside. The support of the Trek Travel guides made it exceptionally easy and enjoyable. A perfect way to spend our 15-year wedding anniversary!

Trek is the best travel group especially for the Tour de France where access and logistics are so critical to a wonderful experience.

This was yet another outstanding Trek Travel adventure. From the equipment to the routes and the overall expertise of the guides, it is hard to imagine that any tour group could do it better. This was our third trip with Trek Travel and we look forward to many, many more.

One of the wonderful features about Trek is that high-quality, well-equipped bikes fit to the rider’s specifications are provided, saving the traveler time, expense and worry.

Everything planned exceptionally – but adjustable as necessary.

This was our first Trek Travel trip. We knew we would enjoy it since we love to ride bikes. We never expected to walk away feeling that we just experienced the best vacation we have ever had. This from two people who have traveled every Continent but Australia and have had very memorable experiences. On the flight home we were already planning our trip for next year. We are hooked!

One of the things I really liked was that I didn’t have to transport my own bike to CA, and that the Domane provided was a very good, high-end road bike. I also loved the chance to ride the Di2 (I was sold on it in the first three miles) and it was a let-down to return home to a mechanical-shifting bike!

Most cycling tours also offer snacks and drinks all the time. But beer, sunscreens, water bottles filled up without asking, water bottles moved under shades, luggage carried to our rooms? It was five stars service all the way.

From the moment we arrived, we were treated like movie stars – and you just can’t buy that anywhere else!

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How to Hike the Oregon Desert Trail: 750 Miles Across Eastern Oregon

The Oregon Desert Trail (ODT) is a 750-mile route through the high desert country of Eastern Oregon. In the shape of a lopsided W, the Oregon Desert Trail made is up of a network of trails, cross-country travel, and two-track dirt roads. Oregon Desert “Trail” is a bit of a misnomer as the route is actually only 9% trail. The remainder of the miles are comprised of 35% cross-country travel, 51% unpaved/dirt roads, and 5% paved roads. The route was established in 2011 and has been thru-hiked by fewer than 30 hikers, who generally take four to six weeks to complete it. The ODT traverses some of the most spectacular natural areas of Oregon’s dry side, including Hart Mountain National Antelope Refuge, Steens Mountain, and the Owyhee Canyonlands.

Oregon Desert Trail At-a-Glance

• Distance: 753.5 miles (variable depending on the specific route you choose).
• Location: Southeast Oregon.
• Trail type: Point-to-point.
• Scenery: Sagebrush seas, fault-block mountains, lava beds, canyonlands, pinyon-juniper forests, deserts, and hot springs.
• Terrain: Moderate to difficult, with rolling hills to river crossings and steep off-trail navigation through dense vegetation.
• Navigation: The route is unmarked and requires map and compass skills and/or use of a GPS. The best resource for maps and way points is the Oregon Natural Desert Association (ONDA) website . There are occasional cairns or sections where the route follows other signed trails, but this is rare.

Getting There

The termini are located in the Oregon Badlands Wilderness near Bend, OR, and in Lake Owyhee State Park , near the southwest border of Idaho. The trail can be hiked east to west or west to east. For most people, accessing the Western Terminus near Bend is easier. You could fly into Redmond Municipal Airport, 17 miles from downtown Bend, and taxi or Uber to the Badlands Wilderness, or to the bus station (see below) if you’re starting at the Eastern Terminus.

The Eastern Terminus at Lake Owyhee State Park is more remote. If you can find someone to drop you off, that’s definitely the easiest option. If that’s not possible, take the POINT bus Eastern route from Hawthorne station in Bend to Vale/Ontario and taxi from there. A possible option detailed on the ONDA website is trail advocates in the Lake Owyhee area who may be willing to help out hikers with transportation. Be a good trail steward and treat these people with generosity and kindness.

Of interest for those planning a section hike of the trail, the ONDA website offers the following information:  “The Lake County Senior Citizen Association (LCSCA) Lake County Public Transportation program offers rides around Lake County. The priority for the service is for seniors needing medical services, but if space is available hikers are welcome to ride. Trips may travel between Christmas Valley, Bend, Paisley and Lakeview. The cost depends on location (usually between $10-20). Call to inquire about availability and schedule: 541-947-4966.”

Which Direction Should You Hike?

This trail can be hiked in either direction. Most ODT thru-hikers have gone eastbound, but in the last few years, at least five of us have gone westbound. The pros of traveling westbound include finishing in Bend, with its many tasty restaurants and 22 microbreweries (the highest per capita in the US). Getting home from Bend is also likely to be easier. On the downside, westbound travel means more challenging terrain at the start of your hike. Traveling eastbound, on the other hand, may mean more logistics getting home from the Eastern Terminus, but more gentle terrain to start and a much more scenic finish at the spectacular Owyhee Lake terminus.

Why Hike the Oregon Desert Trail

The ODT is unlike any other trail you’ve hiked, and that alone is a good reason to hike it. Southeast Oregon is one of the least densely populated regions of the country and many of the towns you travel through are one stoplight with one combined gas station/convenience store/bar/post office. I found that being on a trail without so much trail culture around it made for more genuine interactions with the locals.

Another reason to hike this trail is the lack of crowds. The total number of permits issued for the PCT in 2018 was 7,313. That’s in stark contrast to the number of other hikers I saw aside from my hiking partners, which was zero in 30 days. This provides a wonderful opportunity to unplug and truly clear your mind.

Another benefit of the remoteness of the ODT is the lack of light pollution, which allows for some of the most incredible night skies I’ve ever experienced. The wide-open expansive horizons also showcased vibrant sunrises and sunsets almost daily.

I found that being on a trail without so much trail culture around it made for more genuine interactions with the locals.

This trail also passes several hot springs, including Summer Lake Hot Springs and Hunter’s Hot Springs, as well as Hart Mountain Hot Springs, Alvord Hot Springs, and several soaking pools in the Owyhee Canyonlands. This is thanks to the region’s rich volcanic history, which adds to the interesting geologic features of the region.

Aside from all this, the greatest reason to hike this trail is for the freedom and challenge it provides. From heat to navigation to water challenges, the ODT will test your limits every day. Furthermore, the freedom to hike as you wish, without anyone telling you you’re “doing it wrong” is also extremely refreshing.

Climate, Weather, and When to Hike

This region gets HOT in the summer, making the ideal seasons for hiking here in the spring or fall. Each option has its own unique challenges and considerations. For example, water is more likely to be available in the spring than in the fall. However, if you start late enough, the fall is likely to be cooler. I also just find autumn to be a very pleasant time to be in the desert.

We completed our ODT thru-hike from Sept. 1-30. The first week, daytime temperatures were in the high 80s and low 90s, but cooled  to high 50s and mid 60s later in the hike. Our nighttime temps ranged from low 20s to mid 40s. The only rain we experienced was a brief shower our last morning on trail.

Oregon Desert Trail Gear Suggestions

Like most desert ecosystems, the ODT is harsh. There are many pokey things, as well as venomous fauna like scorpions and rattlesnakes (we saw 13). The biggest challeng,e however is water. Water sources may include streams or springs, but more often include cow tanks. Having reliable water treatment as well as a backup method is a good idea. For example, carrying a filter plus Aquatabs, in case your filter breaks (as mine did) or freezes. This is not the trail to test your luck with not treating water.

Because sources can be as far as 40 miles apart, I’d recommend a ten- to 12-liter carrying capacity. Keep in mind that these can be challenging cross-country miles with very little shade. On that note, a sun umbrella can also be incredibly helpful for creating your own personal shade.

Finally, while you certainly could hike this trail with only map and compass, I found having a GPS in addition to my paper maps made for more accurate and efficient navigation.

As long as you’re not on private land, which is something to stay aware of on the ODT, you can essentially camp wherever you’d like. As expected, there are no shelters, and the route does not travel through any fee areas.

Oregon Desert Trail Highlights

The ODT was much more diverse than I expected. In addition to the hot springs mentioned earlier, some standout sections include Steens Mountain, the Alvord Desert, and Hart Mountain Antelope Refuge. The trail also passes by petroglyphs as well as several fascinating volcanic features, like Crack-in-the-Ground .

Water Sources

Water is the crux of the route. When I hiked in 2018, the region experienced one of the hottest and driest summers on record, making water during our fall hike a challenge. At one point, we each carried three gallons (that’s 24 pounds!). Sources range from streams to lakes to springs to cow tanks. Some are clear, many are murky.

The most valuable resource for water on the ODT is the water report hosted on ONDA’s website . It’s a Google spreadsheet, so hikers are able to make notes in the field and it syncs once you’re back on Wi-Fi. Sources are ranked as unreliable, questionable, and reliable, and the report contains notes from the current year as well as past years. This was incredibly helpful as we found 2018 more closely matched with 2015 in terms of which sources we could expect to be reliable. We never counted on a source that wasn’t labeled reliable.

Most hikers will also want to cache water in the western 160 miles of trail. ONDA may be able to assist with this for a $10 donation. More details are found on the ‘Water’ tab of the Trail Resources page .

Resupply Options

The trail travels through or near 16 communities, allowing hikers to resupply often. Many of the towns are on trail or only require a short (<10 mile) hitch. ONDA offers an extensive town guide to help with resupply planning.

Several of the towns are quite small, with limited or expensive options, so it’s helpful to send boxes.  In terms of food, you can see where and how I resupplied here , which includes where, what, and how much food I sent. I mostly mailed myself boxes and regretted the stops where I didn’t. Here’s how I approached creating a healthy resupply in a remote town with limited options.

Small, remote towns also mean you need to be more self-sufficient in your packing than you would on more well-populated routes. Be prepared for something to go wrong. For example, when my phone died on day three, there was no Apple store anywhere within hundreds of miles, let alone in the next resupply town. Without GPS, having paper maps and compass was essential. Also, do not expect many gear stores, so carry what you need or send it to yourself in advance.

The upside of all this is that the ODT was for sure, mile for mile, the cheapest trail I’ve ever hiked. With only two hotel stays, a few restaurant meals, and no reason to linger in towns, it’s hard to blow a bunch of money even if you’re trying. 

Closing Thoughts

The ODT is a remote and challenging route for experienced hikers (after all, you have to sign a waiver to access planning materials on ONDA’s site). The landscape is diverse and rewarding, and those night skies and hot springs can’t be beat.

The ODT is also unique because of ONDA’s focus on conservation through responsible use. Furthermore, trail coordinator Renee “She-ra” Patrick is a thru-hiker, and she’s done an impressive job creating a wealth of resources for anyone planning an ODT hike.

For a trip report and more planning resources, including a free resupply planning template, find more at my website and on my hiking partner’s website .

Oh, and expect to see a lot of cows.

This website contains affiliate links, which means The Trek may receive a percentage of any product or service you purchase using the links in the articles or advertisements. The buyer pays the same price as they would otherwise, and your purchase helps to support The Trek's ongoing goal to serve you quality backpacking advice and information. Thanks for your support!

To learn more, please visit the About This Site page.

I'm Katie aka Salty. My love of long trails began on the AT in 2009, and grew deeper while thru-hiking the PCT in 2014, the CT in 2016, and the CDT in 2019, among several shorter routes. I currently call Colorado home. As an online wellness + nutrition coach, I have the satisfying job of helping outdoor enthusiasts create strength, resilience, and endurance for the long haul. Connect with me at www.katiegerber.com and get free access to my Healthy Lightweight Backpacking course.

Comments 10

Thanks for sharing! Sounds like an interesting & challenging trail. Is that region trending towards becoming drier and hotter, i would imagine?

Hi Matt, glad you enjoyed the post! I don’t know climate data for the region off hand, but I imagine that’s the case as well.

I got to hear about some of your ODT adventure from Swept Away at one of the ALDHA-West Ruck’s. It sounds like a challenging trail and that you had a great crew to tackle it with!

Yes! I think I had the best crew anyone could ask for on that trail! There was a lot of laughing despite the challenges 🙂

Would a November start be too late? Are there any issues with snow like the PCT, making it impassable?

Depends on the season, but November will be getting chilly and snow is possible.

I plan on starting the trail next Monday….any tips you can give me would be grateful. Also bringing my dog

Thank you so much for the great summary! Very well written! I am also a past PCT/CDT thru hiker and I’d love to explore my own backyard here in Oregon. I love desert hiking… though I have plenty of experience with snakes from other hiking experience, they are my biggest fear since Eastern Oregon is well known for a dense population. If you were only able to do a 1 or 2 week section of this hike, which would you choose? Thanks

I really loved the Owyhee Canyonland and the Steens Mountain region. But you really can’t go wrong! Have fun!

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The Ultimate Oregon Road Trip: The Cascades

Table of Contents

Oregon Road Trip: The Route

Get Artsy in Ashland

Farm Stay at Willow-Witt Ranch

We slept in cozy canvas cottages and woke up with the sun to harvest spinach and arugula, gather eggs from the coop, and learn the ropes of goat milking from the lovely owners, Lanita & Suzanne. We spent our afternoons trekking the 445-acre property with their friendly pack goats, cooking up our hand-harvested delights, and capping off the day in the fire-heated hot tub under a blanket of stars. Spend a night or come for their day-tours…you won’t forget it! For more fabulous farmstays, check out the “Cultivate” chapter of Comfortably Wild .

Crater Lake National Park

Cruise along the 33-mile Rim Drive, breaking for countless photo ops of the deepest lake in the United States at 1,949 feet. The full loop and many of the trails are only open in mid-summer and early fall, so drive or hike as far as you can, and if all else fails there are snowshoe rentals and cocktails at the historic, Crater Lake Lodge .

Bend: Beer, Music, and an Enviable Place to Live

Hiking Misery Ridge

Twenty-seven miles north of Bend, lies one of the “Seven Wonders of Oregon”: Smith Rock State Park. After going to such a grand national park as Crater Lake, our expectations weren’t too high for this place, but it completely dazzled us! The Crooked River cuts through sheer red mountains of tuff and basalt, and world-class climbers scale its cliffs from all angles. Some even consider Smith Rock the birthplace of modern American sport climbing and there are more than a thousand bolted routes on offer. If you prefer to keep your feet on the ground, take the 3.8-mile Misery Ridge Loop Trail for a challenging hike with immensely rewarding views of the dramatic park and the Cascade Range.  

Glamping the High Desert

All these mountain adventures warranted a bit of R&R (any excuse for a bit of pampering) so we checked into Panacea at the Canyon. An off-the-grid glamping retreat set on the cliffs of the Crooked River, this place was built with nine years of hard work and passion by a husband-wife team. The co-owner Darren, artist and hot-air balloonist by trade, greeted us and his wife showed us the way to the teepee spa for our chakra-balancing treatment. We were sent into a state of bliss that carried through our two-night stay, with walks in the meditation labyrinth and sun salutations on the cliffside yoga deck. Whether you use Panacea as your base camp for adventures in central Oregon or as a retreat away from it all, this place is worth a visit. We loved it so much we included it in our upcoming glamping book, Comfortably Wild!   Top off your Oregon road trip with a scenic drive around Mount Hood, before finishing in Portland for a craft beer and cheers to the road less traveled!

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21 Comments

We lived in Eugene, Oregon for 7 years and can’t agree more that the Cascades are absolutely stunning. Despite spending every spare weekend kayaking, hiking, and camping, we left with a bucket list of places we didn’t get to explore. All the more reason to go back!

What caught my attention was the deepest lake in the United States at 1,949 feet. The deep blue color surrounded by those pristine white mountains would make me stare on and on. The artsy stop…yes please.

Crater Lake is incredible! If you like to snowshoe, come in May for few crowds and pleasant temps. Ashland is a ton of fun too..you’ve gotta catch a Shakespeare performance!

Ah it would be an amazing experience to walk with the pack of goats, plus the fire-heated hot tub doesn’t sound too bad! I do need to learn to drive, still on my list (keeps getting taken over by holidays)

I still haven’t made it to the US. But I know when I will go there I want to take a road trip. I should save this post. I would like to go to Highway 62 and visit the Volcanic Legacy Scenic Byway. It sounds so appealing

What a fun road trip! The Willow-Witt Ranch looks like something out of Heidi. I visited Bend a few years ago and managed to finish the Ale Trail while still standing. 🙂

Willow-Witt is a special place…it’s featured in our next book “Comfortably Wild: The Best Glamping Destinations in North America” Well done on the Ale Trail btw 🙂

This looks like a fantastic road trip. The stunning views of nature and getting into the towns to try out the local fare is a great way to see the country. I’ve heard great things about Bend, now it’s time to go! Plus glamping and beer tasting? I can’t wait to see this part of the country! Thanks for sharing!

