Virginia’s horse country is a region steeped in history, natural beauty, and a deep-rooted equestrian culture that beckons travelers and horse enthusiasts alike. Scattered among rolling hills and picturesque landscapes, these small towns offer a unique blend of charm and tradition. Whether you’re an avid rider or simply looking to experience the serene countryside, here’s a countdown of the 18 best small towns in Virginia’s horse country that are sure to captivate your heart.
18. Waterford: Preserved Village in the Heart of Horse Country
Nestled in the rolling hills of Loudoun County, Waterford is a National Historic Landmark that feels like a step back in time. With its well-preserved 18th and 19th-century architecture, this quaint village offers a serene escape from the bustle of modern life. Prospective residents can find charming 3-4 bedroom homes ranging from $500,000 to $750,000, offering authentic historic living with modern amenities. The annual Waterford Fair showcases local crafts and history, while the surrounding countryside provides idyllic trails perfect for horseback riding and enjoying the pastoral landscapes.
17. Clifton: Historic Charm and Horse Country Proximity
Clifton, with its small-town feel and historic buildings, is a hidden gem located just a stone’s throw from the nation’s capital. Stroll down Main Street to find cozy cafés and unique boutiques housed in century-old structures. The real estate market reflects the town’s desirability, with 3-4 bedroom homes typically priced between $700,000 and $1,000,000. The town’s proximity to Northern Virginia’s horse country makes it an ideal spot for those looking to explore equestrian trails by day and enjoy fine dining by night, especially at the famed Trummer’s on Main restaurant.
16. Keswick: Luxury Estates and Equestrian Excellence
Known for its luxurious estates and pristine horse farms, Keswick offers a glimpse into Virginia’s upscale equestrian lifestyle. The area is home to the renowned Keswick Hunt Club, which hosts events that celebrate traditional foxhunting culture. Family homes in the area are surprisingly attainable, with 3-4 bedroom properties ranging from $500,000 to $800,000. Beyond the equestrian scene, visitors can indulge in a relaxing stay at the historic Keswick Hall, a resort that offers world-class amenities amidst the rolling hills and vineyards of the region.
15. Scottsville: Riverside Town with Equestrian Trails
Situated along the James River, Scottsville blends historic significance with natural beauty. Once a bustling port town, it now offers peaceful riverside views and a charming downtown. The housing market remains relatively affordable, with 3-4 bedroom homes typically listed between $365,000 and $451,200. The nearby trails at the Horseshoe Bend area provide excellent opportunities for horseback riding through lush forests and open fields. Don’t miss the chance to explore the local artisans’ shops and enjoy a meal overlooking the river.
14. Orange: Small-Town Living Amidst Horse Country
Orange boasts a delightful mix of historic homes and boutique shops set against the backdrop of Virginia’s stunning countryside. For those looking to put down roots, the town offers reasonably priced 3-4 bedroom homes ranging from $300,000 to $500,000. This small town is a gateway to numerous horse trails that weave through picturesque landscapes, making it a haven for riders of all levels. History enthusiasts will appreciate a visit to Montpelier, the former estate of President James Madison, which often hosts equestrian events on its sprawling grounds.
13. Gordonsville: A Historic Crossroads with Equestrian Appeal
At the crossroads of history and hospitality, Gordonsville charms visitors with its tree-lined streets and culinary delights. The real estate market offers a range of options, with 3-4 bedroom homes available from $350,000 to $600,000. Known for its fried chicken festivals honoring the town’s railway dining past, it’s a food lover’s paradise. The surrounding area is dotted with horse farms and offers access to equestrian events, including polo matches at the nearby Barracks Polo grounds, providing a taste of Virginia’s horse country traditions.
12. Culpeper: A Blend of History and Horse Heritage
Culpeper’s revitalized historic district invites you to explore its unique shops, eateries, and rich Civil War history. Home buyers can find comfortable 3-4 bedroom properties in the range of $389,000 to $505,000, making it an attractive option for families. Beyond the charming downtown, the town is enveloped by a thriving horse community. Numerous farms offer riding lessons and trail rides, allowing visitors to experience the equestrian lifestyle firsthand. The nearby Culpeper National Cemetery adds a poignant touch to the area’s deep historical roots.
11. Marshall: The Hidden Gem of Hunt Country
Often overlooked, Marshall is a quaint town that embodies the essence of Virginia’s hunt country. Its downtown features local eateries like the Marshall Diner, where you can mingle with residents who carry on the traditions of foxhunting and farming. The real estate market reflects the area’s desirability, with 3-4 bedroom homes typically priced between $500,000 and $750,000. The town’s significance in the equestrian world is marked by the nearby Fauquier Livestock Exchange, a hub for agricultural and equestrian activities.
