Middleburg, Virginia, United States Guide
Tucked away in the rolling hills of Virginia's famed Hunt Country, Middleburg offers a delightful blend of equestrian tradition, refined charm, and surprisingly accessible outdoor pursuits. It's the kind of place where historic stone buildings house boutique shops and art galleries, and the air often carries the faint scent of hay and old money. Perfect for travelers who appreciate a slower pace, a rich sense of place, and don't mind trading bustling city streets for scenic drives and the quiet elegance of a bygone era, Middleburg genuinely feels like stepping into a beautifully curated postcard. You'll find yourself drawn to strolling Washington Street, perhaps popping into the fascinating National Sporting Library & Museum, or simply soaking in the atmosphere. While Middleburg's charm is undeniable, it's worth noting that its upscale nature means dining and accommodation options can lean towards the pricier side, so budget-conscious travelers might want to plan accordingly or consider packing some picnic essentials. Furthermore, as a truly small town, the evenings tend to be very quiet; if you’re looking for vibrant nightlife, this isn’t your spot. Exploring the wider area, especially the numerous vineyards that dot the surrounding landscape or finding those quieter hiking spots, absolutely requires a car, as public transport is virtually non-existent. Weekends, particularly during fall foliage or equestrian events, can also see the town swell with visitors, making parking a bit of a treasure hunt.
Food & Cuisine
Middleburg's culinary scene is a delightful blend of classic American fare and refined dining experiences. Expect to find farm-to-table restaurants showcasing the region's fresh produce and locally sourced ingredients. The Red Fox Inn & Tavern is a historic landmark offering traditional American cuisine in a cozy setting. For a more upscale experience, Harrimans Virginia Piedmont Grill at the Salamander Resort & Spa provides exquisite dishes with stunning views. Don't miss the chance to sample local wines at one of the many vineyards surrounding the town, often paired with delicious cheese and charcuterie boards. For a casual bite, try one of the local cafes or bakeries offering sandwiches, pastries, and coffee.
Nightlife
Middleburg's nightlife is more about relaxed evenings than wild parties. The focus is on enjoying good company, fine wine, and delicious food. The Red Fox Inn & Tavern often features live music on weekends, creating a lively atmosphere. Several restaurants and bars along Washington Street offer a cozy setting for enjoying a drink and conversation. For a more sophisticated evening, consider visiting one of the nearby wineries for a wine tasting and sunset views.
Best Time to Visit
The best time to visit Middleburg is during the spring (April-May) or fall (September-October). In spring, the countryside comes alive with blooming flowers and lush greenery, while fall offers stunning foliage and crisp, cool air. These seasons also provide pleasant weather for outdoor activities like hiking, horseback riding, and wine tasting. Summer can be hot and humid, while winter can be cold and snowy, although the winter landscape can be quite beautiful.
Transportation
Middleburg is best explored by car. While there isn't a comprehensive public transportation system within the town itself, ride-sharing services like Uber and Lyft are available, though their availability can be limited, especially during off-peak hours. Consider renting a car to fully explore the surrounding Loudoun County and its wineries, farms, and other attractions.
Airport
The closest major airport to Middleburg is Washington Dulles International Airport (IAD), which is approximately 30 miles away. From the airport, you can rent a car, take a taxi, or use a ride-sharing service to reach Middleburg. The drive typically takes around 45 minutes to an hour, depending on traffic.
Attractions
Goose Creek Bridge
The Goose Creek Bridge is a historic landmark in Middleburg, Virginia. Built in the early 19th century, this stone arch bridge spans Goose Creek and is a testament to the region's rich history and architectural heritage. It's a picturesque spot for a photo and a reminder of the area's past.
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern is a historic landmark in Middleburg, Virginia, offering a charming blend of hospitality and culinary excellence. Established in 1728, this iconic inn features cozy accommodations, a renowned restaurant serving regional cuisine, and a warm, inviting atmosphere. It's a perfect destination for a memorable getaway.
Boxwood Winery
Visit Boxwood Winery, known for its Bordeaux-style red and white wines. Take a tour of the vineyard and winery, learn about the winemaking process, and enjoy a tasting of their award-winning wines. Relax on the patio with a glass of wine and enjoy the beautiful views of the surrounding countryside.
Middleburg Community Center
The Middleburg Community Center is a hub of activity in Middleburg, Virginia, offering a range of programs and events for residents and visitors alike. From fitness classes to cultural performances, this center provides a space for community engagement and enrichment. It's a place to connect, learn, and enjoy local activities.
Mt. Defiance Cidery & Distillery
Sample handcrafted ciders and spirits at Mt. Defiance Cidery & Distillery. Take a tour to learn about the production process, from apple pressing to fermentation and distillation. Enjoy a tasting flight of their unique offerings, and relax in the tasting room or outdoor seating area.