Glamping + Beer Tasting + Hikes…the Cascades Range is heaven. Glad you enjoyed the post!

First thing that comes to my mind is , are the days always so sunny & beautiful? The volcanic crater lake is spectacular. I am sure the volcano is dead now. All in all it looks like you guys had a wonderful road trip.

hahahaah….great question Vasu. The days aren’t always THAT sunny and beautiful…sometimes they are rainy and beautiful…sometimes they are sunny and boring with work and zoom calls….but the fact that we can make our own choices and don’t have a boss telling us when to dance, that makes it ALL worth it!

What a gorgeous set of landscapes. Loved the Crater lake the most followed by Misery Ridge. Curious though why it is called Misery Ridge. Is it akin to Suicide point found in most places?

The Cascade Range is nonstop beauty! The name “Misery Ridge” is definitely a bit offputting but it’s worth the steep climb and the views are so fantastic it wasn’t miserable AT ALL.

Hiking at the Misery Ridge seems very interesting! I would want to take a photo just like that, too! But I believe it’s not a child-friendly hike so I would rather choose to take the kids at BEND, seems family friendly and let them experience the camp in the wild when we go to Oregon next year! Thanks for the info! Love your site!

Thanks so much! How old are you’re kids? We had friends who just did the Misery Ridge hike with 10 kids, some as young as six years old. They had a blast! That said, Bend is fantastic too, especially with all their events on the river. Happy travels!

This all looks incredible but Willow-Witt Ranch sounds like a must-visit for the experience! Did you book ahead or upon arrival?

Thanks, Lindsey! Willow-Witt is awesome. We booked in advance; they are a small operation with a lot of heart! If you like them, you’ll also love the other farmstays featured in the Cultivate Chapter of our next book Comfortably Wild

WOW! I love how you describe the places, and your photos are gorgeous. You’ve convinced me to take a trip to Oregon and enjoy those landscapes. thank you for sharing this experience!

OMG, thank you so much for the kind words Alex. I will be sure to tell Anne how much you appreciate the descriptions….she is our master story teller. You totally need to make it to Oregon, the landscapes there are ridiculous!

Oregon is one of the coolest states in the USA, especially for nature and beer lovers!

You got that right brother. We absolutely adore Oregon. Oh and you can add in Wine, Cider, Ocean, Mountain, and RV lovers. Oregon has something for everyone.

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The Wild Trek

The 20 Most Beautiful Mountains In Oregon

Looking for the most beautiful mountains in Oregon? Today we’re sharing the top 20 peaks you won’t want to miss!

Oregon is a state of great natural beauty, with stunning landscapes that include rugged coastlines, lush forests, and towering peaks. Among these natural wonders, the mountains of Oregon stand out as some of the most breathtaking and awe-inspiring.

From the snow-capped peaks of the Cascade Range to the rugged terrain of the Wallowa Mountains, there is no shortage of majestic mountains to explore in Oregon.

In this post, we will take a closer look at the 20 most beautiful mountains in Oregon, each with its own unique features and stunning vistas that are sure to leave a lasting impression on any visitor.

So grab your hiking boots and get ready to discover the beauty of Oregon’s mountains!

20. Mount Thielsen

Nestled in the Southern Oregon Cascades, Mount Thielsen is a stunning peak that boasts a distinctive horn-like shape. Situated just north of Crater Lake, the mountain’s most striking feature is its nearly vertical 2200-foot north and east sides, which give it the appearance of a great spire rising dramatically from the surrounding terrain. At the summit of Mount Thielsen, this unique characteristic is particularly pronounced, making it an irresistible destination for hikers and nature enthusiasts alike.

As the most often hit High Cascade peak, Mount Thielsen has earned the name “the lightning rod of the Cascades” for the spectacular spire form it has, as well as its prominence among the region’s other mountains and the unpredictable weather it experiences.

Mount Thielsen, despite its fearsome look, is a relatively easy climb. The West Ridge is a thrilling route that isn’t too difficult but has just enough exposure to get your heart racing. At the summit, a spectacular spire soars majestically into the sky.

Atop the mountain, you feel as if you’re floating over the lush woods of Oregon’s Cascade Mountains, which seem to fall out in every direction. Mount Shasta is visible to the south on a clear day, while the Three Sisters are evident to the north. The only site outside of Crater Lake National Park where you can view the waters of Crater Lake is Mount Thielsen.

The Mount Thielsen Trail is the most popular trail to Mount Thielsen’s summit. It is 4 miles from the PCT intersection, where you can begin your West Ridge hike. After 5 miles, you’ll arrive at the summit.

19. South Sister

There is another equally gorgeous approach to Moraine Lake halfway up the mountain. Mount McLoughlin is visible from this lower route. You can view half of the state from the peak, a broad, snowy crater with a lake. Sometimes, the peak creates a small snowstorm and a cloud of whiteouts.

It’s truly magnificent!

The trail to the summit of Oregon’s third-tallest mountain, South Sister (also known as Charity), is open to the public. South Sister’s trek to its 10,358-foot summit can be strenuous , but it’s also one of Central Oregon’s most popular hikes because of its spectacular views.

The hike to South Sister’s peak climbs 4,900 feet in six miles, making it one of the most demanding in the world. The difficulty in breathing that comes with such a high elevation rise isn’t what made South Sister the most challenging; instead, it is the exceedingly rough terrain.

The course is challenging because of its rock and sand composition. Sand and pebbles of various shapes and sizes, from tennis balls to gumballs, are strewn throughout the ground. Then there are the hastily positioned big stones that can collapse at any time with only a shove or a misstep.

18. Smith Rock Group

In the distance from Terrebonne, you can see the Smith Rock Group , a large, free-standing rock “island.” Its most prominent rocky summits are Smith Summit (the highest spire), The Platform, and The Arrowpoint.

This formation is encircled on three sides by the Crooked River : east, south, and west. When comparing elevations, asterisk Pass is just north of Smith Rock Group and Christian Brothers . The Smith Rock Group has considerable sections of excellent grade rock; however, most are choss. Seeing the structure from the east rather than the west makes it seem considerably more intimidating.

It is possible to climb to the top from the east side, although most routes meet weak rock for at least one pitch. It’s rare to find a ‘walk-up’ route to any higher peaks on the west side, but East Smith Summit is an exception since it’s only accessible through the East Wall 5.8 X.

Summer and winter are too hot and snowy respectively to climb the Smith Rock Group, making spring and fall the best seasons to visit. However, some routes may be closed during the breeding season due to falcon nests. Despite the challenges, the Smith Rock Group is a must-visit destination for any adventurer looking to explore the mountains in Oregon.

17. Brandy Peak

It is one of Oregon’s lesser-known coastal mountain summits, situated between the Pacific Ocean and I-5, its primary north-south route. Despite this, this peak attracts more than just residents and hunters. Do you want to know why?

Among the 73 Oregon Prominence Peaks, Brandy is the ninth-highest point in the state’s coastal region. During the summer months, hikers can enjoy breathtaking landscapes of wildflowers and animals along Bear Camp Ridge .

Squirrel Camp, located under Brandy Peak , is accessible through a 4-mile hike. Hikers and climbers who reach the peak of Brandy Peak will discover a red can in which to place their names.

To get through, take Interstate 5 north to Merlin Exit 61, then follow Merlin / Galice Road to Galice Creek Access Road 34-8-36 from Grants Pass, OR. Continue up this road for another 21 miles to the trailhead at Forest Roads 2300 and 2308. Roughly 4.0 miles down Forest Road 2308 lies the Brandy Peak trailhead .

16. Fort Rock

In Oregon, visitors won’t discover much in ancient history. The oldest structures are from the 1850s; thus, no ancient temples or Neolithic homes exist.

But there is Fort Rock, a temple-like structure created by nature and its collection of human relics.

For a rock structure in central Oregon’s high desert that rises to almost 200 feet in height and spreads to about 4,500 feet in circumference, the appellation “Fort Rock” seems appropriate. However, the rock’s formation is considerably more intriguing than a fort’s construction.

Fort Rock is a relic of a Pleistocene volcano that Fort Rock Lake formerly surrounded. Thousands of years ago, there was once a Paiute resting site at the peak, but it has since been lost to history.

An easy ascent to this location is made possible by the low altitude. In the spring, avoid climbing Fort Rock due to nesting holes. Hikers can reach the top trailhead by heading west from the parking lot and then north on the route that leads there. The average hike is about 2 miles long.

Fort Rock Cave, a National Heritage Site, is another attraction site near Fort Rock. You can enjoy guided tours of this National Heritage Site.

15. Alvord Peak

Alvord Peak, the southernmost summit of the Steens Range, rises out of the arid wastelands of Southeast Oregon. The 7132-foot peak of this basaltic mountain is reached via a steady ascent from Long Hollow and Road Canyon in the west, followed by a 3000-foot drop into the desolate Alvord Desert in the east.

Like Steens Mountain, Alvord Peak is a “Basin and Range” terrane feature, a fault block upthrust along the same rim as Steens and Pueblo Mountains. On the western edge of the now-dry Catlow Valley, the Catlow Rim marks the former coast of an inland sea.

If you appreciate wooded wilderness, this may not be the top for you. This area lost most of its sagebrush cover during the 2006 wildfires, leaving many mountains looking desolate and lifeless. There are no trees on Alvord Peak; not even Junipers can be seen within a few hundred feet of the peak.

If you summit Alvord Peak during the summer months, make sure to pack water, there are no water sources in the region. At 7132 feet, Rattlesnakes can be a problem; thus, the best time to trek Alvord Peak is in the winter to avoid encountering one.

Alvord Peak is between Steens and Pueblo Mountains. From Frenchglen, take Highway 205 south for 42 miles to Long Hollow Summit at 5608 feet. On the north side of the roadway is a rock pit; park and start your trek if no one is around.

14. Crane Mountain

Over 8,000 feet, Crane Mountain is one of 80 peaks in Oregon that are so tall. Among the 73 Oregon Prominence Peaks, it ranks 39th. On a clear day, you can see Mount McLoughlin and Mount Shasta in the distance, as well as Goose Lake.

Only cars with high clearance and four-wheel drive can approach the Crane Mountain trailhead at the end of a difficult road. Before you reach Crane Mountain Lookout, you’ll start to see the path. Between the trailhead and the trail’s highest point, which is not the mountain’s summit, it’s a 4-mile round trip hike.

The lowest half of Crane Mountain’s trails are challenging, no matter which path one chooses. Camping at Crane Mountain Pond’s campgrounds makes it possible to extend your climb up Crane Mountain into a more extended adventure. You can hike the path leisurely, even with minor children, but keep in mind some steep portions and challenging rock scrambles.

Route 8 in Johnsburg leads to Garnet Lake Road, which becomes a gravel road and then leads to the hiking route. After a T-intersection, turn left into Putnam Cross Road and immediately take a left onto Ski Hi Road. Take the second right after Ski Hi Road to get to the trailhead.

13. West Pueblo Ridge

The Pueblo Mountains in Southeast Oregon conceal one of the region’s natural high-altitude treasures. The vast majority of the Pueblo Mountain Range is comprised of the significantly westward-inclined escarpment known as the West Pueblo Ridge.

One of Oregon’s 100 tallest peaks, and the fourth-highest point in Southeast Oregon, this peak has a prominence of more than 1500 feet at an elevation of 8420 feet. The Desert Trail Association publishes a guide to the weakly designated path that spans the range from south to north and runs along the West Pueblo Ridge. The mountain’s east and west ridge walks are 2nd-class, while the east scramble is 3rd-class.

In addition to the Steens Basalt covering much of Southeast Oregon, the Pueblo Mountain Range has vast quantities of much older metamorphic rock that can be seen along the east-facing escarpment and as pinnacles cutting from ridgelines in the Pueblo Range.

A comparatively small fault tilt like the Pueblo Range, slanted higher than the significant tilts like Steens Mountain and Abert Rim, accounts for its 8000+ altitudes.

12. Marys Peak

With 4,097 feet, Marys Peak is the highest point in Oregon’s Coast Range and the most visible peak west of Corvallis. On a clear day, you can spot the Pacific Ocean to the west and several of the Cascade peaks to the east all over the Willamette Valley from Marys Mountain Day Use at the summit of the mount.

Meadowedge Trail, East Ridge Trail, North Ridge Trail, Summit Trail, and Tie Trail are hiking alternatives. Cross-country skiing, snowshoeing, and other non-motorized winter activity are possible when there is snow. The route to the day-use zone, on the other hand, is not maintained for winter vehicles, so use caution.

Marys Peak has been declared a Scenic Botanical Area because of its rich, distinctive landscape and vegetation. A rare Noble fir forest surrounds Marys Peak’s lush, undulating meadows. In the spring and summer, the open fields provide a haven for a wide variety of wildflowers. The wildflower displays in the meadow and rock gardens alter late spring and summer.

In 2015, the Siuslaw National Forest initiated a meadow restoration effort on Marys Peak. They carefully remove trees and replace them with native species as part of their continuous endeavor to restore gorgeous views and historic meadows.

11. Mount Jefferson

Mount Jefferson is the second-highest mountain in Oregon. Because its top pinnacle needs Class 4 climbing on highly steep, generally ice-encrusted rock, some regard it as the most challenging higher volcanoes (over 10,000′).

Mount Jefferson is one of the 57 ultra-prominent summits in the continental United States, with a prominence of over 5,777 feet, and is one of only four peaks on this list from Oregon. Mount Hood, Sacajawea Peak, and South Sister are the other three, with 7,679, 6,388, and 5,588 feet, respectively.

Along with its prominent location, Mount Jefferson lies on the Jefferson-Linn county line and serves as the county highpoint for both counties, making it a “Two-Fer” county highpoint.

Mount Jefferson is an almost undoubtedly extinct stratovolcano that erupted between 40,000 and 50,000 years ago. It can be accessible from Oregon State Highway 22 through U.S. Forest Service roads and trails.

Depending on the path to be climbed, there are two major approaches. You can reach them through the Pamelia Lake and Jefferson Park routes. However, the Whitewater Trail is the most direct way to Jefferson Park. Start at the Pamelia Lake Trailhead if you plan either the South Ridge or Southwest Ridge routes.

10. Grass Mountain

It is one of Oregon’s 73 prominence peaks with a height of 2163 feet, placing it at the 56th spot on the list. However, the mountain has a site where individuals were seen smoking some. As someone who enjoys prominence peak chasing, you’ll find the material here to be of great use.

Don’t forget to pack some snowshoes if you’re planning to snowshoe in late winter or early spring.

You can locate Grass Mountain in the coastal mountains southwest of Corvallis, not far from Mary’s Peak. It’s not a challenging climb, but it’s around 6 miles long and gains about a thousand feet in elevation, making it suitable for your kid’s first hiking experience.

For the most part, you’ll be hiking through dense forests, with a bit of respite to enjoy a view of a grassy area at the top of the mountain. A lookout initially maintained watch over the region, but trees now obscure the view in all but one direction.

You can still see concrete footings here. The highest point is a rock located just north of the concrete foundations.

9. Humbug Mountain

Humbug Mountain is Oregon’s highest peak on the Pacific Coast.

Coastal mountain climbs are among the most popular in the area. It boasts a marine environment with mild temperatures due to its position.

Summer is the driest season, yet it seldom gets too hot. Temperatures drop significantly during the winter months, even at the highest altitudes. With its old-growth forest and steep terrain, the mountain’s north side offers access through Brush Creek Drainage, which makes cross-country hiking difficult. There are treacherous, slick, and steep slopes on the mountain’s ocean side.

From the parking lot, it’s easy to find the trailhead.

You can reach Humbug Mountain’s 1,765-foot top via a 5.5-mile climb that gives views of the ocean to the south. Additionally, the park is also home to the Oregon Coast Trail .

Hikers can enjoy incredible ocean views along this worn, paved path that has been restricted to automobiles for a long time.

