Introduction to Middleburg, VA

Located approximately 45 miles west of Washington, D.C., Middleburg is often called the “Nation’s Horse and Hunt Capital.” Its scenic landscapes, historic architecture, and vibrant arts scene make it a premier destination for travelers seeking luxury and culture. The town’s roots date back to the 18th century, and today it boasts a sophisticated yet welcoming atmosphere, attracting visitors from around the world.

1. Explore the Equestrian Heritage

a. Attend a Polo Match at Glenwood Park

Middleburg is synonymous with polo, and attending a match is a quintessential experience. Glenwood Park hosts high-goal polo matches during the spring and fall seasons, drawing crowds of enthusiasts and newcomers alike. Watching skilled players contest on lush fields while sipping champagne or enjoying gourmet snacks epitomizes luxury in Virginia’s Hunt Country.

Tip: Check the schedule for tournaments like the Middleburg Spring and Fall Polo Classic. Arrive early for tailgating and mingle with equestrian aficionados.

b. Visit the National Sporting Library & Museum

This cultural gem celebrates the history of sports related to horses, foxhunting, and other traditional pursuits. The museum houses rare books, artwork, and memorabilia that showcase the rich sporting traditions of Virginia and beyond.

Highlights: Original artwork by renowned artists, rare books on foxhunting and equestrian sports, and engaging exhibitions.

c. Tour Local Stables and Training Centers

Many stables in the area offer private tours or lessons. Whether you’re an experienced rider or a beginner, private lessons or trail rides through scenic countryside provide an immersive equestrian experience.

Recommended: Hillbrook Equestrian Center and Middleburg Training Center are notable options.

2. Discover Historic Sites and Architecture

a. Middleburg Historic District

Wander the charming streets lined with preserved 18th and 19th-century buildings, boutique shops, and galleries. The town’s architecture reflects its storied past, with Federal, Victorian, and Colonial Revival styles.

Must-see: The Middleburg Courthouse, built in 1840, and the historic St. Luke’s Chapel.

b. Salamander Resort & Spa

A luxury resort set on 340 acres, Salamander offers more than just accommodations—explore its gardens, art installations, and historic buildings. The resort often hosts historical tours and cultural events emphasizing the region’s heritage.

c. Oak Hill Estate

Visit the historic Oak Hill Estate, once the home of the influential Fitzhugh family. The estate’s architecture and surrounding grounds offer insight into Virginia’s plantation history. While private, some portions are viewable from the exterior, and special events or tours may be available.

3. Indulge in Fine Dining and Culinary Experiences

a. The Red Fox Inn & Tavern

Established in 1728, this historic inn offers a quintessential Virginia dining experience. Savor locally sourced dishes, classic cocktails, and an extensive wine list in a cozy, elegant setting.

Signature Dish: Virginia oysters and Chesapeake Bay blue crab cakes.

b. Hill School at The Hill

A sophisticated restaurant housed in a historic schoolhouse, offering seasonal menus featuring locally sourced ingredients. The ambiance combines historic charm with modern elegance.

c. Eat Celebrate Love

A boutique bakery and café serving artisanal baked goods, gourmet sandwiches, and specialty coffee. Perfect for a leisurely breakfast or afternoon treat.

d. The Vineyard at Lost Creek Winery & Vineyards

Enjoy wine tastings and vineyard tours at this local winery. Sample their award-winning wines while taking in scenic views of the rolling hills—an ideal way to indulge in Virginia’s burgeoning wine scene.

4. Shopping in Middleburg

a. Unique Boutiques and Art Galleries

Middleburg’s downtown area is dotted with high-end boutiques, antique shops, and art galleries. Here are some highlights:

  • Middleburg Art Gallery: Features contemporary and traditional artwork by regional artists.
  • The Greenhouse Gift & Garden: Offers plants, home décor, and garden accessories.
  • Couture by Ria: A boutique specializing in designer clothing and accessories.

b. The Middleburg Farmers and Artisans Market

Open seasonally, this market showcases local produce, handmade crafts, and artisanal foods. It’s an excellent place to find unique souvenirs and support local artisans.

5. Experience the Natural Beauty and Outdoor Activities

a. Scenic Drives and Hikes

Explore the beautiful Virginia countryside via scenic drives along the Blue Ridge Mountains or the Catoctin Creek. Popular spots include:

  • Skyline Drive: Offers breathtaking views and access to hiking trails.
  • Catoctin National Recreation Area: Provides trails for hiking, mountain biking, and picnicking.

b. Hot Air Balloon Rides

Take to the skies for an unforgettable view of Virginia’s Hunt Country. Several companies offer luxury hot air balloon experiences, complete with champagne toast upon landing.

c. Horseback Riding Trails

Enjoy guided trail rides through the countryside, forests, and pastures. Many stables provide tailored rides for all skill levels.

6. Attend Cultural Events and Festivals

a. Middleburg Film Festival

An annual event celebrating independent films, featuring screenings, panel discussions, and receptions. It attracts film enthusiasts and celebrities alike.

b. Hunt Country Stable Tour

Participate in this seasonal tour that opens private estates, stables, and historic sites to the public—perfect for those interested in the region’s equestrian and architectural heritage.

c. Holiday Celebrations

From Christmas markets to Fourth of July parades, Middleburg’s festive events are celebrated with traditional flair and community spirit.

7. Relax and Rejuvenate at Luxury Spas

a. Salamander Spa

Offers a range of treatments including massages, facials, and body therapies. Their tranquil setting amidst nature enhances relaxation.

b. The Red Fox Inn & Spa

Provides massage services, wellness treatments, and cozy relaxation lounges.

8. Stay in Style: Luxury Accommodations

a. Salamander Resort & Spa

A world-class resort blending rustic elegance with modern luxury. Features include plush rooms, world-renowned spa, equestrian center, and fine dining.

b. The Middleburg Inn

A boutique inn offering personalized service, elegant rooms, and a central location perfect for exploring the town.

c. Airbnbs and Private Villas

For a more private experience, consider renting a historic estate or a luxury villa with sweeping views of the countryside.

9. Planning Your Visit: Best Times to Go

  • Spring (March-May): Blooming flowers and mild weather make it ideal for outdoor activities.
  • Fall (September-November): Spectacular foliage, harvest festivals, and horse events.
  • Summer: Longer days, outdoor concerts, and polo matches.
  • Winter: Cozy fireside dining, holiday events, and scenic snowscapes.

10. Practical Tips for Visiting Middleburg

  • Transportation: While the town is walkable, renting a car or arranging for chauffeur services is recommended for exploring the broader region.
  • Reservations: Book dining, spa treatments, and accommodations well in advance, especially during peak seasons.
  • Dress Code: Smart casual or country chic is appropriate for most venues, with formal attire reserved for special events.

Conclusion

Middleburg, VA, epitomizes the elegance and tradition of Virginia’s Hunt Country. From world-class equestrian events and historic sites to luxury accommodations and gourmet dining, there’s something for everyone seeking a refined escape. Whether you’re indulging in a polo match, exploring scenic countryside, or simply relaxing in a spa, Middleburg offers a quintessential experience of rural luxury combined with rich history and vibrant culture.

Plan your visit to this charming town and immerse yourself in the timeless beauty and sophistication of Virginia’s premier destination.