A Weekend in Virginia Hunt Country

Nestled among the rolling hills of Virginia’s Piedmont, Hunt Country is known for its timeless beauty, historic charm, and vineyard-lined countryside. We hope you will take time throughout the weekend to explore, relax, and enjoy the landscape that made us fall in love with this special place.

Below, we’ve shared a few of our favorite restaurants, cafés, wineries, breweries, and destinations throughout the area. We encourage you to wander, discover, and savor all that Virginia wine country has to offer.

Middleburg, Virginia

Elegant, understated, and rich in equestrian tradition, Middleburg is considered the heart of Virginia Hunt Country.

Spend the afternoon strolling through boutiques and art galleries, or visit the National Sporting Library & Museum for a glimpse into the region’s storied heritage. The surrounding countryside is home to some of Virginia’s most beautiful wineries—perfect for a leisurely afternoon among the vines.

Where to Eat & Drink

  • The Bistro at Goodstone Inn

  • Red Horse Tavern

  • Tremolo Bar

  • Goodstone Inn & Restaurant

  • The Red Fox Inn & Tavern

  • King Street Oyster Bar

  • Gold Cup Wine Bar at Salamander Resort

Coffee & Breakfast

  • Cuppa Giddy Up

  • Middleburg Common Grounds

  • The Upper Crust

The Plains, Virginia

Quiet, scenic, and effortlessly charming, The Plains is best experienced at a slower pace.

Enjoy a relaxed morning with coffee and pastries, browse local antique shops, or take a scenic drive past horse farms, stone fences, and open countryside. It is the perfect place to pause and take in the beauty of the region.

Favorites

  • Bistro @ The Porch

  • Girasole (welcome party location)

  • The Rail Stop Restaurant

  • The Plains Market

Marshall, Virginia

Just beyond Middleburg, Marshall offers a quieter and more understated charm, filled with hidden gems and local favorites. It is the kind of town best discovered slowly—where a simple outing can turn into an unexpectedly perfect afternoon.

Where to Visit

  • Field & Main Restaurant

  • The Whole Ox

  • Red Truck Bakery

  • Marshall Diner

Warrenton, Virginia

A classic Virginia town with historic character and a walkable downtown, Warrenton offers the perfect blend of small-town charm and local history.

Spend the morning wandering through Old Town’s brick sidewalks, antique shops, and cafés. For those interested in history, the Fauquier History Museum at the Old Jail is well worth a visit. Just outside town, Sky Meadows State Park offers scenic trails, open fields, and sweeping views of the Blue Ridge Mountains.

Where to Eat & Drink

  • Claire’s at the Depot

  • Molly’s Irish Pub

  • Red Truck Bakery

  • Great Harvest Bakery

  • Denim & Pearls

  • Deja Brew Cafe

  • Black Bear Bistro & Brick Oven

  • The Natural Marketplace

Wineries, Breweries & Distilleries

Virginia Hunt Country is home to more than 20 wineries within a short drive, making it one of the premier wine regions in the state.

Nearby Wineries

  • Boxwood Estate Winery

  • Greenhill Vineyards

  • Cana Vineyards

Breweries & Distilleries

  • Lost Barrel Brewing

  • Barrel Oak Winery & Brewery

  • Mt. Defiance Cidery & Distillery

  • The Farm Brewery at Broad Run

  • Old Bust Head Brewing Company

  • Trouvaille Brewing Company

  • Great Mane Brewery

  • Lark Brewing Co.

Additional Destinations

If you plan to extend your stay or explore farther afield, we also recommend:

  • Charlottesville

  • Washington, D.C.

  • Leesburg

  • Culpeper