8. Bullrun Rock Monument

In addition to Table Rock and Monument Rock, Bullrun Rock Monument is one of three glacially sculpted mountains that make up Monument Rock Wilderness. At just around 7,900 feet, Bullrun Rock is the tallest mountain and has the most fabulous views of the three.

Many subalpine and Douglas-fir trees dot the landscape, and many rock outcroppings are ideal for bouldering and rock climbing. Because of their rarity, these peaks provide a tranquil atmosphere to those who ascend them. To reach Bullrun from Bullrun Creek, climbers can follow a trail that starts there. It’s about a 2-mile hike.

You can reach Bullrun Rock through a short but strenuous ascent up the southwest face of the rock, which leads to a small summit ridge and a 150-foot sheer cliff on the other side. The sagebrush desert and Ironside Mountain’s blackened summit cone are visible toward the southeast.

The trek to Bullrun Rock is 2 miles across the top meadow, indicated by a faint and sometimes absent track.

7. Middle Sister

Inexperienced climbers can have a satisfying alpine experience on the Middle Sister , the lowest of the Three Sisters (North Sister and South Sister). In addition to the Pole Creek Trailhead, the peak can be accessible by crossing Hayden Glacier from the east. From this vantage point, you’ll get panoramic views of the surrounding Cascades.

In 2012, Pole Creek Trailhead was the starting point of a massive forest fire, and the area remains dangerous. Taking this route will take you past a stretch of the burn where the vegetation is just starting to recover, and there is minimal shelter.

Hayden Glacier is the shortest and most direct way up the mountain for experienced glacier explorers. Follow the North Sister path up to Collier Glacier’s summit, then climb around Prouty Point and into the saddle where Hayden and Renfrew’s glaciers meet. To reach the top, you’ll have to negotiate a series of rocky scrambles.

Depending on the time of year you choose to climb this mountain, the circumstances might vary drastically. As late as mid-August, crampons and an ice ax are essential for climbing the mountain’s harder upper reaches.

It is possible to summit without crampons and an ice ax between mid-August and October. The last steep stretch of the Middle Sister, on the other hand, is made up of precarious rock, making the ascent to the summit somewhat perilous. Slow down and pay attention to your balance.

6. Odell Butte

If you’re driving through Oregon’s Eastern Cascades, you may not even see this conical summit that is thickly wooded since it lacks any notable features.

The lookout placed atop the mountain is visible from Route 58, and what’s more, it’s still an operational lookout that’s manned and maintained. In the minds of many who “collect,” this is one of the essential lookouts to find in good condition.

This mountain, situated south of Bend, Oregon, is not challenging, but it is significant to those actively attempting to climb all of Oregon’s 75 prominence peaks. Odell Butte is on the #53 on the prominence list, having a prominence of 2192 feet, despite only 73 of the list’s summits having the required 2000 feet of prominence. It is one of the several volcanic cones that dot this region of Oregon.

A road connects to the peak, but it is gated at the top, necessitating a mile-long climb to the top to claim this one. Getting to the highest point requires a little scrambling through some rocks near the viewpoint, which features a benchmark. Aim for the highpoint without utilizing the lookout structure unless the lookout gives permission.

Related: The Top 14 Restaurants in Bend, Oregon

5. Carpenter Mountain

Carpenter’s prominence of 2,029 feet makes it one of 73 mountains on the list of Oregon Prominence Peaks. It has an active lookout, much like Odell Butte. Visitors should park along the Carpenter Peak Trail to access the trail leading to the top.

A magnificent one-mile path with an elevation gain of 1,000 feet awaits them from there. During the last 600 feet of the route, which is steep and rocky, the course becomes moderately challenging. Located atop a volcanic pinnacle, the Carpenter Mountain Lookout provides breathtaking views of Cascade Crest, Wolf Rock, Three Fingered Jack, the Three Sisters, Mount Jefferson, and the Mount Washington Range.

Short yet spectacular rock formations amaze tourists every time they see them on the trail.

You cannot use the lookout during the fire season.

4. Indian Creek Butte

Indian Creek Butte, located on Strawberry Mountain’s west face, rises to 7886 feet above sea level and is the highest point in the Strawberry Mountain series that runs east to west. When seen from the south on the way in, Indian Creek Butte forms a striking skyline at just 1300 feet shorter than its eastern neighbor.

There are elk, pine martins, and peregrine falcons in plenty on the south face of the Strawberry Wilderness, covered with high-altitude wood. The Pine Creek track follows the mountain’s ridge until it reaches the summit block, making it the best option for anyone seeking to reach the peak.

In places, if you look down into the Indian Creek drainage, you can see young ponderosa pine trees emerging from what seems to be a burned-out wasteland on the northern face. You can view a little meadow of wild onions near the head of Indian Creek, unaffected by forest fires if you take the alternate path up Indian creek.

The Pine Creek Trail, which crosses the Strawberry Mountain Range, is the best way to get to Indian Creek Butte. There are two ways to get to this trail: from the south or north side mountain range. The Pine Creek Trail is the quickest and most accessible path, even if many additional options, such as the Table Mountain or Indian Creek Trails . Both routes have a one-way distance of around 5.5 miles; alternative paths are somewhat longer.

3. Prairie Mountain

Prairie Mountain is the 47th most prominent peak in Oregon, with 3,426 feet. The Grass Mountain, situated across a valley from Alsea and its river, is visible from the summit of this mountain. The OPP has Grass Mountain on their radar as well.

There are two summits on Prairie Mountain, one on the east and one on the west. If you want to be sure that you’ve climbed both of these peaks and reached the highest point, many people recommend that you go up both. Hiking both in one day is recommended by many peak baggers since they are both tough yet doable. Both trails are more than four miles long.

It is a half-day family-friendly trek located about 45 minutes from downtown Calgary. Trek over this fantastic outdoor area with steep, gradual climbs and huge grassland and mountain scenic sights.

Add birding in the summer or snowshoeing in the winter to your trip.

2. Pearsoll Peak

Pearsoll Peak is one of the 73 Oregon Prominence Peaks and is ranked 28th on the state’s list. Hiking up Pearsoll Peak is best done in the spring or fall when the weather is mild. Windy weather conditions and high summer heat make reaching the peak almost tricky. There are many routes to the trailhead, but the McCaleb Ranch path is the most popular.

Clear days allow hikers to view the Pacific Ocean, California’s border, and Mount McLaughlin on a clear day from the top of the mountain. You can lease the peak’s highest lookout, Pearsoll Lookout, for overnight stays by making a reservation in advance. The vista from the summit of Pearsoll Peak is definitely worth the climb .

The trailhead at Chetco Pass leads to a network of rugged mining roads, all of which are currently closed to vehicles due to a wooden barrier that surrounds the region. To go around the fence, you’ll have to walk around the end of it. Taking a northern path from the pass is your goal.

As the road climbs north, keep following it. After taking a right turn, the route ascends steeply to the left before taking a switchback turn back right. In June, wildflowers bloom in this region.

1. Eagle Cap

Hikers go to Eagle Cap in northeastern Oregon because it’s one of the state’s best climbing spots. Eagle Cap Wilderness is known as its “crown treasure in the Wallowa Mountains.”  Lake Basin, a popular photographing location in the state, is only a short distance from the peak, which offers stunning views of the mountain and its reflection.

Getting to the Wallowa Mountains’ central summit is not for the faint of heart.

Eagle Cap , the Wallowa Mountains’ rock node at 9,572 feet, gives rise to eight valleys extending outward. Despite its lack of height, Eagle Cap’s 360-degree vista is unparalleled, and a well-graded route rises to the top from the East Lostine River meadows.

Many hikers choose to spend the night on the trail, allowing them to savor the experience fully. The best time to hike Eagle Cap is from July through October.

A two-day excursion is necessary if your objective is to reach the top. Spend the day in the Lostine Meadows or Mirror Lake to better look at the cliff-edged summit.

On the trails and in the campsites, groups must not exceed 12. At least 100 feet away from lake coastlines, horses must be grazed at least 200 feet away, and campfires are prohibited within a quarter-mile of Mirror Lake .

The 14.8-mile round-trip climb to Mirror Lake rises 2,020 feet in elevation, making it challenging to complete in a single day. If you’re going to Eagle Camp, you’ll need at least two days to cover the 19.8-mile trek, which raises 4,000 feet in altitude.

Tips for a Safe Mountain Adventure

So, if you’re planning a vacation to the mountains, here are some things to consider:

• First, Check the Weather. Ascertain your destination since weather conditions in mountainous areas can change rapidly.
• Dress Appropriately: If you’ve checked the forecast for the weather, you’ll also know what clothing and shoes to wear to be warm and comfortable. In general, sturdy shoes, thermals, and a lightweight down feather jacket should work unless you’re traveling to an icy location.
• Use Cash Instead of Your Credit Card: ATMs may not operate in distant regions such as mountain communities. Remember that many tiny eateries and shops only take cash, so bring enough with you if you want to visit any local eateries or shops to pick up some souvenirs (which you should!).
• Take Just What You Need and Plan: You’ll have to lug around whatever you’ve packed into your luggage all by yourself. So, you must pack just the clothes and equipment you need for your journey.
• Obtain Basic Health Insurance: Even if you don’t go out of your way to take risks, any mountain journey is a pretty risky business. We hope it doesn’t happen, but some hazards include – sprains, joint pains, fractures, breathing problems (due to higher altitudes), or even just food poisoning from something you ate.
• Enough Food and Water: You must remain hydrated and eat enough food to maintain your energy level. Include protein bars, dried fruits, and ready-to-eat snacks in your pack. Additionally, you should bring a refillable water bottle to ensure that you have adequate water. Carry plenty but not too much, since you need to travel light.
• Bring Some Handy Essentials: You will need a few necessities to have a flawless and delightful mountain adventure experience. It contains essentials such as hygiene, sunglasses, sunscreen, a power bank, and maybe a torch and a map (to avoid draining your phone’s battery!).

The Oregon mountains offer a wealth of natural beauty and adventure for anyone looking to explore the great outdoors. From the rugged terrain of the Wallowa Mountains to the snow-capped peaks of the Cascade Range, there is no shortage of stunning landscapes to discover. Each mountain range in Oregon has its own unique features and attractions, making it easy to find the perfect destination for any type of outdoor enthusiast.

Whether you’re an experienced climber looking to tackle challenging routes or a casual hiker seeking a scenic stroll, the Oregon mountains have something for everyone. With miles of trails to explore, breathtaking vistas to admire, and endless opportunities for outdoor recreation, it’s no wonder why the mountains in Oregon are such a popular destination for adventurers and nature lovers alike.

But the beauty of the Oregon mountains goes beyond their physical features. These mountains are also home to diverse ecosystems and wildlife, providing a vital habitat for many species. From the lush forests that blanket the slopes to the crystal-clear streams that flow through the valleys, the natural wonders of the Oregon mountains are truly awe-inspiring.

In addition to their natural beauty and ecological significance, the Oregon mountains also hold a special place in the hearts of many people. For generations, these mountains have inspired artists, writers, and adventurers alike, and continue to capture the imaginations of people from all walks of life.

In short, the Oregon mountains are a true treasure, offering endless opportunities for exploration and adventure. So whether you’re a seasoned mountaineer or a first-time hiker, be sure to add the mountains in Oregon to your list of must-visit destinations. You won’t be disappointed!

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The Most Awesomely Epic Oregon Trail Road Trip You’ll Ever Take

From Vale, Oregon to The Dalles, we give you a breakdown of all the Oregon Trail sites you'll want to visit for a historical road trip through history.

Do you love Oregon history? Maybe you want to take the kids on an interactive and educational experience. I'm already thinking of fun spring break activities for our family, and learning about early pioneer history may just be the perfect bonding experience. This Oregon Trail road trip will send you back in time on an epic journey (and you won't even have to die from dysentery).

If you're scratching your head at the dysentery reference, it comes from the Oregon Trail game I played as a kid . In it, you traveled by wagon from Independence, Missouri to The Dalles, Oregon just as 80,000 people did in the 1840s. The number of pioneers is actually around 200,000, but many settlers on the Oregon Trail chose to make their homes elsewhere, like Utah and California. For this road trip, we'll focus on the Oregon leg of the trail from near the Idaho border to The Dalles, Oregon.

Expect to spend anywhere from four days to a week of travel time for this road trip. It really depends on how much or how little you want to see, and that's the brilliant part of this journey. What would have taken over a month to pioneers we can now plug away at our own pace. You will experience parts of the historic trail, walk in the ruts of pioneer wagon trains, and explore carefully curated museums.

We highly recommend that you take this road trip anywhere from late spring to early fall for the best odds that locations will be open and the weather will be accomodating.

Your epic adventure begins at:

Keeney pass interpretive site, vale, oregon.

After a rather harrowing time crossing the Snake River from Old Fort Boise in modern-day Idaho, pioneers found themselves setting foot for the first time on what would come to be the state of Oregon. Some travelers actually chose a more southerly route that bypassed the Snake River crossing altogether, but both trails rejoined each other at the juncture of Keeney Pass .

The site offers a 2/3-mile round-trip hike along a section of the original Oregon Trail and visible wagon ruts near an interpretive shelter. Wayside exhibits tell the stories of the overland experience and the native peoples of the area.

From Keeney Pass, head north on Lytle Blvd to Vale, Oregon. Take a moment to view the Stone House Museum , then take US-26 West and continue several miles north to take a right on 5th Avenue East. Go left on Hill Rd./Old Oregon Trail. The first site you'll arrive at is:

Alkalai Springs and Tub Springs Interpretive Site

The springs laden with Alkali were a major hazard for the Emigrant's livestock which often died if they drank too much of it. Humans as well fell victim to the bad water. Tub Springs, on the other hand, was a critically important water source on this leg of the journey.

Continue north on Hill Rd./Old Oregon Trail to:

Birch Creek Interpretive Site

According to the Bureau of Land Management, Birch Creek provided much relief to emigrants after the hot, dusty, and parched segment of the Oregon Trail from Alkali Springs. In the early years of the Oregon Trail, there was plenty of grass for livestock and fresh water for animals and people. Emigrants often held over at this location for one of two reasons: some were sick from drinking the stagnant water at Alkali Springs, while others rested for the long haul up the Burnt River Canyon - the roughest part of the trail to come.

The site contains a 300-foot gravel trail that leads to interpretive panels. The trail is not barrier-free. The actual Birch Creek crossing and emigrant camp is located on private land and is not accessible to the public.

The road to the site can be rough, particularly going uphill.

Go north on Lockett Rd. and cross over I-84 onto Old Hwy. 30. to:

Farewell Bend State Recreation Area, Snake River, Ontario, Oregon

Pioneers named it "Farewell Bend" as they would be saying goodbye to the Snake River before turning their wagons northwest and overland. Today's Farewell Bend finds a lovely State Recreation Area with camping facilities (April 15 - Oct. 31), fishing, sand volleyball and basketball courts, as well as picnic areas. Settlers would have spent a few days here, resting and watering their livestock.

From Farewell Bend, the choice is yours to follow the more historically accurate Hwy. 30, or the faster I-84 W.

While Interstate 84 follows the basic route of the old Oregon Trail, Hwy. 30 is the more accurate route to follow in the footsteps and wagon ruts of the early pioneers.

From I-84, take Exit 302 to US-86 toward Richland/Hells Canyon. Follow signs to:

National Historic Oregon Trail Interpretive Center, Baker City, Oregon

The Interpretive Center offers much to do, from the museum to a replica of a pioneer gold mine, and the opportunity to walk in the real Oregon Trail wagon ruts at Flagstaff Hill.

After exploring the museum, try the 2.4 mile out-and-back Panoramic and Stamp Mill Trail . You'll end up on an overlook with views of the Powder River. Wildflowers start blooming in the spring, and you may catch a glimpse of local wildlife like Marmots and Prarie Dogs.

According to the National Park Service, the Oregon Trail reached Flagstaff Hill by going through the small valley, known as Virtue Flat, that lies just south of the interpretive center. Traveling through this valley was no easy task. Emigrants had to fight their way through shoulder-tall sagebrush just after spending four or five difficult days ascending Burnt River. The trek across Virtue Flats created 13 miles of still visible Oregon Trail ruts. Approximately one mile of these ruts lies on the interpretive center's grounds. The ruts can be reached by following hiking trails from the interpretive center or by driving a half-mile west of the center's entrance on Highway 86 to a turnout.

