middleburg stable tour 2022

9 BEST Things to Do in Middleburg {A Guide to Virginia’s Gorgeous Hunt Country}

By: Author Katie

Posted on Published: March 16, 2022  - Last updated: March 28, 2022

Tucked away in Loudoun County, just an hour from Washington DC, is the beautiful and historic Virginia town of Middleburg, one of Virginia’s hidden gems.

Middleburg is a center for wine, hunting, and luxury country living. Virginia’s hunt country surrounds this town with rolling hills, rustling streams, and picturesque horse farms. There are many things to do in Middleburg, from antiquing to wine tasting and from history tours to golfing.

Here are nine of the best.

How to enjoy Middleburg and the surrounding horse country

Jackie Kennedy loved visiting Middleburg as the first lady, and you’ll soon see why. The town is quaint and picturesque, with 18th- and 19th-century architecture. Many buildings are now home to shops, art galleries, and restaurants. The streets are lined with trees that provide welcome shade in the summertime heat.

1. Go shopping along Washingon Street in the historic downtown

Washington Street is a classic small-town main Street. It has a half-mile-long layout with shops, restaurants, and galleries on both sides. This makes it the perfect place to stroll and shop.

Washington Street is home to various businesses, including boutiques, general stores, and restaurants. The Fun Shop is a general store-meets-department store with everything from children’s toys to gourmet goodies. If you’re looking for something specific, they’re likely to have it. Pick up a tailored suit at Highcliffe Clothiers or a summery skirt at Lou Lou Boutiques in the nearby Fun Shop and Christmas Sleigh.

2. Visit the National Sporting Library & Museum

The National Sporting Library & Museum is located in Middleburg, Virginia. It celebrates the rich cultural tradition of country pastime pursuits, including angling (fishing), shooting, horsemanship, steeplechasing (racing horses over fences), and foxhunting (hunting foxes with packs of hounds). The library has an extensive collection of materials related to these activities, including books, periodicals, artwork, and archival materials.

The National Sporting Library and Museum is a must-see attraction for visitors to Middleburg. The library has been open since 1965 and contains a variety of resources for those interested in the history of the sport. Some past signature exhibits have included Afield in America: 400 Years of Animal and Sporting Art, which showcased sporting art from the 16th century to the present day, and A Gentleman’s Game: Baseball in the British Isles which explored baseball’s development in Great Britain.

The library is open year-round Monday through Saturday from 9 am to 5 pm.

3. Sample Drinks at Mount Defiance Cidery and Distillery

Defiance Cidery and Distillery is a relative newcomer to the cider scene, opening in 2014. However, they have quickly made a name for themselves with their traditional farmhouse blends of dry cider, infused with delicious flavors like fresh ginger and five pepper.

The cidery produces a variety of co-fermented ciders, which are available for tasting at the facility throughout the year. The distillery focuses on Revival classic spirits, focusing on pre-Prohibition “lost spirits” and favorites that date back to the region’s Colonial era.

The Mt. Defiance Cidery and Distillery is a great place to visit if you’re looking for something fun to do in Middleburg. Not only do they have a delicious restaurant and lovely tasting room. But they also have a gift shop where you can buy all sorts of local products.

4. Dine at The Red Fox Inn and Tavern

The Red Fox Inn and Tavern is a historic landmark in downtown Middleburg. It offers visitors a chance to experience traditional Virginia cuisine in a rustic tavern setting. The food is hearty, and the atmosphere is cozy and inviting.

It was established in 1728 by Robert “King” Carter III and is inspired by four centuries of Virginia hunt country tradition. The inn features 18 guest rooms, a restaurant, bar, meeting spaces, and an outdoor patio. It offers romantic guest rooms fitted with traditional Piedmont furnishings and unique weddings and social events.

The Red Fox inn has a delicious restaurant on the first floor that serves American cuisine. The restaurant has a bar that serves alcoholic beverages, and the inn also offers package deals that include meals, drinks, and accommodations.

5. Take in the picturesque scenery

Really, Middleburg is most famous just for being beautiful. If you aren’t interested in historic buildings or horses, you’ll still love walking around the downtown and driving through the surrounding countryside.