10. Hillsboro: Historic Hamlet in Horse Country
Hillsboro may be one of Virginia’s smallest towns, but it packs a punch with its rich history and scenic beauty. Homebuyers can find charming 3-4 bedroom properties ranging from $450,000 to $700,000 in this historic enclave. Surrounded by vineyards and farmlands, the town’s 18th-century architecture has been carefully preserved, offering a picturesque setting for leisurely strolls. The gently rolling hills around Hillsboro are perfect for horseback riding, providing riders with panoramic views of the Blue Ridge Mountains.
9. Lovettsville: Small-Town Charm Near Horse Trails
Lovettsville’s welcoming atmosphere is evident in its community events, like the annual Oktoberfest that celebrates the town’s German heritage. The town commands some of the higher real estate prices in the region, with 3-4 bedroom homes typically ranging from $750,000 to $884,900. For equestrian enthusiasts, the nearby horse trails of Loudoun County offer miles of scenic routes through forests and fields. The town’s location provides easy access to both rural adventures and the amenities of nearby larger towns.
8. Purcellville: Vineyards and Equestrian Lifestyle
Purcellville is a vibrant community that seamlessly blends small-town charm with an appreciation for the finer things in life. The real estate market reflects this balance, with 3-4 bedroom homes ranging from $550,000 to $850,000. Surrounded by award-winning wineries and breweries, it’s a perfect destination for those looking to indulge. The rural surroundings are a haven for horse riding, with numerous farms offering lessons and trail rides. Don’t miss the historic Purcellville Train Station, a nod to the town’s rich past.
7. Berryville: Gateway to the Shenandoah and Horse Country
As the seat of Clarke County, Berryville serves as a starting point for exploring the natural beauty of the Shenandoah Valley and Virginia’s horse country. The historic downtown is dotted with antique shops and cozy eateries, while the housing market offers 3-4 bedroom homes between $522,625 and $659,000. Nearby, you’ll find farms that offer horseback riding through scenic trails, as well as opportunities to witness the training of young horses, giving insight into the equestrian traditions of the area.
6. Leesburg: A Blend of Modern Living and Horse Traditions
Leesburg offers the best of both worlds with its modern amenities and historic charm. The downtown area is bustling with shops, restaurants, and art galleries set among beautifully preserved buildings, with 3-4 bedroom homes commanding prices from $589,000 to $851,000. Equestrian events are a staple here, with Morven Park hosting horse shows and steeplechases that draw participants from around the region. The surrounding horse farms make Leesburg a central hub for horse enthusiasts.
5. Aldie: Historic Mill Town with Equestrian Roots
Aldie is a small village steeped in history, most notably the Aldie Mill Historic Park, where you can witness milling demonstrations as in the 19th century. The real estate market caters to various budgets, with 3-4 bedroom homes ranging from $600,000 to $900,000. The close-knit community often gathers for local events and enjoys easy access to horse trails that wind through the picturesque countryside. Nearby equestrian centers offer riding lessons, making Aldie an ideal spot for both novice and experienced riders.
4. Upperville: Home of America’s Oldest Horse Show
Upperville holds a special place in equestrian history as the home of the Upperville Colt & Horse Show, the oldest horse show in the United States. The town itself exudes tranquility with its tree-lined streets and historic homes, where 3-4 bedroom properties typically range from $700,000 to $1,000,000. Surrounded by serene rural landscapes, Upperville provides a perfect setting for leisurely drives or rides through the countryside, where you might catch a glimpse of some of the nation’s finest horse estates.
3. The Plains: A Quaint Village with Grand Horse Estates
The Plains may be small, but it’s big on charm and equestrian prestige, with 3-4 bedroom homes fetching between $723,317 and $1,097,494. Gourmet dining options like The Rail Stop Restaurant attract visitors looking for a refined experience after a day exploring the grand horse estates that dot the surrounding hills. The town often hosts equestrian events and is a popular spot for those interested in foxhunting traditions and country living.
2. Warrenton: Where Heritage Meets Equestrian Elegance
Warrenton’s picturesque downtown is a blend of historic architecture and vibrant local businesses, offering surprisingly attainable 3-4 bedroom homes from $486,000 to $655,000. Explore the rich Civil War history at the Old Jail Museum or enjoy a leisurely walk among boutique shops and cafés. The town’s outskirts are home to thriving horse farms and equestrian centers, attracting riders from all over. Events like the Warrenton Horse Show celebrate the area’s deep-rooted equestrian elegance.
1. Middleburg: The Heart of Horse Country
At the top of our list is Middleburg, often referred to as the nation’s horse and hunt capital. This historic town exudes sophistication while maintaining a warm, welcoming atmosphere, with luxury 3-4 bedroom homes ranging from $1,000,000 to $1,500,000. Stroll through downtown to find high-end boutiques, antique shops, and the National Sporting Library & Museum, which offers a glimpse into the country’s equestrian heritage. Community events like the Middleburg Spring Races draw visitors year-round, and the surrounding rolling hills are home to some of the most prestigious horse farms and vineyards in Virginia.