Head back to Baker City and hop on I-84 W. Travel through La Grande and continue west on I-84 for 10.5 miles to Exit 248. Turn onto the Spring Creek Road/Kamela then right on Old Emigrant Hill Scenic Frontage Road (Highway 30). Take the first right, follow signs and go 2.4 miles to Park on Forest Road 1843. You'll be at:

Oregon Trail Interpretive Park at Blue Mountain Crossing

The Interpretive park is only open during the summer months , so if you're wanting to add this stop to your road trip, please plan accordingly.

Here you'll find some of the best-preserved evidence of Oregon Trail travel, from "wagon scars" on the trees to depressions made in the ground by livestock and prairie schooners. This area was a pioneer rest stop on what was a harrowing journey into the Blue Mountains. Choose a discovery trail and walk in the footsteps of Oregon Trail emigrants.

Retrace your driving route back to I-84 W. Again, here you can choose to take the more historical Old Highway 30, or the faster Interstate route. Your next destination is several miles up at:

Emigrant Springs State Heritage Area

Just as the pioneers did, you've now summited the Blue Mountains and it's all downhill from here.

Wagon trains would have camped in the vicinity for several days and replenished their water barrels from the spring. Today you'll find camping areas, cabins, and yurts for rent year-round . Bring your horse for camping and trail rides, or learn about the adventures of early settlers from the park’s Oregon Trail interpretive shelter and covered wagon display.

Continue 7 miles on I-84 W or the Old Emigrant Road (Hwy. 30) to the Deadman's Pass Rest Area.

Deadman Pass, Pendleton, Oregon

Oregon Trail emigrants typically reached Deadman Pass, then known as Crawford Hill, after three days travel over what Edward Evans Parrish, emigrant of 1844, called "the worst road yet." The name, "Deadman’s Pass", was actually the result of an accident during the Bannock War when a teamster driving a wagon through the pass was killed.

The wagon ruts can be found near the rest area, and the viewpoint is a bit further down I-84/Hwy. 30.

From Deadman Pass, continue down the hill into Pendleton and follow signs for the Wildhorse Resort and Casino.

Tamástslikt Cultural Institute, Pendleton, Oregon

This beautiful museum explores the history of the Oregon Trail from the perspective of the Native American tribes who owned this land for thousands of years. Audio, artistry and historic images, rare and beautiful artifacts create a broad sensory experience depicting the Tribal world. The Institute is an incredibly immersive experience.

From their website: "Come to Tamástslikt Cultural Institute and experience the storied past, rich present, and bright future of our tribes through interactive exhibits, special events, and informative programs. More than just a museum, Tamástslikt celebrates the traditions of Cayuse, Umatilla, and Walla Walla Tribes. With dramatic exhibits, renowned artwork, and interesting — and yes, fun — events year-round, Tamástslikt Cultural Institute offers a 10,000-year journey in a single afternoon."

Backtrack to I-84 Westbound. Here, Old Hwy. 30 merges with the Interstate for this portion of the journey. Take I-84 W to exit 207 and follow signs toward Reith, Oregon. Keep on Reith Road, following the Umatilla River to:

Corral Springs Oregon Trail Site

The Corral Springs site is on private land owned by the Ramos family. The family has given permission for public access to the 1.4 miles of two parallel sets of Oregon Trail ruts that descend into the canyon. Approaching the site you will see No Trespassing signs, but a closer look reveals the land graciously allowed by the owners. Please be respectful.

Continue west on Reith Road to reach the town of Echo, Oregon. Make a right on S Thielsen St, drive three blocks, and take a left on Oregon Trail Rd.

Fort Henrietta Park / Umatilla River Lower Crossing, Echo, Oregon

The National Park Service has listed Fort Henrietta as a National Historic Trail Site because it was a campsite and river crossing for Oregon Trail emigrants. The river ford known, as the Lower Crossing (Pendleton was the site of the Upper Crossing), was located at the south end of the park.

The park includes several historic displays including a covered wagon museum and antique fire equipment museum. The museums are unmanned with push-button recorders that provide information to visitors. The first Umatilla County jail is in the park as is a replica blockhouse. Interpretive panels provided by the National Park Service and storyboards with information on Echo history are also located in the park.

Continue southwest on Oregon Trail Rd. and follow Oregon Trail Site signs to take a right on a gravel road.

Echo Meadows

Echo Meadows is a 320-acre site managed by the Bureau of Land Management. Walk the site's half-mile (one way) paved path to visit the remaining one-mile-long stretch of swales. If you walk the wagon ruts, stop at the property line; do not trespass onto the adjacent farm. A pavilion near the parking lot contains interpretive exhibits that tell the stories of the trail and the area's native people.

BLM.gov: When travelers along the Oregon Trail began using a more direct route to The Dalles from the Umatilla Crossing, Echo Meadows became a rest stop to prepare for the windy, hot, and dusty trek to Butter Creek and Wells Spring. Some chose to camp here based on the availability of feed for livestock. Some remarked the grass was “hip-high to a horseman.”

The sandy sagebrush-covered interpretive site is a fair representation of what emigrants encountered in late spring and early fall after crossing the Umatilla River. The interpretive site is a stark reminder of what the Columbia River plain was like before water was pumped from the ground. A trace of the trail is barely discernible in nearby farm fields where thousands of wagons compacted the soil.

From Echo Meadows, return to Oregon Trail Road and take a right. Make a left on US-207, Lexington/Echo Highway. There are many backroads that will lead you to the Wells Spring site. If you're feeling adventurous, Google Maps will take you there. For a more reliable route, follow US-207 to Lexington, then make a right on US-74, Heppner Highway to Ione, Oregon. Make a right on Ella Road, and continue north to veer right on Ione-Boardman Road. Several miles up you will make a left turn onto Immigrant Lane and follow the signs to Wells Spring.

Wells Springs, Boardman, Oregon

The Wells Spring segment of the Oregon Trail is an extremely isolated section that traverses what was the Boardman Bombing Range during WWII. This location includes a pioneer cemetery, stage station, and rusted wagon remains. The public access point is available to everyone, however, to hike the 7-mile segment within the old bombing range you must obtain permission from the Naval Weapons Station by calling 541-481-2565.

The road to reach this site is long and graveled, so plan accordingly with water, snacks, and a reliable vehicle.

From Wells Spring, head west on Immigrant Lane and follow it as it bends around to the hamlet of Cecil, Oregon . Pioneers crossed Willow Creek near here. In Cecil, make a right onto Heppner Highway, then a quick left onto Cecil Lane. Take another quick left onto Cecil Road/Fairview Lane and follow it a few miles to make a right on Fourmile Canyon Road. Follow the signs to:

Fourmile Canyon Historic Site

This segment of the Oregon Trail was part of the difficult transit of the Columbia Plateau. Interpretive panels explain the site’s deep rut scars and the emigrants’ ascent out of the canyon. North is the modern city of Arlington on the Columbia River, but historically it was named Alkalai after the canyon that runs south of it.

Pioneers could choose to continue overland to the Fourmile Canyon site, but others chose to pack up their wagons at Arlington and head down the Columbia to The Dalles. Settlers would raft down the river in Hudson's Bay Company boats or Native American canoes.

While you can take McDonald's Ferry Road from the Fourmile Canyon site, the next area can only be accessed from the west bank of the John Day River. Two travel options are:

1. To closely experience the Oregon Trail route, follow Fourmile Canyon Road north to make a left and follow US-19 John Day Highway south to Cedar Springs Lane where you will turn right. Keep on Cedar Springs Lane for several miles to the locale of Rock Creek where you'll make another right on Lower Rock Creek Lane. Keep heading east to take a right on McDonald Ferry Road. This turns into Klondike-John Day Road. At the point where the road first meets the river is where McDonald Crossing was. Continuing north along the river will lead to the primitive Hoag Road and an eventual left on Heritage Lane, then Quinton Canyon Road to I-84.

2. For a more reliable paved (mostly) highway drive, follow Fourmile Canyon Road north to make a right on US-19 John Day Highway. Follow signs to Arlington and onto I-84 Westbound. Take Exit 104 to US-97 Bend/Yakima and keep left to US-97 South/Sherman Highway. After several miles, take the exit to US-206/Wasco. Stay on US-206 through the town of Wasco, then make a left on Klondike Road. Keep on the gravel Klondike Rd. as it turns into McDonald Ferry Lane and follow it all the way to the John Day River.

McDonald Ford / McDonald's Crossing

Where Klondike Road changes from east-west straightaway to meandering gravel road you will be driving on the actual Oregon Trail all the way to the river.

Today this area of Sherman and Gilliam Counties is encompassed by windfarms. In the 1850s, this was a shallow ford on the John Day where it was safe to make the river crossing. Here you'll find an interpretive monument and gorgeous views of the wild and scenic John Day River.

Retrace your path back down Klondike Road to Wasco, and US-97 to Biggs Junction where you left I-84. This time you'll be taking a left on Biggs-Rufus Highway just before the freeway interchange.

Biggs Junction to The Deschutes River

If you love interesting and less well-known places to hike you're in for a treat here. As you travel this last part of the overland Oregon Trail journey you'll be overlooking the Columbia River as pioneers did 175 years ago. It's a bit tricky to find the trail as it's not well marked, but check the Google Map below for the location you're looking for. There will be two Oregon Trail markers on the left and an inclining path between them. This goes up to Biggs Arch, a stunning natural rock formation with incredible views of the Gorge. There are wagon ruts along the path, so be on the lookout.

From Biggs Arch, continue west on Biggs Rufus Highway, which becomes US-206.

Heritage Landing / Deschutes River State Park

At this point, you're almost at your journey's end. The mouth of the Deschutes River is where pioneers made the crossing to the last leg of the trip that would bring them to The Dalles and the fertile Willamette Valley beyond.

Travelers frequently camped at the mouth of this large tributary of the Columbia River before crossing. In order to cross, some emigrant parties used the rocky islands near the river's mouth as stepping stones, while wagons were floated across and stock animals swam. Others forded the river using rafts.

Pioneer Joel Palmer wrote on September 28, 1845:

" The river is about one hundred yards wide, and the current very rapid; the stream is enclosed by lofty cliffs of basaltic rock. Four hundred yards from the Columbia is a rapid or cascade. Within the distance of thirty yards, its descent is from fifteen to twenty feet. The current of this stream was so rapid and violent, and withal of such depth, as to require us to ferry it. Some of the companies behind us, however, drove over at its mouth by crossing on a bar. "

Today you can camp, hike, and fish at the Deschutes River State Recreation Area .

Keep going on US-206/Celilo-Wasco Highway until it merges with I-84 W. Continue to The Dalles and take Exit 82 toward Columbia Gorge Discovery Center/Wasco County Museum.

Columbia Gorge Discovery Center and Wasco County Historical Museum

Not only will visitors experience Wasco County and Oregon Trail history here, but the Discovery Center has so much more to offer. From exhibits on the ancient origins of the Columbia River Gorge to Native American history and raptor shows. If you love history you'll really enjoy a visit.

Follow the Columbia Gorge Discovery Center on Facebook to keep in touch with all of their goings-on.

From the SE corner of the Columbia Gorge Discovery Center parking lot, you may hike the paved Riverfront Trail to the last destination on our list, or drive there if you like.

By car, take US-30 south to the River Road Exit and make a left. Park between River Road and River Trail Way, and take the trail toward the Columbia River.

Crates Point

And now Pioneers, you have reached the end of your journey. Where Chenowith Creek meets the Columbia River you will be standing at the very last point of the true overland Oregon Trail. From 1843-1845, this was the only way to Oregon City and beyond.

From OCTA-trails.org : At Crates Point, a protected harbor at the mouth of Chenowith Creek, the Oregon Trail pioneers put into the river. John McLoughlin, despite orders from his superiors, sent bateaux and food here to assist (and occasionally rescue) weary emigrants. Nearby were many pine trees to cut for building immense rafts that could hold up to six wagons. Writing in 1843, explorer John C. Fremont described them as “ark-like rafts, on which they had embarked their families and households, with their large wagons and other furniture, while their stock were driven along the shore.”

After 1843, many emigrants chose to take the newly-explored Barlow Road Trail which avoided the extremely dangerous Columbia River journey. We will cover a Barlow Road Trip in a future article.

Have you taken a similar road trip or visited some of the sites along the old Oregon Trail? Let us know if we've missed anything.

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Your Ultimate Oregon Road Trip—1 Week to 1 Month Oregon Itinerary

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We can’t lie, writing up this ultimate itinerary for an Oregon road trip was HARD.

We couldn’t stop, we kept writing and writing, and next thing you know, we came out with this monster Oregon itinerary that could last you around a MONTH. Yes, an entire month around Oregon.

As epic as that would be, we know that not everyone has 30 days to traverse our massive, stunning, and truly adventurous state .

With that said, we weren’t going to deprive you of choices! So, welcome, this just may one of the longest and craziest posts on road-tripping Oregon out there.

Don’t get intimidated; we laid everything out very easily for you to pick and choose and personally curate your own legendary Oregon road trip.

Fill up your gas, grab your supplies, and head on out!

Table of Contents

Your Ultimate Oregon Road Trip Itinerary

Ecola state park – 1 day, arch cape – 1 day, cape meares – 1 day, sand lake recreational area – 1 day, lincoln city –  1 day, depoe bay – 1 day, yaquina head – 1 day, cape perpetua – 1 day, sea lion caves – 1 day, shore acres state park – 1 day, samuel h. boardman state scenic corridor – 1 day, where to stay on the oregon coast, mount hood – 2 days, silver falls state park – 1 day, columbia river gorge – 1 day, where to stay near portland, deschutes river – 1 day, umpqua national forest – 1 day, smith rock state park – 1 day, cascade lakes scenic byway – 1 day, three sisters wilderness – 1-2 days, newberry crater national volcanic monument – 1 day, crater lake – 1 day, where to stay in central oregon, wallowa mountains – 2 days, sumpter – 1 day, mitchell – 1-2 days, strawberry mountains – 1 day, umatilla national forest – 1 day, owyhee canyonlands – 1-2 days, steens mountain – 1-2 days, hart mountain – 1 day, summer lake – 1 day, where to stay in eastern oregon, an oregon road trip itinerary, tips for your oregon road trip, a legendary oregon coast road trip—35 stops & 3 itineraries, 29 awesome things to do on an eastern oregon road trip, 19+ adventurous things to do on a washington road trip, 21+ adventurous things to do on a northern california road trip, 25 day trips from portland, oregon + road trip ideas.

For the sake of ease, we’ve sliced up Oregon into four sections. The Coast, Central, Near Portland, and then East Oregon.

We know this split isn’t an accurate representation of how Oregon is divided, but we think a good chunk of people reading this may not be from Oregon and, therefore, can digest the vastness of the state a bit easier this way.

Of course, as per usual, we also offer you a handy little map because visuals are ALWAYS better when planning out a road trip, always.

Below you’re going to read about some of our favorite highlights from each section of Oregon, and each section will need at least a week to ride through and experience. You may not be able to hit up every highlight we have here, but we had to give you some choices.

We’ve also included the number of days next to each spot. Do note, this is the absolutely MINIMUM amount of time you’d need. Most will state one or two days, and we mean an entire day or two.

This will just give you a taste of the area, or if it’s small enough, a single day may really be all you need.

Also note this is not included driving. Again, it’s a full day of exploring, hiking, rock climbing, out on the lake with your sport of choice, etc… Please add in driving days as needed.

As we like to mention here often, particularly from visitors to the USA, our country is freakin huge, dudes! Like, mega massive. So please plan accordingly.

Driving around the USA, and yes, that means Oregon too, requires more time than you think. Always add on an hour or so to the estimation Google Maps gives you to be safe.

We’ve also added in tons of additional links through this post which give you a deeper dive into a lot of the places and areas mentioned here so click those for more info.

Anyway, let’s get this Oregon road trip rolling! Right?

✋ HOLD UP! Don’t Forget…

You need some wheels! It’s nearly impossible to get around the USA and check out the best adventures without a car! Here are our top recommendations…

🚗 Rent a car

If you don’t have your own, renting a car is your best bet!

👉 Find Deals on Cars and SUVs

🚐 Rent a home on wheels

For the more adventurous, rent a van or RV and ditch the hotel.