Middleburg Historic District
Stroll through the charming streets of Middleburg's Historic District, a designated National Historic Landmark. Admire the well-preserved 18th and 19th-century architecture, browse unique boutiques and antique shops, and soak in the atmosphere of this quaint Virginia town. Enjoy fine dining and experience the rich history of the area.
Greenhill Winery & Vineyards
Experience the beauty of Greenhill Winery & Vineyards, offering handcrafted wines in a picturesque setting. Enjoy a tasting of their diverse wine selection, paired with artisanal cheeses and charcuterie. Relax on the terrace overlooking the vineyards and savor the flavors of Virginia wine country.
National Sporting Library & Museum
Explore the art, literature, and culture of equestrian, angling, and field sports. The museum features a collection of fine art and rare books, while the library offers a vast resource for researchers and enthusiasts. Enjoy rotating exhibitions, educational programs, and a beautiful setting in the heart of Virginia's hunt country.
Greenhill Winery & Vineyards
Experience the beauty and taste of Greenhill Winery & Vineyards. Enjoy a tasting of their handcrafted wines, paired with artisanal cheeses and charcuterie. Relax on the patio, take in the stunning scenery, and create lasting memories in this idyllic setting. A must-visit for wine lovers.
Goose Creek Bridge
The Goose Creek Bridge is a historic stone bridge located in Middleburg, Virginia. It is a beautiful and picturesque landmark that is worth visiting. The bridge is a great spot for taking photos and enjoying the scenery. It is also a popular spot for fishing and kayaking.
Boxwood Winery
Indulge in a delightful wine-tasting experience at Boxwood Winery. Sample their award-winning Bordeaux-style wines while enjoying the picturesque views of the surrounding vineyards. Learn about the winemaking process and savor the flavors of Virginia's wine country. A perfect escape for wine enthusiasts.
National Sporting Library & Museum
Explore the rich history and art of equestrian sports at the National Sporting Library & Museum. Immerse yourself in a world of fine art, rare books, and artifacts that celebrate the heritage of horse and field sports. Wander through the beautiful grounds and discover the stories behind the sports we love.
Middleburg Historic District
Step back in time as you stroll through the Middleburg Historic District. Admire the well-preserved architecture, browse the charming boutiques, and soak in the atmosphere of this quaint village. Discover the history of this important crossroads and its role in the region's past.
Mt. Defiance Cidery & Distillery
Discover the unique flavors of Mt. Defiance Cidery & Distillery. Sample their handcrafted ciders and spirits, made with locally sourced ingredients. Take a tour of the distillery and learn about the art of cider and spirit production. A delightful experience for those seeking something different.
Day Trips
Annapolis, the capital of Maryland, is a charming historic seaport city. Home to the United States Naval Academy, Annapolis offers a rich maritime history, beautiful waterfront views, and a vibrant downtown area. Explore the historic streets, visit the Naval Academy, and enjoy fresh seafood at one of the many waterfront restaurants.
Approximately 2 hours by car Escape to the stunning natural beauty of Shenandoah National Park. Skyline Drive offers breathtaking views of the Blue Ridge Mountains, and numerous hiking trails cater to all skill levels. Enjoy the fresh air, spot wildlife, and immerse yourself in the tranquility of the park.
Approximately 1 hour 30 minutes to 2 hours by car (depending on entrance point) The nation's capital offers a wealth of historical monuments, world-class museums (many of which are free!), and vibrant neighborhoods. From the iconic White House and Capitol Building to the Smithsonian museums and the National Mall, there's something for everyone in D.C. Explore diverse culinary scenes, catch a show at the Kennedy Center, or simply stroll along the Tidal Basin.
Approximately 1 hour by car Fredericksburg is a historic city with a rich Civil War history. Explore the Fredericksburg and Spotsylvania National Military Park, visit the home of Mary Washington (George Washington's mother), and stroll along the charming Caroline Street. The city offers a glimpse into the past and a variety of historical attractions.
Approximately 1 hour 30 minutes by car Home to the University of Virginia and Monticello, Thomas Jefferson's iconic estate, Charlottesville offers a blend of history, culture, and natural beauty. Explore the historic downtown mall, visit local wineries, or hike in the nearby Blue Ridge Mountains. The area is steeped in American history and offers a charming atmosphere.
Approximately 2 hours by car Located at the confluence of the Potomac and Shenandoah rivers, Harpers Ferry is a historic town with stunning natural scenery. Explore the Harpers Ferry National Historical Park, hike to scenic overlooks, and learn about the town's role in the Civil War. The town offers a glimpse into the past and opportunities for outdoor recreation.
Approximately 1 hour 30 minutes by car Annapolis
Travel Time
Activities
Shenandoah National Park
Travel Time
Activities
Washington, D.C.
Travel Time
Activities
Fredericksburg
Travel Time
Activities
Charlottesville
Travel Time
Activities
Harpers Ferry
Travel Time
Activities