Curator’s statement
Located in the pastoral rolling hills of the Blue Ridge Mountains—just an easy drive outside Washington, DC—is Virginia’s horse country. Insiders know this region offers some of the country’s best equine experiences, yet you don’t need to own a horse, or even ride one, to get an unforgettable glimpse into Virginia’s equestrian culture. Between stately wineries, curated boutiques, historic inns, and equestrian grandeur, Middleburg “the nations hunt and horse capital”, is a perfect destination for those seeking a respite from the ordinary and a peek into this luxurious world.
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Where to stay in Middleburg
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Things to do in Middleburg
What to do
Timing your trip around one of Virginia’s iconic equestrian events guarantees a front-row seat to an authentic horse-country tradition. From the pomp of the Virginia Gold Cup, the skill on display at the Upperville Colt & Horse Show, to the sport and spectacle of polo matches, adding one of these activities will not disappoint.
When you’re not out on the field, be sure to take a stroll down Middlebug’s historic streets. Lined with charming shops and unique finds from boutique clothing, equestrian gear, art galleries, antiques, and more. Highlights include Crème de la Crème for home décor and gourmet treats, and Brick & Mortar Mercantile, where you can taste wine while you shop.
Other activities include Aldie Mill Historic Park, a beautifully restored gristmill that captures 19th‑century rural life and the National Sporting Library & Museum, an elegant institution celebrating equestrian culture, art, and history. There truly is something for everyone—horse lover or not.
Where to stay
Salamander Resort & Spa: Nestled on a 340‑acre estate, this luxe retreat offers full-service spa treatments, riding programs, indoor/outdoor pools, and fine dining. It’s equestrian elegance meets wellness. Perfect for girls trips, bachelorette trips, and romantic getaways.
Goodstone Inn: An exquisite resort and fine dining destination offering boutique cottages nestled on a working farm. Explore private hiking trails, visit the on-site farm and gardens, or simply relax by the salt-water pool with panoramic views of Virginia’s hunt country. A truly romantic escape.
The Red Fox Inn & Tavern: A Hunt Country mainstay since 1728, the Inn offers boutique rooms and a storied tavern setting—perfect for immersing yourself in the region’s character.
Places to eat & drink in Middleburg
Middleburg’s dining scene blends tavern charm with refined countryside fare. The Red Fox Inn & Tavern is historic, cozy, and deeply rooted in Virginia tradition—it’s a Middleburg icon. For more casual fare, check out King Street Oyster Bar with a seafood-driven menu and happy hour. For the foodie in your life, consider the Conservatory at Goodstone Inn for elegant, glass‑encased farm-to-table dining. For romantic, upscale comfort food in a lodge‑like setting, you can’t miss Harriman’s Grill at the Salamander.
Wineries & tasting experiences
Middleburg sits in the heart of one of the world’s top 10 wine destinations, with 30+ vineyards along the Loudoun wine trail.
Some highlights include:
Boxwood Estate Winery for tours and tastings in a historic setting.
Greenhill Vineyards for its boutique wines paired with mezze beneath rolling hunt-country vistas.
Cana Vineyards, a woman-owned winery with award-winning whites, rosés, and sweeping patio views.
Other nearby favorites include Chrysalis, 50 West, and Mount Defiance Cider Barn.
Travel Advisor
Erin Hood
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For more information and insider recommendations, visit our Middleburg page.