👉 Find The Best Van For Your Trip

Don’t Forget This!

A lot of the best adventures around Oregon will require a Northwest Pass. You can easily get one delivered straight to your door. Grab it now before you leave !

Oregon Coast Road Trip Itinerary

The rugged Oregon coastline is one of those places that feels like you’re living in a dream. Stretching for over 360-miles against the wild Pacific Ocean, the Oregon Coast is loaded with awe-inspiring natural scenery and vibrant communities.

From its serene beaches to towering sea stacks, each section of the coast will keep you on the edge of your seat during your Oregon road trip.

Sandy beaches, craggy cliffs, scenic viewpoints, lush forests, alluring tide pools, shipwrecks, rolling sand dunes, and monstrous waves are all accessible just off the highway. What more could you want for a life-changing Oregon itinerary?

Have your camera ready and explore the picturesque coastline that has captured the hearts of Oregon lovers everywhere!

• Explore the never-ending hiking trails through its tranquil forests like the Clatsop Loop and Crescent trails.
• Capture a breathtaking panorama at one of Oregon’s most famous viewpoints. From atop the cliffside, you have the perfect angle of towering rock formations rising out of the ocean.
• Head to Indian Beach to spot tide pools and have a relaxing picnic while you listen to the waves crash against the shore.

READ MORE: Your Guide to Ecola State Park on the Oregon Coast

• Experience blissful solitude while feeling the sand between your toes on this pristine shoreline.
• Explore the enchanting caves, gorgeous waterfall and shallow tide pools of Hug Point State Park .
• Get a brilliant bird’s eye view of the Pacific Ocean, long stretches of the coastline and the coastal town of Manzanita at the Neahkahnie Viewpoint.

• Add a detour along the Three Capes Scenic Route to your Oregon itinerary for a sensational drive down the Tillamook coastline. The journey takes you to Cape Lookout and Cape Kiwanda for miraculous views of verdant forests and sand dunes.
• Go bird watching to see colonies of nesting murres and other beautiful avian species.
• Wander inside the Cape Meares Lighthouse for a thrilling view on the cliffside roughly 200-feet above the ocean.

RELATED: Three Capes Scenic Route on the Oregon Coast

• Go off-roading through sand dunes in between the crashing waves of the Pacific and a coniferous forest.
• Spend the night camping at this enormous lake of sand and witness a dreamy sunrise against the ocean.
• Spend the night at one of the most scenic Oregon coast towns by camping at Devil’s Lake near downtown Lincoln City . The lake offers a wide range of outdoor activities such as fishing, kayaking, and hiking.
• Enjoy a day on the water at Siletz Bay by kayaking, boating or fishing on its tranquil shores.
• Hike the God’s Thumb via the Knoll, one of the most breathtaking Oregon Coast hikes . The end of the trail features a peculiar basalt formation shaped like a thumb offering sensational views of the coastline.
• Check out the interesting statue of Abraham Lincoln and waltz through the town’s Historical Museum.

READ MORE: Your Guide to the God’s Thumb Hike Near Lincoln City

• Stop by the Whale Watching Capital of the Oregon Coast during this Oregon road trip to search for majestic gray whales.
• Just south of the whale hotspot, you’ll find the roaring power of the Devil’s Punchbowl. This enormous bowl was created by collapsed sea caves and gives you a glimpse of the ocean’s power with its ferocious waves.

• Tour the Yaquina Head Lighthouse, the tallest and most historic lighthouse in Oregon. Tickets to the lighthouse are on a limited basis but the panoramic views of the structure perched along the scenic bluffs are some of the best on the entire Oregon coast.
• Hike the rocky shoreline beneath the lighthouse to spot whales, seals, eagles and beguiling tide pools.
• Drive to the highest Oregon coast viewpoint accessible by car and stand in awe of the hair-raising vista overlooking the horizon. You’ll be standing 800-feet above the crashing waves of the Pacific Ocean and this stop on your Oregon itinerary will make your heart skip a beat.
• Marvel at the geologic formations of Thor’s Well and Devil’s Churn. Thor’s Well is a seemingly bottomless pit sucking waves into its grasp and Devil’s Churn will overwhelm you with the force of tenacious waves pounding a rocky inlet.

RELATED: 9 Things to Do in Cape Perpetua, Oregon

• Ride the elevator to the depths of the largest sea caves in the United States. Keep in mind that this includes a fee of $14.
• Spot adorable sea lions lounging inside the massive cave system. If your Oregon road trip is during the winter, then there is a great chance you’ll see hundreds of these amazing creatures.
• Head to the nearby Heceta Head Lighthouse for a remarkable view standing atop a rocky cliff.
• Stand at the park’s scenic viewpoint and witness thunderous waves pounding the jagged rock formations on the coastline.
• Wander the grounds of a former mansion to smell the radiant flora of rose gardens and a Japanese-style garden.
• Walk along the shores of Simpson Beach and relax at its isolated cove.

• Explore the miles of beautiful coastal trails the Samuel H. Boardman State Scenic Corridor has to offer. The Lone Ranch South Trail is an easy trek offering breathtaking seaside vistas and the Whales Head Beach Trail meanders to one of the most peaceful beaches in the corridor.
• Hike to the Natural Bridges for spectacular views of geologic structures and spruce-tree forests.
• Enjoy the serenity of Secret Beach and gaze at the towering rock formations nestled along the shore.
• Before continuing your Oregon road trip, peek through the forest and watch a gorgeous sunset at Arch Rock.

Southern Oregon Coast: 13 Epic Stops—Bandon to Brookings!

17 Breathtaking Oregon Coast Hikes

11 Most Scenic Oregon Coast Towns (And What to Do There!)

17 Cool Oregon Coast Camping Spots To Stay At

→ If you don’t have a lot of time, do this Oregon Coast day trip from Portland to see the best of the coast with a local.

Recommended Places:

• Adorable Seaside Cottage
• Happy Camp Beachfront Cabin
• Captain’s Quarters

Campgrounds: Wright’s for Camping | Devil’s Lake State Recreation Area | Harris Beach State Recreation Area Campground

Near Portland, Oregon Road Trip Itinerary

We love Portland , naturally. But we love the places on the outside of Portland way more.

Cascading waterfalls galore, a cornucopia of excellent hikes, and the majestic Mount Hood just on the outskirts of the city make Portland a playground for Oregon adventurers.

After you’re done stuffing your face with Voodoo donuts and taking the iconic “Portland is weird” sign selfie, then get out and do something in nature!

The furthest you’ll drive from Portland to anything in this section is only about two hours one way. You’ll be gobsmacked by the things to do just outside the concrete jungle of Portland.

• Enjoy spectacular views of Oregon’s tallest mountain from all angles by embarking on many awesome Mount Hood hikes . Some of the best hikes include the Tom Dick and Harry Trail and Mirror Lake Loop , Lost Lake, Tamanawas Falls , and the Trillium Lake Loop and they all give you glorious vistas of Oregon’s most famous peak.
• Summit the craggy pinnacle and have the exhilarating feeling of standing on the roof of Oregon.
• If you have a snow-filled Oregon itinerary, experience Mount Hood in winter by skiing or snowboarding down its slopes. Just be aware of possible road closures in the area around the mountain during winter.

→ If you don’t have a lot of time, do this Mount Hood Day Trip from Portland to see the best of the area.

• Hike the Trail of Ten Falls to experience one of the most beautiful hikes near Portland. The 7.6-mile loop passes ten alluring waterfalls and is considered one of Oregon’s natural wonders.
• Hit the park’s backcountry trails for mountain biking and horseback riding adventures.
• Spend the night at the campground and listen to the soothing sounds of the waterfalls before continuing your Oregon road trip.
• Capture the perfect snapshot of Oregon’s most famous waterfall in all her glory—Multnomah Falls
• Discover more cascading waterfalls in the Columbia River Gorge by hiking the Wahkeena-Multnomah Loop. This invigorating trek takes you through lush vegetation, volcanic cliffs and far away from the crowds.

17 of the Best Places for Camping Near Portland

19+ Awesome Hikes Near Portland to Escape the Bustle

What to Do At Mount Hood in Winter

A Guide to The Columbia River Gorge

→ If you don’t have a lot of time, do this highly rated half-day tour from Portland to see the best waterfalls in the Columbia River Gorge.

• Tiny House With Lofted Views of the Forest
• Peaceful Garden Cottage
• Tiny Forest Cabin

Campgrounds: Beaver Campground | The Vintages Trailer Resort | Oxbow Regional Park 

Central Oregon Road Trip Itinerary

When it comes to jaw-dropping natural scenery, it’s impossible to replicate the magic that central Oregon presents. There’s a reason why many of the state’s most iconic sights are in this dynamic region.

From the majestic Cascade peaks to the tumbling waterfalls of the Columbia River Gorge , Central Oregon has it all.

This portion of your Oregon road trip transports you to several of the state’s tallest mountains, evergreen forests, crystalline lakes, and mysterious craters. The biggest challenge will be narrowing down your Oregon itinerary to fit your schedule.

Central Oregon’s diversity is simply unmatched and traveling down its scenic byways will show off its splendor at every turn.

If you’re looking to experience Oregon at its absolute finest, central Oregon has got you covered!

• Climb into a raft and float down the Deschutes River for an afternoon of total relaxation.
• Enjoy more exciting activities by the river like kayaking, fishing or even take a crack at surfing .
• Hike the Deschutes River South Canyon Trail or the Deschutes River Trail Loop for a delightful stroll by the river.

• Camp in the tranquil forest and hike through pine trees, wildflowers and dense vegetation to reach many mesmerizing waterfalls. The Toketee Falls Trail, Watson Falls Trail and Lemolo Falls Trail are among the scenic paths in Umpqua National Forest .
• Venture down the Twin Lakes Trail for sensational views of dazzling lakes and find the perfect spot for a picnic.
• Soak in the terraced pools of the Umpqua Hot Springs and watch the peaceful flow of the Umpqua River.
• Kayak on the shimmering waters of Diamond Lake as the ‘lightning rod’ Mount Thielsen towers above you. For an action-packed expedition to include on your Oregon road trip, get your adrenaline pumping on the Mount Thielsen hike to reach the summit of the jagged peak.

• Hike along the Crooked River and gaze at the craggy pinnacles rising high into the sky.
• Test your endurance by climbing Misery Ridge and watch rock climbers test their wits at the oddly shaped Monkey Face.
• Learn how to rock climb yourself since this stop on your Oregon itinerary is the premier location in the state for the sport.
• Marvel at golden eagles, rattlesnakes, otters and other beautiful wildlife that call these sharp canyons home.

• Visit the sparkling lakes decorating this famous driving route such as Todd Lake, Sparks Lake and Elk Lake . This 66-mile highway takes you from the vibrant city of Bend to some of the most popular getaways in central Oregon.
• Stand in awe of the snow-capped Cascade peaks overlooking the alpine lakes lining the byway. Mount Bachelor , Broken Top Mountain and South Sister are a few of the iconic mountaintops in perfect sight.
• Enjoy an abundance of outdoor activities by the lakes such as fishing, hiking, mountain biking and paddling.
• You have countless camping options to include in your Oregon road trip for an extended stay near the byway.

• Gear up for one of the ultimate challenges on this Oregon road trip by tackling the South Sister Trail . This 12.2-mile trek takes you to the peak of Oregon’s third-highest mountain and rewards you with jaw-dropping vistas of the nearby peaks.
• Take on another daring expedition by trekking the Broken Top Trail to No Name Lake and Bend Glacier. This thrilling hike will take you through subalpine forest and provide a close encounter with Broken Top’s serrated pinnacles.
• If you have time, hike part of the Three Sisters Loop to marvel at the area’s volcanic landscapes.

RELATED: Your Guide to Hiking South Sister in Bend, Oregon

• Admire the otherworldly geologic landscapes and the remnants of powerful volcanic blasts from thousands of years ago at Newberry National Volcanic Monument .
• Hop on your mountain bike and ride around the Newberry caldera using the rim trail.
• Hike the Paulina Peak Trail to experience one of the best Oregon hikes and possibly the most awe-inspiring vista in central Oregon. The views here give you 360-degree views of Paulina Lake, the Big Obsidian Flow and other peaks of the Oregon Cascades.

READ MORE: Your Guide to Newberry National Volcanic Monument

• Include the Rim Drive on your Oregon road trip to conquer the 33-mile loop that circles the caldera rim.
• Hike the Garfield Peak Trail for incredible scenery overlooking the deep-blue hues of the lake and the surrounding Cascade peaks. You’ll have a spectacular view of Phantom Ship, Wizard Island, and other beautiful landmarks.
• Head to Cleetwood Cove for an interesting vantage of the lake from inside the caldera.

A Guide to Smith Rock State Park’s Hikes, Misery Ridge Trail & More

• An Adventurer’s Guide to Things to Do in Bend, Oregon

The Tamolitch Blue Pool Hike + Sahalie and Koosah Falls

• Cozy Sunriver Cabin
• Hummingbird Cottage
• Tall Pines A-Frame

Campgrounds: Elk Lake Campground | Jasper Point Campground | Redmond/Central Oregon KOA

Eastern Oregon Road Trip Itinerary

Very few people are in the loop of the majestic scenery decorating the eastern half of Oregon. And it’s a shame that this section of the state doesn’t receive the same hype as its coast and Cascade brethren.

Sparkling lakes, snow-capped mountaintops, mesmerizing deserts, craggy gorges, verdant forests, striking canyons, rejuvenating hot springs and some of the best stargazing on the planet.

With this much jaw-dropping natural beauty, it’s hard to fathom that this is the least discovered region of Oregon. Maybe it’s best to keep it that way to preserve this wild canvas of untouched terrain.

It may sound cliché to wander off the beaten path, but that is exactly the type of adventure eastern Oregon provides on your Oregon road trip.

• Explore the rugged terrain of the Wallowa Lake State Park by trekking the Hurricane Creek Trail or para-glide above the park for a once-in-a-lifetime experience.
• Swim in the pristine waters of Wallowa Lake surrounded by dense forests and rugged peaks. Its crystalline waters are a beautiful spot for snorkeling, or you can sunbathe on the sandy shores for a tan.
• Ride the Wallowa Lake Tramway for unbelievable mountain vistas.
• Trek the Mirror Lake to Eagle Cap Trail to reach the summit of Eagle Cap. Enjoy the sensational views of alpine lakes, beautiful forests and glaciated valleys.
• Grab your paddle and steer around jagged boulders in the exhilarating class III and IV rapids of Eagle Creek.

• Dress up like Wild West characters at the charming Sumpter Stockade Motel.
• Learn about Oregon’s rich gold mining history with a visit to the Sumpter Valley Dredge .
• Spend an exhilarating day riding around on an ATV before hopping back on the highway.

→ While in Sumpter, head to nearby Baker City to do some stargazing and wine tasting on this fantastic tour .

• Hike through the Ochoco National Forest for remarkable images of lush forests, bewildering geologic formations and vibrant wildlife. Its tranquil waterways are the perfect outlet for a fishing or boating excursion.
• Discover the otherworldly beauty of the Painted Hills , one of Oregon’s greatest natural treasures. The layered bands of yellow, red, orange and gold make the perfect stop on your Oregon itinerary to marvel at the state’s alien-like landscapes.
• Explore the hiking trails less-visited around the John Day Fossil Beds area to study Oregon’s ancient history. Sheep Rock and the Clarno Unit are both a must for geology lovers.

• Unleash your adventurous spirit by hiking through the less-traveled Strawberry Mountain Wilderness. This nature lover’s playground is teeming with alpine lakes, sharp peaks, blooming wildflowers and an abundance of wildlife.
• Reach the peak of Strawberry Mountain for one of the most liberating summits on your Oregon road trip. The heart-racing vistas hear make you feel like you’re on top of the world.
• Unwind in the great outdoors at the crystal clear waters of Strawberry Lake. This is an ideal camping spot for your Oregon itinerary with its lush forests, rugged mountains and quality fishing.