There are rolling hills, farms, and charming old buildings around every turn. You can see the Blue Ridge and Bull Run mountains in the distance. It’s breathtaking.

6. Go on a horse farm tour

The Hunt Country Stable Tour is a unique event every May in Middleburg, Virginia. The tour takes you through Upperville, and The Plains, Virginia. It is an incredibly special event to explore horse farms and facilities in Middleburg, Virginia.

Note: This is a hugely popular and crowded event . Traffic will be crazy, and hotels will book up a year in advance.

7. Saddle Up For A Horseback Ride

Middleburg is the hunt capital of Virginia, and if you want to try horseback riding for the first time, there’s no better place.

The Salamander Resort is a great place to visit for horseback riding. They offer lessons in dressage, show jumping, and hunting. You can also take a trail ride through the beautiful Virginia countryside.

Horseback riding is the perfect way to enjoy the beauty of nature while getting some exercise. It’s also an excellent opportunity to spend time with friends or family. However, please be aware that weather conditions can change quickly, so always be prepared for rain or other surprises.

8. Relax at Salamander Resort & Spa

Salamander Resort & Spa is a 5-star luxury spa hotel located in Middleburg, Virginia. The resort features luxurious accommodations, world-class amenities, and an award-winning spa, making it ideal for relaxing and rejuvenating. It offers a free car service to/from anything within a 5-mile radius of the property, making it the perfect destination for a relaxing getaway.

9. Visit the cozy tasting room at Boxwood Estate Winery

Boxwood Estate Winery is located in Middleburg, Virginia, on a historic landmark farm. The winery is housed in a beautifully restored 18th century stone barn on a working horse farm. Visitors can enjoy wine tastings, tours of the winemaking facilities, and stunning views of the Blue Ridge Mountains from the tasting room.

This charming winery offers tastings and tours, and you can even enjoy a lovely picnic on the property.

10. Enjoy fine dining at the Goodstone Inn

The gorgeous (and expensive) Goodstone Inn, a hotel and gourmet restaurant, is about a ten-minute drive from the National Sporting Library. They have an outdoor pool for guests and stone walls surrounding the property.

But the best thing about the Goodstone Inn is the restaurant. It’s one of the few places in the area that offers a prix fixe menu, and the food is absolutely amazing (especially the crab cakes). If you’re looking for a special night out, this is the place to go.

11. Have lunch outside at The Red Horse Tavern

Looking for more casual fare? The Red Horse Tavern has a cute patio right on Washington Street where you can enjoy drinks and sandwiches. It’s great for people-watching and soaking up downtown Middleburg.

Frequently asked questions about Middleburg

Not really. Certainly, children are welcome everywhere, but the town revolves around mostly adult pursuits with a very “ladies who lunch” vibe. Our kids found it to be pretty boring.

Not in the downtown. But there’s a Quality Inn about 15 minutes away that’s inexpensive. And the surrounding Loudoun County is full of more affordable spots.

There are two big ones: Christmas in Middleburg and The Hunt Country Stable Tour. They’re both super popular and require a lot of advance planning.

Things to do nearby

Had enough horse racing and art gallery exploration? The surrounding area is rich with Civil War and Revolutionary history and much less fancy 😉.

• Visit Mount Vernon estate, the home of George Washington, a must-see Virginia landmark.
• Explore nearby Virginia Civil War battlefields (Bull Run is quite close!)
• You’re close to the Blue Ridge Mountains and so many Virginia campgrounds.

Enjoy the rich history and beauty of this small town

There are plenty of things to do in Middleburg, Virginia, regardless of your interests. Historic buildings, horse farms, and beautiful scenery are just a few of the things you can enjoy while visiting this charming town. So if you’re looking for a fun and relaxing getaway, be sure to check out one of our favorite historic towns.

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Local Events in Middleburg

Come & join the fun.

Renowned as the Nation’s Horse & Hunt Capital, Middleburg offers a variety of equestrian events throughout the year, including the Middleburg Spring Races and the Virginia Fall Races. It’s also a well-known destination for the arts with events like the Middleburg Film Festival and Art in the Burg.