• Spend the night at Jubilee Lake Campground for another beautiful night underneath the stars during your Oregon road trip. Jubilee Lake is a peaceful hideout deep in the forest and a wonderful spot to escape the scorching temperatures of summer.
• Enjoy a tranquil ride down the class II rapids of the Grande Ronde River and gaze at the steep canyons rising above you.
• Watch for deer, bighorn sheep, eagles and other wildlife (including rattlers) on the roughly 30-mile Wenaha River Trail. The meandering river, towering cliffs and tranquil forests make this a fantastic backcountry adventure to add to your Oregon itinerary.
• Experience one of Oregon’s most exciting whitewater rafting excursions on the Owyhee River. The class III and IV rapids snake between basalt columns and red-rock cliffs creating an unbelievable ride.
• Explore some of Oregon’s most isolated hiking trails through the Owyhee Canyons and marvel at the sheer-canyon walls soaring above you.
• Make the Owyhee Canyonlands another one of your camping sites on your Oregon itinerary for a stellar night of stargazing.

• Push your adrenaline to the max by driving the 60-mile Steens Mountain Loop, one of the most thrilling routes to add on your Oregon road trip. This scenic route will leave you speechless with its contrasting landscapes of glacial gorges and barren deserts while taking you to elevations of nearly 10,000-feet.
• Capture a breathtaking panorama on the Wildhorse Lake Trail. The views of the glaciated valley and steep canyons offer one of the top vistas you’ll see on this Oregon road trip.
• Camp in the Alvord Desert to experience complete solitude in the Oregon wilderness. Make sure to visit Alvord Hot Springs to soak any aching muscles before hitting the road again.

• Wash off the dust from Oregon’s extensive desert by soaking in the relaxing Hart Mountain Hot Springs . Camping is free at the hot springs so make sure to arrive early if this is an overnight stay on your Oregon itinerary.
• Wander the hiking trails of the National Antelope Refuge and spot a plethora of wildlife in their natural habitat.
• Jump on your dirt bike or motorcycle to ride the desolate dirt trails cutting through the landscape.

• Go bird watching in the wetlands of the lake and marvel at the area’s geothermal wonders.
• Gaze at the sensational mountain scenery while you soak in the soothing pools at the Summer Lake Hot Springs.
• Drive the car out to Fort Rock for an enchanting sunset at this puzzling volcanic landmark.

RELATED: 

Exploring the Owyhee Canyonlands: Hiking, Rafting, & Camping

A Guide to Hart Mountain Hot Springs & What to Do in the Area

A Comprehensive Guide to Visiting Wallowa Lake State Park—Adventures and Camping

7 Awesome Things To Do in Sumpter, Oregon

• Rich’s Camp Cabin
• Eagle Cap Chalets
• Dreamers Lodge

Campgrounds: Wallowa Lake State Park | Strawberry Campground | Jubilee Lake Campground

RECOMMENDED OREGON ADVENTURE GEAR:

Tried and tested gear that we use around Oregon and the PNW!

Hiking and Camping

• Water Bottle Filter  
• Camping Stove
• Camping Cook Set
• Light 2-Person Tent
• Car Trash Bin
• Car Power Inverter
• Road Trip Duffel Bag
• Northwest Pass

Clothing Gear

• Hiking Socks – Men’s / Women’s
• Rain Jacket – Men’s / Women’s
• Hiking Backpack – Men’s / Women’s

Car Rental:

• Car Rental – Check here for deals
• Outdoorsy – For Vans, RV, etc

It’s safe to say all the above is just scratching the surface of what you can see on an Oregon road trip! With that said, everything mentioned above would take about a month to actually experience. Yep, a whole goddamn month!

Oregon is not a small state and it takes a long time to traverse.

I’d encourage you to check out our more specific Oregon road trips depending on the region you’re most interested in.

• 37 of the Best Oregon Hikes You’ve Got to Check Out

Each area mentioned above deserves at least a week of exploring. And when we say a week, we mean a week of actual exploring!

The driving can take up a really large chunk of the day so we’d advise you to tack on an extra few days on top of the week to account for driving or rest days.

Extending your road trip to our neighbors? Check these posts out!

• 19 Adventurous Things to Do on a Washington Road Trip
• 21 Adventurous Things to Do on a Northern California Road Trip
• If you’re looking to save a buck, download Gas Buddy App. As a rule of thumb, always fill up at the bigger towns when you can. The smaller towns often cost more, and if you pay by card, you may have a transaction fee on top of it.
• I’ll say it once more just in case, Oregon is not small! It will take you longer than you think to get places. I know my fellow Americans will get it but if you’re a visitor, our country and our states are insanely big. I can’t stress it enough, it will take you longer than you think.
• If you plan on visiting many of the places on this list, just get a parks pass instead of paying $5 randomly here and there for parking. The pass is $30 and you can display it and forget it.
• Bring food! Having to find food, particularly for breakfast and lunch, will eat up a considerable chunk of your day. Don’t waste hours on eating. Have snacks, sandwiches, and other quick things to munch on throughout the day and then save eating out for dinner.
• As far as budgeting goes, you can do this Oregon road trip on a modest budget. Many state parks have campgrounds that range from $15 to $25 per night. Check out these Oregon campgrounds .
• If you’re here in the peak season (summer months) campsites and hotels get booked out so make sure to book sooner rather than later.
• Be careful driving at night, particularly on the lonely roads. Animals like to come out and play. It’s best to keep your driving during daylight hours.
• If you’re coming to Oregon in winter , or even just before/after, be aware of road closures .
• For car rentals, we always check here .

More Road Trips

We hope this helped you plan some fun road trips in Oregon! Be sure to check out our other posts on road trips .

I've been perpetually traveling and living around the world for years but it's hard to beat Oregon and the PNW. After years of road-tripping the area, I guess you can say I know it pretty well! When I'm not writing guides for you, you can catch me somewhere petting a dog, attempting to surf, hiking a volcano, or stuffing my face with bread and cheese.

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The Epic Oregon Road Trip Itinerary

This Oregon Road Trip Itinerary will help you live an epic and fabulous adventure through this glorious Pacific Northwest state. Mountains, waterfalls, river gorges, dense forests, a fairy-tale coast, wineries, hot springs, wonderful cities, ghost towns, and the USA’s deepest lake. Oregon impresses with its attractiveness and variety of landscapes. We show you must-see stops and things to do. Oregon is also a picture-perfect state, so we tell you the best photo spots to catch its wild natural beauty. We give you also hints on where to stay and what to pack. So, check our Epic Oregon Road Trip Itinerary with lots of tips and photos to prepare for an adventure.

Oregon Road Trip Itinerary – Introduction

We fell in love with Oregon on our first visit to the state and have been to it several times. And we admire this state because of its incredible beauty and variety. Moreover, we love to photograph waterfalls in Oregon, mountains, covered bridges, and original architecture. We have developed this itinerary based on our own experiences. We show you the places you should not miss during the Oregon Road Trip.

How many days do I need for Oregon Road Trip?

Oregon is a beautiful state, so the longer the road trip you plan, the better. Our itinerary includes a 10-day Oregon road trip that begins and ends in Portland . A 10-day Oregon road trip will allow you to enjoy this state, see its greatest attractions, and take great photos. But at the end of this article, you will find tips on what to add to your itinerary if you have 14 days . We also tell you how to shorten this plan if you only have 7 days to travel and want to see as many places in Oregon as possible.

Below you will find our plan at a glance. Later, each day is described in detail with the itineraries, road suggestions, driving time, the most interesting stops, and attractions. We assure you that you fall in love with this state after seeing these places and want to return to Oregon.

The Epic Oregon Road Trip Itinerary Overview

Day 1. Arriving at Portland and exploring Portland. Day 2 . Driving to Mount Hood and hiking in the Mount Hood area. Day 3. Sightseeing of Shaniko Ghost Town and driving to Sisters. Day 4. Exploring Sisters and Bend – Willamette National Forest area. Day 5. Driving to Crater Lake National Park and Umpqua National Forest. Day 6. Exploring Crater Lake National Park. Day 7. Driving to Oregon Coast and Oregon Coast Road Trip. Day 8. Oregon Coast Rod Trip – exploring Oregon Coast. Day 9. Exploring Oregon Coast and return to Portland. Day 10. Exploring Portland and Columbia River Gorge/Multnomah Falls.

What Should You Know About Oregon Before You Go On A Road Trip?

• Oregon is a state where you  refuel your car without leaving it . At the gas station, you are served by a gas station employee . Refueling by yourself in Oregon carries a fine of up to $500. It’s similar only in New Jersey. It is worth remembering this when planning your Oregon road trip. This rule does not only apply to motorcyclists.
• There is  no sales tax in Oregon . Therefore, it is a state worth visiting, if only for shopping. Oregon is one of only five states (alongside New Hampshire, Montana, Delaware, and Alaska) where the price you see on the product is what you pay at the checkout. So, it’s worth shopping in Oregon. The best shopping in Portland.

What is the best time for Oregon Road Trip?

Oregon is attractive all year round. It all depends on your favorite outdoor activities and the way you travel. But this Oregon road trip itinerary is fully usable during the summer and fall months from May to the end of October. Some of the places recommended to visit are inaccessible in winter due to closed roads. But we tell you which roads are closed in winter so that you can also adapt your itinerary to the winter months.

Summer and Fall months are also the best for all our suggested activities. Pleasant weather will enable longer hikes in the fresh air. The day is also long, so you will see more places and drive longer distances. However, in the high season, most tourists will certainly be in July and August. Therefore, if you are going during these months, we suggest that you start your sightseeing in the morning to avoid the crowds.

Oregon Road Trip Map

Please, take a paper map for your Oregon road trip. You will need it. Believe us, very often, there is no phone coverage, and you must use the traditional map. We love modern apps, but they have become useless in places like mountains, deep forests, and challenging hikes. So, a paper map is best when no cell service exists. We use Benchmark Oregon Road & Recreation Atlas . It is very informative and detailed. Thanks to this atlas, our trips were more interesting, as we could quickly learn what was nearby and plan our route. It’s also a useful alternative to GPS maps when traveling.

• Atlases: Every Benchmark atlas is specially designed for enthusiasts of outdoor activities. All atlases have Benchmarks exclusive Landscape Maps with large easy-to-read and page overlap, and a useful GPS grid. The categorized Recreation Guide makes planning your next adventure a breeze. The Recreation Maps have public land ownership shown as color tints, and most titles have hunting unit names and boundaries

Where to stay during the Oregon Road Trip?

It all depends on your needs, travel style, and budget. We traveled both by car and slept in lodges/hotels and by an RV, and stayed at campsites. Therefore,  we recommend specific lodging options for each day of the trip—only those we checked and were satisfied with—hotels and RV campgrounds for each location .

But no matter what you decide,  book your accommodation well in advance . You will get the best prices on booking.com and TripAdvisor .

If you plan camping in Oregon, check our Car Camping Checklist.

What to pack for the Oregon Road Trip?

Our journey leads through the mountains, dense forests, waterfalls, hot springs, and heavenly beaches. So, you should pack properly. Oregon’s climate is temperate but fairly humid, with frequent rainfall. In the mountains, in forests, the humidity is felt. So always be ready for rain. Please check our detailed  Day Hiking Packing List  to see what to pack for hiking trails. Furthermore, check our  Road Trip Packing List Essentials  to make your Oregon Road Trip safe and comfortable. The most important things you should pack for this Oregon road trip are:

Trekking Shoes & Hiking Poles

• Waterproof hiking shoes with good grip are a must during an Oregon road trip. Stones and paths might be slippery even if you choose easy hikes from our suggested list. Oregon is full of stunning waterfalls, rivers and dense forests. After the rain, even on easy paths, there can be a lot of mud. We love Keen shoes, which are made in Portland, Salomon , and Merrel boots.
• Hiking sandals are also handy, especially if you are planning a trip in the summer months. But they should have a good grip so that you don’t slip on stones. You will use them not only on the beach but also when visiting hot springs or waterfalls. Our favorites are Kenn covered toe . Thanks to this, in the summer months, they are perfect for hiking. The cliffs on the coast are steep and slippery, so you need a good sole.
• Trekking poles . We use them because they relieve the knees, spine and facilitate the hike. During intensive sightseeing, they are always useful. Thanks to hiking poles, we can make more hikes and see astounding places without feeling tired. Agnes uses lightweight, foldable Black Diamond Trekking Poles . But we can also recommend Foxelli Carbon Fiber Trekking Poles , which are affordable but very durable and comfortable. How to choose and use trekking poles you can check in this post .

• 100% CARBON FIBER: Foxelli Trekking Poles (also known as Nordic walking poles or hiking sticks) are made from 100% carbon fiber material, which is known for its incredible lightness. Each pole weighs only 7.6 oz, allowing you to move quicker and faster while exerting less energy. Carbon fiber is also shock-absorbent and significantly minimizes the impact on joints. Durable and sturdy, these walking sticks are designed to withstand even the most challenging hikes or backpacking trips.

Backpack & Layers

• Daypack . Is a must-have for daily hiking and sightseeing. We prefer comfortable Osprey backpacks with hip and chest belts, which make hiking much easier. How to choose a perfect daypack you can read in this post . It would be best if you packed, among other things, a  large supply of water ,   hiking snacks , additional clothes (depending on the season), and most important: a  first aid kit  and  hiking and road maps .
• Due to the epidemic situation, do not forget to pack a travel-size hand sanitizer , and of course, good quality Face Masks with a filter . Buy more before your trip. Not everywhere is easy to buy masks with filters. We have to get used to the fact that they become something normal. And we should take care of our and others’ safety.
• Waterproof Rain Poncho is very often useful during trips around Oregon.
• Layers. A warm sweatshirt and long pants will surely be useful even during summer hiking. Check what we always take on one-day hikes .

Day 1 Oregon Road Trip Itinerary: Arriving in Portland and exploring Portland

Arriving in portland.

Our Oregon road trip begins in the capital of the state – Portland. The city has an international airport, so it’s the most convenient way to get there. Check flight offers at CheapOair or Skyscanner . CheapOair is one of the fastest-growing online travel companies in the US, so they have great deals. Moreover, if you plan to rent a car for your Oregon road trip, compare the prices on RentalCars.com . We have always used the Alamo rental company and can recommend it. If you plan an RV road trip (we made our last Oregon road trip in a camper), check the offers on RVshare . It offers the largest selection of RV rentals across all 50 states in the US. In our opinion is also the best idea for road trips during the pandemic.

Lodging in Portland

For this Oregon road trip itinerary, we recommend you book 2 nights in Portland – the first and the last . Of course, you can modify the plan to your needs.

During our few trips, we stayed in the  Courtyard by Marriott Portland City Center . We really enjoyed staying here. Our room was clean, and it had a lot of space, the service was great. We also stayed in the  Mark Spencer Hotel , which is fabulous, in the city’s heart. But check below on the Deals finder the best offers.

During the last trip with the motorhome, we stopped at Portland Fairview RV Park .

Sightseeing Portland

Portland is a delightful city, so we’ve put together a detailed Portland Itinerary . What do we suggest you see during the day after your arrival? Start from Downtown Portland and the river waterfront loop. It’s a 2.6-mile loop that runs right along the Willamette. There are 12 fabulous bridges over the Willamette River. If you have time, visit Portland Japanese Garden and go to the Pittock Mansion situated 1,000 feet above the city. For more tips and recommendations on what to see and where to eat, you can check in our post .

Day 2 Oregon Road Trip Itinerary: Driving to Mount Hood and hiking in the Mount Hood area

Drive to timberline lodge & mount hood.

Take US-26 W and drive to the Mount Hood area. The drive will take you about 2 hours, and it is a scenic route.

Lodging in the Mt Hood area

We suggest 1 night in the Mount Hood area in this Oregon Road Trip Itinerary.

Timberline Lodge is a historic beauty hotel near the magnificent Mount Hood. Moreover, the psychological horror “The Shining” from 1980, directed by Stanley Kubrick, was shot at the Timberline Lodge. You can check our photos from this fabulous and thrilling filming location here. If you can, stay overnight at Timberline Lodge. If the place is busy, choose one of the nearby accommodations. Nearby are Best Western Mt. Hood Inn , The Mt. Hood Oregon Resort .

Hiking in the Mount Hood area

No matter where you stay for the night, head to Timberline Lodge and see this fabulous scenery. Moreover, they have great restaurants where you can have lunch or dinner. Finally, the Timberline Lodge parking lot provides access to many trails on the flanks of Mount Hood. So, you can choose one or two hikes in Mount Hood National Forest .