Christmas in Middleburg draws thousands of visitors, who line the streets on the first Saturday in December to watch the parade and the Middleburg Hunt Revue.

Check the calendar below to find out what’s happening around town.

Howard Allen & The Horse World Photography and Equestrian Oil Paintings

Upperville Garden Club Daffodil Show

“Nature’s Narrative” Exhibit

Mixology Masterclass

• Adult Beverages

Bank of Charles Town Nonprofit Summit Breakfast

Explorations in Watercolor

Lost Barrel Brewing Happy Hour

• Eat & Drink

Salamander Middleburg Author Series- Greg Lukianoff

Middleburg Museum Open House

The Happiness of Color Spring Jewelry Event

Getting into Chickens

• Conservation

Boxwood Topiary Vertical Tasting

The Hill School Sporting Clays Invitational

Beer Pairing Dinner

Adult Book Club at Middleburg Library

Peter J. Lapp at Middleburg Books

Poetry & Tea

“Honoring the Point” The Gwynne McDevitt Sporting Dog Collection

Concert on the Hill with The Blue Ridge Bandits

• Kids and Teens

Tending to Our Tenderness: Poetry Workshop

Bluewater Cocina Spring Fling Fiesta

Anime Buttons

All Ages Art

Middleburg Humane’s Fiesta Gala

Somm Sunday: Australia and New Zealand

The Living Poets Society

Thomas Jefferson Birthday Celebration with Peter Hatch

Rambling Readers

In with the Old: Antiques and Fine Art with the Contemporary Collector, A Panel Discussion

BarnWiz App Launch Party

The Middleburg Spring Races

Dandelion Meadow Spring Benefit

Mrs. Mellon’s Spring Garden: A Special Evening Preview

Mike Vickers in Conversation with Michael Morell

Windy Hill Sip & Soiree

Arbor Day Open House at the Upperville Horse Show’s Grafton Farm

DIY: Spring Paper Lanterns

Spring Town Cleanup

Middleburg’s Arbor Day Celebration

Fox Tales Story Time

Spring Beer Fest

Budbreak Celebration

Middleburg Books Presents Scott Gates

Middleburg Hunt Point to Point

Sunday Sketch

Champagne & Flowers 2024!

Paint Out: In the Walled Garden- Independent Work Session for Artists

Virginia Gold Cup

An Exploration of Landscape and History

Concert on the Hill with The Crooked Angels

Tea in Mrs. Mellon’s Garden

Artists Reception

A Casino Night & Gala

Biodiversity Walk

Gallery talk.

Twilight Jumpers

171st Upperville Colt & Horse Show presented by MARS Equestrian™

Concert on the hill with bess putnam, want to submit your event, anyone in the local middleburg area can easily submit an event online.

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Established in the 1960s, the Middleburg Business and Professional Association is a membership-based organization that works to promote, enhance and support the local businesses of Middleburg, Virginia, “The Nation’s Horse & Hunt Capital.

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Hunt Country Stable Tour

Photos by Joanne Maisano

Every spring, some of the best horse farms and equestrian facilities in the world open their doors to visitors. It just so happens that these venues are clustered around Upperville, Middleburg and The Plains, Virginia.

This popular, self-guided tour took place on Memorial Day weekend. The weather cooperated to make this a memorable experience for visitors who spent two days exploring the farms and back roads of one of the nation’s most scenic regions. ML

Environmental Film Night with Goose Creek Association and Land Trust of Virginia

Professional Space for Lease in Downtown Middleburg

Hansel & Gretel: An Opera for the Whole Family

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Visiting Virginia’s Horse Country

April 28, 2020

Middleburg commemorates 100 years of steeplechase racing.

The annual Middleburg Spring Races are held in April.

Photo courtesy of Middleburg Photo

This year marks the 100th running of a storied event that has taken place every April since 1921: the Middleburg Spring Races. Glenwood Park, five miles from Middleburg’s Washington Street, welcomes nationally ranked equestrians competing in a spectacle of pageantry and athleticism. Known for its natural beauty and ideal sporting features, Middleburg is considered the top equestrian and hunting center in the nation. “Our Middleburg Spring Races kick off the spring season,” says Middleburg’s mayor Bridge Littleton. “They are a bellwether event for the town, and we have thousands of people attending them. Nothing is as beautiful or well put together as Glenwood Park, and all profits go to the pediatric unit at INOVA Loudoun Hospital.” 

The hills and dales of Glenwood Park are the ancestral home of the annual steeplechase and embody the town’s commitment to protecting open spaces. Annie Bishop, a member of the races’ advisory board, has attended the event since she was a little girl. “The event has endured so long because the Middleburg community and surrounding area are steeped in horse tradition. People really want to protect that way of life and preserve the land for use of horses, steeplechase, and fox hunting. They’ve been good stewards of the land, helping to ensure that the tradition continues.” 

Julia Hanson, equestrian supervisor at Salamander Resort, with Patrick.

Photography by Jennifer Chase

Glenwood Park stands out for its undulating, impeccably groomed turf and the ability for spectators to view the entire racecourse while the horses are running. “You can see every single fence from wherever you are standing,” notes Bishop. “Glenwood Park is a beautiful venue. You’re looking at the Blue Ridge Mountains in the background, standing underneath oak trees that are 100 years old, beside old stone walls. Everything is starting to turn green. It’s magical.”

There are three types of contests at the Middleburg Spring Races: a flat race, timber races with fences made of wood, and hurdle races made of brush. But even those who aren’t particularly knowledgeable about steeplechase like to come for the tailgating. Bishop says attendees construct elaborate setups with floral arrangements, cocktails, and Champagne. They serve classic Southern dishes like fried chicken and deviled eggs. The race organizers invite Hammerdown Barbeque and Old Bust Head Brewing Co. to serve refreshments. Even youngsters get in the act by racing their stick ponies down the stretch. 

The love of horses is part of the town’s DNA, so Middleburg is the ideal home for the globally recognized National Sporting Library & Museum, a shrine to the niche topic of equestrian sports. “The Library has 4,000 rare books and 5,000 objects,” explains head librarian Michelle Guzman. “It’s a tiny subject, but people come from around the world to research equine and veterinary studies, hunting, and angling here.” In honor of 100th running, the museum will unveil Thrill of the ’Chace: Steeplechase in Art , a new exhibition showcasing paintings, sculptures, and works on paper from the National Sporting Library & Museum’s permanent collection and venues across the country.

Van Haute’s lightly cured king salmon appetizer is dotted with avocado and plated with pickled cucumber, buckwheat, and apple.

Observing majestic horses, visiting the museum, and shopping for bridles and breeches are just a few of the distinct experiences you can have in Middleburg. The town is likewise known for its hospitality. The Red Fox Inn & Tavern is the oldest continuously operating inn in America. The brick and stone buildings date back to the 18th century and served travelers on the wagon, and later, stagecoach trail. During the Civil War, The Red Fox Inn functioned as the meeting spot for Confederate cavalry commander John Mosby and his infamous Rangers. In the 20th century, President John F. Kennedy, who owned a home in Middleburg, held press conferences at the Red Fox Inn’s JEB Stuart Room. 

Chef Jan Van Haute at The Conservatory at Goodstone.

In contrast, the luxurious Salamander Resort & Spa is sparkling and modern, but inspired by the architectural traditions of Virginia’s countryside. The entrepreneur behind the resort is Sheila C. Johnson, founder of BET (Black Entertainment Television), a philanthropist, and the only African American woman to have ownership in three professional sports teams: the Washington Capitals, Washington Wizards, and Washington Mystics. Johnson is a longtime resident of Middleburg, and her daughter is an accomplished equestrian. When Johnson opened Salamander, the resort attracted new clientele seeking luxury accommodations, scenic recreation, and distinguished dining. 

Every space in the Salamander immerses guests in Middleburg’s proud heritage. A gifted artist, Johnson shot the landscape and nature photos in the guest rooms and installed horse-themed art throughout. Guests can participate in equine activities, such as group trail rides, on the 340-acre property, or enjoy cooking demonstrations, spa treatments, zip-lining, and children’s programs. The Salamander even offers art classes in which guests can create their own horse-inspired compositions. 