• Mountaineer Trail Loop Hike is a great hike because there is such an easy road that goes so high on the mountain. The distance is 2.7 miles. The easiest hiking opportunity is to stroll in any direction you feel like.
• Zigzag Overlook Hike is also easy to hike. The distance is 4.4 miles. You will see the alpine areas of Mount Hood’s south side. You’ll pass alpine and subalpine meadows to reach an overlook over the deeply gouged Zigzag River Canyon, with the craggy ramparts of Mount Hood above.
• Paradise Park from Timberline Lodge Hike is a longer but fabulous hike. The distance is 12.1 miles, and it isn’t easy. Is a classic mountain trek. In addition to the mountain vistas and wildflowers, the route passes several waterfalls and offers unique views of the high country south and west of Mount Hood.

Day 3 Oregon Road Trip Itinerary: Sightseeing of Shaniko Ghost Town and driving to Sisters

Drive to shaniko ghost town and explore it.

From Mt Hood, take OR-216 and in Maupin, take Bakeoven Road. It’s about 77 miles and 1 hour 45 minutes driving to Shaniko. You need about 2-3 hours to explore Shaniko. From 1903 Shaniko gained the nickname “Wool Capital of the World.” You will find an old railway station, antique items, and wooden architecture from over 100 years ago. The town has an amazing history. You can read more about it and check more our photos in our post- Shaniko Ghost Town .

Drive to Sisters

From Shaniko, take US-97 S and OR-126 W to Sisters. It’s 84 miles and about 1 hour and 40 minutes driving.

Sisters is a fabulous town, surrounded by mountains and forests. We detailed described its attractions in post Things to do in Sisters . We also described interesting routes in the area there. Situated in the foothills of Oregon’s Cascade Range, Sisters and Bend are perfect for holidays. Moreover, it’s a great idea to spend here also winter vacation if you like skiing.

Lodging in Sisters or Bend

We suggest 2 nights at Sisters during your Oregon Road Trip. The area is fabulous. However, it might be difficult to stay overnight in the summer. Therefore it is also worth considering the nearby Bend. It’s about 25 minutes from Sisters. It is a larger city and has a well-developed accommodation and catering base. It’s worth visiting Bend for sure. So, check the lodging option on booking.com and book your stay in advance.

Best Western   Sisters Oregon is our favorite one. It is a small, charming Ponderosa Lodge with 48 oversized guest rooms renovated in a country theme. Tasty breakfasts and friendly service. 

If you need RV camping, the best RV park in the area is  Bend / Sisters Garden RV Resort . But you have to  book it well in advance . It’s closest to the Sisters, located in a beautiful setting, and it’s hard to get a spot, especially in high season.

Hotel rates in Bend are much more affordable than in Sisters, so consider this place for optimizing your holiday budget.

Day 4 Oregon Road Trip Itinerary: Exploring Sisters and Bend – Willamette National Forest area

We suggest you actively explore the Willamette National Forest area on this day. Below are three of our favorite hikes. They are not long, so it is possible to make them in one day. Or you can choose the ones that suit you best. Prepare some more snacks and lunch.

Sunrise or early morning hike at Sparks Lake

Sparks Lake is 49 miles and an hour’s drive from Sisters. You have to drive through Bend. So, take US-20 E to Bend and turn onto Cascade Lakes National Scenic Byway. The scenery is breathtaking. If you like sunrises – they look fabulous in this place. But you can also go there during the day for a walk. This road may be closed in winter.

Proxy Falls Hike & McKenzie Pass Scenic Byway

Proxy Falls, AKA Lower Proxy Falls, is a dazzling cascade waterfall hidden in the Three Sisters Wilderness. It’s near McKenzie Pass and McKenzie River in the Willamette National Forest. From Sisters, it is only 28 miles and approximately 50 minutes drive via OR-242 W. For more photos and tips, see our Proxy Falls Hike post . The best idea is to combine this hike with The McKenzie Pass-Santiam Pass Scenic Byway. Oregon Route 242, known as a portion of the McKenzie Highway, takes you on a journey through a land of contrasts. You’ll encounter lush forests, crystal-clear lakes, and lava fields on the west side of the Cascades. Stop at the  Dee Wright Observatory . In our opinion, Route 242 is one of the most scenics, so it’s a must in Oregon Road Trip Itinerary. This road is closed in winter.

Tamolitch Blue Pool Hike

Tamolitch Falls, also known as Blue Pool due to its amazing blue color of the water, is a popular hiking spot in  Willamette National Forest , Oregon. The deep turquoise and stunning clarity of the Blue Pool make this place unforgettable. The approximate hike time is 1 hour and 30 minutes one way. From Sisters stay on US-20 West. Then turn onto OR-126 E for 10.8 miles. Turn right at a sign for Trailbridge Campground/Blue Pool. You must cross a bridge and turn right onto gravel road NF-730. After about a third of a mile, park along the right side of the road. Check our detailed hike description, tips, and photos in this post .

Day 5 Oregon Road Trip Itinerary: Driving to Crater Lake National Park via Umpqua Hot Springs

Saok in umpqua hot springs.

From Sisters is 115 miles and 2 hours 15 minutes driving via US-97 N to Crater Lake National Park . But we suggest you take a bit off course and soak into one of Oregon’s best hot springs – Umpqua Hot Springs.

So if you like hot springs, take from Sisters US-97 S and OR-138 W to get to Umpqua Hot Springs. It’s 2 hours 45 min driving (143 miles). They are located in Umpqua National Forest. This set of 7 geothermal pools sits right on the edge of a rock face, spilling 108-degree water into the North Umpqua River below. The view is breathtaking. There is a short hike to get to the hot springs. It should take you 20 minutes to get to the pools. For more photos, hike & trailhead descriptions, hot springs etiquette, you can check in our Ultimate Guide to Umpqua Hot Springs in Oregon .

Driving to Crater Lake National Park and Lodging option in the area

The Oregon road trip itinerary would not be complete without a visit to a fairy-tale volcanic Crater Lake. You are less than an hour’s drive to Crater Lake National Park from the hot springs, depending on where you are staying. Try to reach the sunset because they are spectacular above Crater Lake. It is the only national park in Oregon. Moreover, it is the deepest lake in the USA with the clearest and bluest water in America. We prepared a detailed guide to this fabulous place with tips on what to do and photos.

If you plan your Oregon road trip in May or the beginning of June, check the weather on the NPS website . Sometimes in May, there is still a lot of snow. You can visit the park, but some roads might be closed.

Lodging option

We suggest 2 nights at the Crater Lake NP area. Crater Lake Lodge   is a historical lodge inside the Park. Unfortunately, it’s not easy to book it. It’s pretty expensive. Moreover, it’s open only from May – September, filling up guests quickly.

But Chiloquin is only 8.5 miles from Crater Lake National Park, so check accommodation there. 

If you are looking for a campground Diamond Lake Resort & RV Park  is a great place to relax. It’s only 4 miles to Crater Lake park entrance, so the location is perfect. Book in advance.

But if you plan a winter trip, 1 night in Crater Lake should be enough because some roads and trails are closed. So, 1 day for sightseeing in winter will be optimal.

Sunset at Crater Lake and Crater Lake Rim Scenic Drive

Crater Lake looks great before and just after sunset. The light is the warmest then. The water surface is flickering. The historic  Crater Lake Rim Drive is a 33-mile (53-km) long road , which offers breathtaking and panoramic vistas of the lake, forests, and meadows. Along the way, there are 30 overlooks with ample car parking, which provide opportunities to stop for views, admire it, relax, taking photos. We have listed the best viewpoints in Crater Lake in this post .

Day 6 Oregon Road Trip Itinerary: Exploring Crater Lake National Park

On this day of the Oregon Road Trip Itinerary, we focus on exploring Crater Lake National Park’s beauty. If you can do it, get up for the sunrise. The view is worth your effort. Have a picnic at one of the viewpoints. Take one or two trails. We describe 7 Best Day Hikes in Crater Lake National Park  from easy to strenuous here . It’s worth visiting Rim Village Visitor Center and Crater Lake Lodge.

Moreover, check if there are lake cruises available. There are two selections for a boat tour: a standard lake cruise which includes a 2-hour tour around the lake. The second choice is a Wizard Island tour with a shuttle.  Check the updates for 2021 on the official ticket  booking page .

Day 7 Oregon Road Trip Itinerary: Driving to Oregon Coast and Exploring Oregon Coast

From this day, we start the Oregon coast road trip itinerary. The coast of Oregon is very varied. Rocky, sandy, covered with dense forests, often shrouded in fog. Look carefully and you will see seals or sea lions basking on the rocks. Moreover, you can encounter coyotes, roe deer, and deer on the slopes of rocks and in coastal forests. As well as gulls, hawks and other birds.

Drive to Oregon Coast

Start driving early in the morning. You have almost a 4 1/2 hours drive to the Oregon coast.

Stop at the Girardet Vineyards

If you have more time and are a wine lover, you can change the route a bit and make a short stop on the way to the coast. You can stop at Tenmile in Girardet Winery and Wine Cellar . The place is unique. You will not only taste and buy excellent wines here, but you will also meet wonderful people who create this winery with a passion. Moreover, if you have more time for your Oregon Road Trip, consider staying in their fabulous Chardonnay Chalet at the Vineyard . The address of Girardet Winery is 895 Reston Road, Roseburg, OR 97471. From Crater Lake, drive via OR-62 W to get there. It’s 119 miles and 2 hours 30 minutes driving. They are open Wednesday-Sunday from 11 a.m. – 5 p.m., year-round. Moreover, they are RV friendly and Family & Pet Friendly.

Stop at the Cape Blanco Lighthouse

Cape Blanco Lighthouse is the first fabulous stop at the coast in this Oregon Road Trip itinerary. To get there directly from the Crater Lake NP, take OR-42 E and OR-138 E. It’s 205 miles and 4 hours 20 minutes driving. If you are going from Girardet Winery, take OR-42 W and US-101 S. It’s 90 miles and 2 hours of driving.

Drive to Cape Arago Lighthouse and lodging

The next stop is at Cape Arago Lighthouse. It’s 53 miles and a 1 hour 15 minutes drive from Cape Blanco. Take the US – 101 N. Cape Arago is stunning to get there. Therefore, we suggest accommodation in this area. So, Book 1 night here. You can find Best Western Holiday Hotel in the area.

But, if you are traveling by RV, book an advance spot in Sunset Bay State Park .

Exploring Cape Arago

We like this place because, in a small area, you have as many as three great state parks offering stunning views of the Oregon Coast.

• Cape Arago State Park
• Shore Acres State Park
• Sunset Bay State Park

So, start this afternoon and evening by visiting each of these parks and taking at least a short walk along the coast. Wait for the sunset.

Day 8 Oregon Road Trip Itinerary: Oregon Coast Rod Trip – exploring Oregon Coast

It’s another intense day exploring the Oregon coast and a lot of driving. Therefore, start your day early. Pack some snacks for the road.

Drive and stop at Umpqua River Lighthouse

The next interesting stop we suggest doing in our Oregon road trip itinerary is Umpqua River Lighthouse. It’s 45 minutes (32 miles) from Cape Arago via Cape Arago Hwy and US-101 N.

Stop at Heceta Head Lighthouse Scenic Viewpoints

From Umpqua River, take US-101 N and drive about 40 miles (55 minutes) to the next scenic viewpoint: Heceta Head Lighthouse.

Stop at Rockaway Beach

Next stop during this Oregon Coast road trip plan at Rockaway Beach. It’s 122 miles and about 2 hours and 45 minutes driving via Oregon Coast Hwy.

Sunset at Cannon Beach and lodging

Rockaway Beach is just a 40-minute drive and 26 miles from Oregon’s famous Cannon Beach. Try to get there at sunset.

We suggest booking 1 night in this beautiful area. If you are looking for something special, you can choose one of the exclusive beachfront hotels as Surfsand Resort or Hallmark Resort .

If you’re traveling in a motorhome, a great place to spend the night is Cannon Beach RV Resort . Book it in advance. A great choice is also Seaside RV Resort .

Day 9 Oregon Road Trip Itinerary: Exploring Oregon Coast and returning to Portland

This is the penultimate day of our Oregon Road Trip Itinerary. We suggest you focus on the rest of the Oregon coast. You can stay in Cannon Beach and relax on the beach. Except for Cannon Beach is worth visiting Ecola State Park and taking Clatsop Loop Trail to see Tillamook Rock Lighthouse.

Or you can continue to go north. You can drive to Lewis and Clark National Historical Park and Astoria (it’s about 40 minutes from Cannon Beach). If you decide to go through Astoria, visit Astoria Pier and Marina, Cathedral Tree Trail, and Astoria-Megler Bridge. Moreover, you can check Goonies’ film locations. And then, from Astoria, drive via US-30 E and I-5 S and return to Portland. It’s 105 miles and 2 hours of driving.

If you have more time, you can go shopping in Portland. Remember that there is no sales tax in the state of Oregon, so it’s worth shopping here. It is much cheaper. For more things to do, you can check in our detailed 3 days in Portland Itinerary .

Day 10 Oregon Road Trip Itinerary: Exploring Portland and Columbia River Gorge/Multnomah Falls

We don’t know how much time you have on the last day of your Oregon road trip, so modify it according to your needs. If you do not have too much time on day 10, transfer your visit to Multnomah Falls and Columbia River George to day 9 or 1 of the Oregon Road Trip Itinerary.

Multnomah Falls is an icon of the Pacific Northwest. So, it’s worth your visit. It’s only 40 minute drive from Portland. More photos, tips, and directions we described in a separate article about Multnomah Falls and Columbia River Gorge .

How to shorten this Oregon Road Trip Itinerary to 7 days?

If you only have 7 days for your Oregon road trip and you would like to see all the places we write about, we suggest the following solution. Book 1 instead of 2 nights in Sisters / Bend. Remove Tamolitch Blue Pool Hike from the plan. Book 1 instead of 2 nights at Crater Lake NP. Make only a scenic drive loop and stop at the park’s best viewpoints. Finally, shorten your stay on the Oregon coast.

How to extend this Oregon Road Trip Itinerary to 14 days?

If you have 14 days for your Oregon Road Trip, you can, of course, spend more time in each place we describe. Depending on your preferences, you can spend more time in the mountains or at the seaside.

Add to your Oregon Road Trip Itinerary Alvord Desert and Hot Springs

But you can also visit other interesting places . One of our favorites we suggest adding to your Oregon road trip itinerary is Alvord Desert with Alvord Desert Hot Springs and Crystal Crane Hot Springs . If you want to see the desert and desert hot springs, adding them to your Oregon road trip itinerary is best after visiting Sisters and Bend. So, take US-20 E and OR-78 E to get there. It’s about 260 miles and 4,5 hours of driving. Moreover, check our tips and photos in this post to prepare well for this fabulous adventure. Along the way to the desert, near Burns, you will also have the Crane Hot Springs Resort. We stayed in it for the night, and it was perfect! So, check our reviews and photos here .

Add to your Oregon Road Trip Itinerary Covered Bridges of Oregon

Another option is adding some covered bridges to your Oregon road trip itinerary. We have described the most beautiful Oregon-covered bridges in this post . It’s best to add them to your Oregon Road Trip Itinerary on your way to Crater Lake NP. Detailed GPS coordinates you will in our post .

We hope this article helped you plan your Oregon Road Trip. If you like our Oregon Road Trip Itinerary, please share it! We wish you a fabulous Oregon adventure!

Do you like it? Pin it!

Agnes Stabinska is a writer, photographer, and co-founder of The Van Escape. She loves wildlife, landscape photography, and outdoor adventures, especially hiking, camping, and exploring U.S. national parks. Although she has traveled to many countries for almost 20 years, her favorite places are Alaska, the American Southwest, and the Pacific Northwest, which she often visits and explore with her partner, Chris. Their travel tips, itineraries, and recommendations will help you get away from it all and plan a wonderful vacation.

15 Comments

The only place I have done in the Pacific North West is Cape Flattery and Seattle and as an outdoor person, I got a lot to do in Washington, Montana and also Oregon. I have always dreamt of going to Oregon and try and hit up as much as I can including the Pacific Crest trail. You have giving me more ideas on your list here including those waterfalls! I might wait until my daughters have got a bit older so we can do outdoorsy stuff together. (living in the UK sucks sometimes when all the amazing nature stuff in the US is on the west coast!) 😛 

Well I guess I would have been $500 without reading this article. I’m not used to states where they fill up your gas tank for you! Ten days still doesn’t seem like long enough to see all of these sites. My gosh, the state is so beautiful especially Multnomah Falls, Crater Lake and the Hot Springs. I just want to see it all! Maybe I should move, lol.