In Middleburg you can indulge your tastes in couture clothing and home décor or forage for antiques influenced by the horse and hound culture. Nearly all 40 retailers in Middleburg are independent shops. Don’t be surprised to meet a friendly storeowner like Wendy Osborn of Chloe’s, who graciously disperses fashion advice along with homespun health tips. 

Many of Middleburg’s food and beverage proprietors source ingredients from the plethora of nearby farms. Goodstone Inn & Restaurant, which sits on 265 acres of farmland, features seasonally driven meals in a three-story conservatory. Mt. Defiance Cidery & Distillery produces award-winning cider and spirits using Virginia-grown apples. 

Middleburg is also home to five wineries, many of which rely primarily on their own vineyards for fruit. At Greenhill Winery & Vineyards, general manager Jed Gray notes, “There’s a greater breadth of varietal wines here because our terroir is diverse.” Gray says visitors are captivated when they arrive. “They don’t expect to come out and see the landscape change so much; it feels so far away. Middleburg is a charming and architecturally beautiful town, with stone walls, country houses, mills, and farms. Drive down any road, and everyone has a name for their house, and they’re not just million-dollar abodes. It has changed but hasn’t changed at the same time.”

Mayor Bridge Littleton.

The Town of Middleburg has 700 residents who traditionally pick up their mail at the Middleburg Post Office, which informally functions like a town center, according to Mayor Littleton. Because Middleburg is such a coveted address, there’s always a waiting list. Surrounding the town are large estates owned by heirs and heiresses, including the Firestones and DuPonts, and celebrities like Robert Duvall. Elizabeth Taylor lived here when she was married to former U.S. Sen. John Warner.

Despite its reputation for understated glitz and glam, Middleburg is a soothing environment where you can relax and attend festive events. Some highlights include the Middleburg Film Festival, Historic Fall Festival, and Christmas in Middleburg, featuring a picture-perfect parade. In spring and summer, Middleburg hosts garden walks, ghost tours, and Sunday polo games. 

More than anything else, though, Middleburg has a small town feel, including the sociable merchants, an accessible main street (there’s no fee for parking), and the beautifully preserved countryside surrounding the town. Littleton says these features attract visitors time and again.

“When you come to Middleburg, you’re sure to make emotional connections. It’s our people; that’s what makes it so special,” says Littleton. “Besides being one of most beautiful parts of the state, you get to be a part of something that isn’t manufactured. Something that’s genuine.” So saddle up this spring, and visit the neighborly, picturesque town of Middleburg. 

The Red Fox Inn & Tavern.

Make It A Weekend

King Street Oyster Bar In addition to its signature oyster bar, this restaurant has the preeminent happy hour with a long list of $5 beverages and appetizers. KingStreetOysterBar.com

Middleburg Common Grounds The town’s favorite coffee and sandwich shop. The rustic bistro features counter service and showcases a gallery of local artists. MiddleburgCommonGrounds.com

Goodstone Inn & Restaurant This exquisitely romantic inn serves farm-to-table French country cuisine. Chef Jan Van Haute, who formerly cooked for Belgium’s royal family, sources from Goodstone’s farm and vegetable garden, and the 1,500-bottle wine cellar features vintages from local vineyards. Ask about the monthly Farm & Vine Series. Goodstone.com

Greenhill Winery & Vineyards The tasting room, clubhouse, and farm store create a wine tasting experience beloved by locals and luminaries alike.  GreenhillVineyards.com

Mt. Defiance Cidery & Distillery Located in downtown Middleburg and in a barn perched upon a sizable hill, this local beverage maker blends cutting-edge ciders and spirits. MtDefiance.com

Gold Cup Wine Bar Enjoy the height of sophisticated sipping at this clubby wine bar inside the Salamander Resort. Try Virginia wines, cocktails, and pub food with complimentary tastings on Sundays from 2 to 4 p.m.  SalamanderResort.com

Activities:

National Sporting Library & Museum This unique complex celebrates the legacy of equine and angling sports with rotating exhibitions and an unparalleled collection of rare books and artifacts dedicated to the history of equine sports. NationalSporting.org