You sure take some really good photographs. The waterfall  has given me new goals. And I would love to see Shaniko. In India, we don’t fill our own fuel, so that part is easy to handle. But the drive looks super in Oregon. 

So glad I came across this Oregon road trip itinerary! I am planning a road trip from Minnesota to the west coast for this upcoming summer and didn’t know where I should go…. Now I know, Oregon! I have been to Seattle and many spots in California, but haven’t been to any of these beautiful spots in Oregon.

I would like to visit Oregon, especially the coast and the hot springs. As of now, I prefer to stay away from Portland area. I think I read about Sister from your post before. Interesting town. So, by cross out Portland from the itinerary, 7 days will be enough for us.  

I have been wanting to visit Oregon for a while so this is a great comprehensive list of things you must see. I love all the nature and scenic views, so I’m sure a road trip is a great way to embrace that! Thank you for all the information!

I haven’t been able to do too many road trips till now except few when in Europe. This Oregon road trip certainly looks one I must do. Thanks for all the comprehensive information which would certainly help when we plan a trip there. Seeing the bridges of Oregon would be exciting too.

PNW has long been in my bucketlist! I can imagine doing it on a roadtrip with a campervan. The trails, nature and mountains that can be witnessed seem so amazing. I love your waterfall additions. This road trip will def be on our dream destinations one day.

Wow that’s interesting that in Oregon there are people to fill the fuel and doing on our own attracts a fine. Coming from India this is common but in Australia we have to do it on our own. Anyway I have never been to Oregon and this road trip definitely seems epic and the pictures look awesome. I will keep this itinerary in mind when I plan a trip in future.

Wow, what a great comprehensive guide to visiting Oregon! I’ve always wanted to visit Crater Lake and now I have even more places to add to my list. There really is something special about the Pacific Northwest, it’s such a gorgeous area.

Ooh saving this. What a fab looking itinerary. I have travelled extensively around the US but not been around Portland and Oregon yet. Keep hearing good things. May have to wait a while before returning to the States, but this trip will be high on my list!

What a great Oregon road trip itinerary! Yes, I would add more time at the vineyards, but that’s just me! I would also love to just sit out and watch the seal & sea lions! I think I would also really enjoy visiting the Crane Hot Springs Resort! 

Truly Oregon is such a pretty state. We’ve done all those you mentioned here. Perhaps more days for Bend, Painted Hills, and caves of Oregon!

Love the ghost town you mentioned and the wineries you included! so cool!

This was one very detailed itinerary for a road trip in Oregon. I don’t think I’ve seen anything that comes close to offering this level of information for a holiday idea. The photos you used are amazing as well. If I live in the US, I would definitely try this road trip out

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Oregon Trail

By: History.com Editors

Updated: August 10, 2022 | Original: December 6, 2017

The Oregon Trail was a roughly 2,000-mile route from Independence, Missouri, to Oregon City, Oregon, that was used by hundreds of thousands of American pioneers in the mid-1800s to emigrate west. The trail was arduous and snaked through Missouri and present-day Kansas, Nebraska, Wyoming, Idaho and finally into Oregon. Without the Oregon Trail and the passing of the Oregon Donation Land Act in 1850, which encouraged settlement in the Oregon Territory, American pioneers would have been slower to settle the American West in the 19th century.

Missionaries Blaze the Oregon Trail

By the 1840s, the Manifest Destiny had Americans in the East eager to expand their horizons. While Lewis and Clark had made their way west from 1804 to 1806, merchants, traders and trappers were also among the first people to forge a path across the Continental Divide.

But it was missionaries who really blazed the Oregon Trail. Merchant Nathaniel Wyeth in 1834 led the first religious group, in addition to traders and naturalists, west to present-day Idaho , where they built an outpost.

Marcus Whitman

Determined to spread Christianity to American Indians on the frontier, doctor and Protestant missionary Marcus Whitman set out on horseback from the Northeast in 1835 to prove that the westward trail to Oregon could be traversed safely and further than ever before.

Whitman’s first attempt took him as far the Green River Rendezvous, a meeting place for fur trappers and traders in the Rocky Mountains near present-day Daniel, Wyoming . Upon returning home, Whitman married and set out again, this time with his young wife Narcissa and another Protestant missionary couple.

The party made it to the Green River Rendezvous, then faced a grueling journey along Native American trails across the Rockies using Hudson Bay Company trappers as guides. They finally reached Fort Vancouver, Washington , and built missionary posts nearby—Whitman’s post was at Waiilatpu amid the Cayuse Indians.

Whitman’s small party had proved both men and women could travel west, although not easily. Narcissa’s accounts of the journey were published in the East and slowly more missionaries and settlers followed their path which became known as the Whitman Mission Route.

In 1842, the Whitman mission was closed by the American Missionary Board, and Whitman went back to the East on horseback where he lobbied for continued funding of his mission work. In the meantime, missionary Elijah White led over 100 pioneers across the Oregon Trail.

Great Emigration of 1843

When Whitman headed west yet again, he met up with a huge wagon train destined for Oregon. The group included 120 wagons, about 1,000 people and thousands of livestock. Their trek began on May 22 and lasted five months.

It effectively opened the floodgates of pioneer migration along the Oregon Trail and became known as the Great Emigration of 1843 .

Upon Whitman’s return to his mission, his main goal shifted from converting American Indians to assisting white settlers. As more settlers arrived, the Cayuse resisted their encroachment.

After a measles epidemic broke out in 1847, the Cayuse population was decimated, despite Whitman using his medical knowledge to help them.

In the ongoing conflict, Whitman, his wife and some of the mission staff were killed; many more were taken hostage for over a month. The incident sparked a seven-year war between the Cayuse and the federal government.

Life on the Oregon Trail

Planning a five- to six-month trip across rugged terrain was no easy task and could take up to a year. Emigrants had to sell their homes, businesses and any possessions they couldn’t take with them. They also had to purchase hundreds of pounds of supplies including flour, sugar, bacon, coffee, salt, rifles and ammunition.

By far, the most important item for successful life on the trail was the covered wagon. It had to be sturdy enough to withstand the elements yet small and light enough for a team of oxen or mules to pull day after day.

Most wagons were about six feet wide and twelve feet long. They were usually made of seasoned hardwood and covered with a large, oiled canvas stretched over wood frames. In addition to food supplies, the wagons were laden with water barrels, tar buckets and extra wheels and axles.

Contrary to popular belief, most of the wagons that journeyed the Oregon Trail were prairie schooners and not larger, heavier Conestoga wagons .

Oregon Trail Route

It was critical for travelers to leave in April or May if they hoped to reach Oregon before the winter snows began. Leaving in late spring also ensured there’d be ample grass along the way to feed livestock.

As the Oregon Trail gained popularity, it wasn’t unusual for thousands of pioneers to be on the path at the same time, especially during the California Gold Rush . Depending on the terrain, wagons traveled side by side or single file.

There were slightly different paths for reaching Oregon but, for the most part, settlers crossed the Great Plains until they reached their first trading post at Fort Kearny, Nebraska , averaging between ten and fifteen miles per day.

From Fort Kearney, they followed the Platte River over 600 miles to Fort Laramie, Wyoming , and then ascended the Rocky Mountains where they faced hot days and cold nights. Summer thunderstorms were common and made traveling slow and treacherous.

Independence Rock

The settlers gave a sigh of relief if they reached Independence Rock —a huge granite rock in Wyoming that marked the halfway point of their journey—by July 4 because it meant they were on schedule. So many people added their name to the rock it became known as the “Great Register of the Desert.”

After leaving Independence Rock, settlers climbed the Rocky Mountains to the South Pass. Then they crossed the desert to Fort Hall , the second trading post.

From there they navigated Snake River Canyon and a steep, dangerous climb over the Blue Mountains before moving along the Columbia River to the settlement of The Dalles and finally to Oregon City. Some people continued south into California , especially after the Gold Rush started in 1849.

Dangers on the Oregon Trail

Many settlers looked at the Oregon Trail with an idealistic eye, but it was anything but romantic. According to the Oregon California Trails Association , almost one in ten who embarked on the trail didn’t survive.

Most people died of diseases such as dysentery, cholera , smallpox or flu , or in accidents caused by inexperience, exhaustion and carelessness. It was not uncommon for people to be crushed beneath wagon wheels or accidentally shot to death, and many people drowned during perilous river crossings.

Travelers often left warning messages to those journeying behind them if there was an outbreak of disease, bad water or hostile Native American tribes nearby. As more and more settlers headed west, the Oregon Trail became a well-beaten path and an abandoned junkyard of surrendered possessions. It also became a graveyard for tens of thousands of pioneer men, women, children and countless livestock.

Over time, conditions along the Oregon Trail improved. Bridges and ferries were built to make water crossings safer. Settlements and additional supply posts appeared along the way which gave weary travelers a place to rest and regroup.

Trail guides wrote guidebooks, so settlers no longer had to bring an escort with them on their journey. Unfortunately, however, not all the books were accurate and left some settlers lost and in danger of running out of provisions.

The End of the Oregon Trail

With the completion of the first transcontinental railroad in Utah in 1869, westward wagon trains decreased significantly as settlers chose the faster and more reliable mode of transportation.

Still, as towns were established along the Oregon Trail, the route continued to serve thousands of emigrants with “gold fever” on their way to California. It was also a main thoroughfare for massive cattle drives between 1866 and 1888.

By 1890, the railroads had all but eliminated the need to journey thousands of miles in a covered wagon. Settlers from the east were more than happy to hop on a train and arrive in the West in one week instead of six months.

Although modern progress ended the need for the Oregon Trail, its historical significance could not be ignored. The National Park Service created the Oregon National Historic Trail in 1981 and continues to educate the public on its importance.

READ MORE:  Manifest Destiny

Life and Death on the Oregon Trail: Provisions for Births and Lethal Circumstances. Oregon California Trails Association. Marcus Whitman (1802-1847) Narcissa Whitman (1808-1847). PBS New Perspectives on the West. Oregon Donation Land Act. The Oregon Encyclopedia. Oregon or Bust. Arizona Geographic Alliance. Oregon Trail. The Oregon Encyclopedia. Trail Basics: The Starting Point. National Oregon California Trail Center. Trail Basics: The Wagon. National Oregon California Trail Center. Where did the Oregon Trail Go? Reaching Oregon’s Willamette Valley. Oregon California Trails Association. Washington: Whitman Mission National Historic Site. National Park Service.

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9 things you need to know before you go to Oregon

Apr 11, 2024 • 6 min read

From polite drivers to getting your camping and hiking permits early, follow these tips in Oregon © iStock Editorial / Getty Images

When I tell people I grew up in Oregon , I can almost see the stereotypes going through their heads. Depending on how familiar with the state they are, people seem to think I grew up camping and hiking (I didn’t), that I love beer (I don’t) or that I drive way too slowly (my parents would tell you quite the opposite).

What they don't guess is that that I’m utterly confused when I have to pay sales tax in other states; that I abhor pumping my own gas; and that although I grew up in Oregon there are parts of the state I’ve yet to see.

One thing I can say for sure, however, is: we do things a bit differently in Oregon. Here are the key things you need to know before you come for a visit. 

1. Give yourself plenty of time to explore Oregon – the state is bigger than it seems

Covering an area of just under 100,000 square miles, Oregon is really big (bigger-than-the-entire-UK big) and many of the state’s roads­ – particularly in the national forests, the Columbia River Gorge and along the Oregon Coast – are ridiculously scenic. It’s wise to give yourself extra time to stop at viewpoints and take it all in.

2. Don’t assume you can pump your own gas

While you’re expected to pump your own gas in most of the US, that is not the case in Oregon. From 1951 up until 2023, it was actually illegal to pump your own gas in most of the state (with a few exceptions). While some gas stations are now allowed to let you take control at the pump, many still have attendants on staff to do the fueling for you. Others allow customers to pump diesel, but nothing else. If you prefer a DIY experience at the gas station look for signs that read “self-serve” ­before you rush out of the car.

3. Reserve campsites and hiking permits in advance

Most of Oregon’s biggest cities are cool and rainy throughout most of the year, which means we only have a few months in the summer to make up for lost time outdoors. Camping, hiking, and backpacking are all wildly popular among Oregonians and visitors alike, and many people set alarms in order to book campsites as soon as they become available (that is: first thing in the morning, six months in advance for both state parks and national forest campgrounds). You'll need a permit to hike or camp in parts of the Central Cascades Wilderness between mid-June and mid-October too. Typically, 40% of permits become available in early spring while the remainder go live for online booking one week in advance.

Plan your outdoor adventures in Oregon with this guide to the best state parks. 

4. Don’t put cans and bottles in the trash

Spend much time in urban Oregon and you’ll likely see someone leave an empty pop-can on top (rather than inside) a public garbage can. Plastic, glass and aluminium beverage containers (but, oddly, not wine bottles) all have a bottle deposit in Oregon. Buy most bevies at an Oregon store and a 10-cent deposit per bottle will be tacked onto your bill. You can later bring your bottle back in return for your dime. However, most people either save their bottles up and do a big redemption drive once they have collected a good amount, or simply leave their valuable recyclables out for someone else to pick them up.

5. Don’t worry about sales tax

Oregon is one of only a handful of states in the nation that doesn’t have sales tax. Bottle deposit aside, when it comes to pricing, what you see typically is what you get. This makes Oregon a great state for shopping and if you’re in the market for an expensive electronic device or a high-end handbag, it’s often worth waiting until you reach Oregon to buy. The only major exceptions to this rule is cannabis dispensaries and hotels, where industry-specific taxes are typically tacked on.

6. Keep it casual on the road

Oregon is an incredibly causal place, both when it comes to how you dress and how you interact with others. People tend to stand out when they dress too formally and while it’s fine to dress however you feel want, overt displays of wealth are typically viewed as vulgarly ostentatious. By the same token, referring to someone who looks under 80 by Mr or Ms, instead of just by their first name, might raise a few eyebrows. Also note: people in Oregon tend to be a little less direct than in other parts of the US (and yes, passive-aggression is a thing here). While it’s fine to be straight with people, make sure to pad any "real talk" with extra niceties in Oregon.

Have car, will travel: here are the best road trips in Oregon. 

7. Slow your roll – and know Oregon’s rules of the road

Oregonians are often stereotyped as overly polite drivers, sometimes to the point where it’s almost dangerous. I’ll be the first to admit that I think many of us could learn to be a bit more assertive on the road, especially when it comes to zipper merging. There is a big difference between driving with confidence and driving like a jerk.

In Oregon, people will typically let a car out of a parking lot and onto a road or for you to merge onto the freeway, even if it means having to move over one lane or slow down. If you plan to drive in Oregon, remember to be polite, even if it costs you a few more minutes on the road. On that note, speed limits are slower than other destinations in the Western US – you’ll rarely see a speed limit above 65. Oh, and U-turns are illegal except when “U-Turn Allowed” is explicitly posted.

8. Snow can (and does) shut down much of the state

We have somewhat regular “Snowmageddons” in Oregon, particularly in the western regions where most people aren’t accustomed to much snow. What this means is that if it snows even more than a few inches, schools close down, restaurants shut, cars get abandoned and all but the bravest souls (and transplants from states where snow driving is a normal part of life) hide away in their homes. If you come to Oregon in January or February, you too may get to experience the end of days, particularly if you come to Portland, where salting the roads has only been a thing since 2017.

9. Don’t leave valuables in your car, especially in Portland

While Oregon’s big cities are far from the most dangerous in the nation, one thing that we do get a lot of – especially in Portland – is car break-ins. While thieves in the city are unlikely to do a smash-and-grab for your library books or a pile of old CDs, your gym bag, lunch bag and power bank are all enticing objects. Catalytic converters used to be a hot-ticket item, too, so much so – in fact – that the state senate passed a bill in 2021 making it illegal for scrap metal sellers to buy them. To avoid becoming a target – try to park in brightly lit, public areas when possible and don't leave valuables on show.

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