Aldie Mill Historic Park This restored gristmill, built in 1809, offers seasonal grain grinding demonstrations. NoVaParks.com

Sky Meadows State Park Twenty-two hiking trails with varying levels of difficulty offer access to the Appalachian Trail. Trails begin at the Historic Mt. Bleak-Skye Farm in Paris, circa 1780. From the ridge, take in vistas of farms, vineyards, and the peaks of the Shenandoah Mountains. DCR.Virginia.gov

Pick Your Own Fruit Farms There are many market farms near Middleburg, like Crooked Run Orchard in Purcellville, which specializes in peaches, pears, sour cherries, and apples. At Wegmeyer Farms in Hamilton, you can harvest strawberries and heritage pumpkins.  Facebook.com / CrookedRunOrchard ;   WegmeyerFarms.com

Horseback Riding The equestrian center at Salamander Resort offers lessons in riding and grooming, as well as group and individual trail rides. At nearby Marriott Ranch in Hume, sign up for a public or private trail ride. Both centers welcome riders of all levels.  TheNaturalConnectionInc.com

Greenhill Winery & Vineyards.

Where to Stay: 

Salamander Resort & Spa Elegant Forbes five-star hotel with a host of amenities, luxurious guest rooms, and a world-class spa. SalamanderResort.com

Briar Patch Bed & Breakfast Inn Country hospitality with stunning mountain views, evening barbecues, and cooking classes. BriarPatchBAndB.com

Goodstone Inn & Restaurant Five-star guest rooms and cottages on expansive farmland. Amenities include a pool terrace, trails for hiking and biking, and canoeing on Goose Creek. The larger cottages are perfect for groups and families. Goodstone.com

The Inn at Evergreen Modern, upscale inn on a former plantation property, featuring golf, swimming, and tennis. InnAtEvergreen.com

The 100th Middleburg Spring Races have been rescheduled to June 13, 2020 . Unfortunately, due to the COVID-19 pandemic, the races will not be open to the public . Please visit  MiddleburgSpringRaces.com  for details.  This article originally appeared in our April 2020 issue.

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Florida All Breed Show June 18, 2023 HUNTERS

Florida All Breed Show December 15-17, 2023 Western/English

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Our kids, the show, the fun!

The best barn, the best parents, the best kids what a super show and a super day, we had an amazing experience this weekend at the jacksonville equestrian center.  the kids got many ribbons for all their hard work at the stable.  congratulations to madilyn, karlie, maddie, aracelli, kylie, olivia, and courtney for accomplishing the lead-line, walk, walk-trot, walk-trot cross-rails, and the 18" jumpers this weekend.  all the kids did amazing and really grew in experience and knowledge  fantastic job  see everyone again dec 17&18 when we come again and do it all over  way to go    thanks to my amazing familys and incredible staff, it couldn't be done without you  helen, taylor, caitlin, allison, lesley, you ladies rock  hunter, gracie and i adore you  mom's you are the best too   your girls are learning life lessons and confidence that only the horse can give   luv cherie, florida all breed show october 8 & 9 2002.

We start our show experience here.  Our beautiful participants did so amazing, here are some of our pictures from our first show.  First Coast Hunter Jumper Association Feb 11, 12, 2022 

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Middleton Stables Show Team!!!

Show May 7, 2022 FCHJS

Our kids had a blast and earned lots of ribbons!  Way to go Middleton Stables Family!!!  

The Show First Coast Clay County June 12, 2022

Congratulations to our Stable team!  Sophia took home 3 ribbons in the Walk class with Gracie, and Madilyn 2 with Hunter.  Zendaya on Gracie and Sadye on Hunter looked amazing in the lead-line class and both got blue ribbons!  It was a super fun day and all participants did wonderful!  Can't wait til the next show in September! Thanks to all the parents and friends who came out to support us in our equestrian efforts today!  All our kids did amazing and their confidence and skills are growing every week!  See you back at the stable!

Jumps Season Stable Tours: 2022-23 National Hunt

Check out our all-in-one hub where you can get the latest Stable Tours from some of the top yards ahead of the 2022-23 National Hunt campaign.

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