Explore Virginia Wine Country 

Across Virginia, you’ll find inspired culinary delights featuring Virginia’s heirloom grains and vegetables, heritage meats, savory cheeses and of course, our signature Virginia oysters. From award-winning fine dining to down-home Southern cooking at family-run restaurants, there’s something for every type of foodie.

Virginia food also pairs perfectly with our craft beverages, so take your pick from our 200+ breweries and cideries, 300+ wineries and more than 40 distilleries and elevate your dining experience to the next level.

When it comes to food and drink in Virginia, there’s a lot to love. We invite you to explore the epicurean adventure that awaits in two of our favorite Virginia towns, Middleburg and Charlottesville

Please designate a driver. Enjoy Virginia wine responsibly.

MIDDLEBURG

Tucked away just an hour west of Washington, D.C., Middleburg is a charming and idyllic Southern small town nestled in the heart of Virginia’s hunt country. Low stone walls dot the rolling hillside, marking boundaries of country estates against a backdrop of the Blue Ridge Mountains, while the enchanting village of downtown Middleburg offers travelers unique dining and one-of-a-kind shopping in a hamlet-like setting.

A favorite getaway of Jackie Kennedy, this bucolic destination offers simplicity and style in one, with bountiful equestrian experiences, sprawling resorts, breathtaking vistas, exceptional wineries and incomparable dining. Middleburg is the perfect destination for travelers seeking a hint of cachet and an abundance of pastoral relaxation. 

Places to Stay

Salamander Middleburg

  • 500 N Pendleton St.

Located on 340 picturesque acres in the heart of Virginia’s horse and wine country the resort is just 40 miles west of Washington…

Goodstone Inn & Restaurant

Nestled in the heart of Virginia's wine and hunt country, Goodstone Inn & Restaurant is a luxurious and romantic country inn…

Red Fox Inn & Tavern

The Red Fox Inn & Tavern is a must see Virginia landmark offering hearty meals in an historic tavern setting, romantic guest…

Where to Eat & Drink

The Restaurant at Goodstone

  • 36205 Snake Hill Road

THE RESTAURANT AT GOODSTONE Drawing inspiration and purpose from its location on farmland in Middleburg, Virginia, the Restaurant…

Boxwood Estate Winery

Boxwood Winery is located on site of the National Historic Landmark, Boxwood Estate. It is one of the earliest established farms…

Greenhill Vineyards

  • 23595 Winery Ln

Greenhill Vineyards is the foremost boutique winery in Loudoun County, Virginia. Exceptional staff delivers our award winning wine…

The Red Fox Inn & Tavern - Tavern

  • 2 East Washington Street

The Red Fox Inn & Tavern is a must see Virginia landmark offering hearty meals in an historic tavern setting, romantic…

Must-Do Experiences

Shopping in Middleburg

  • 12 N Madison St

Middleburg’s historic district is less than a mile long, but it’s filled with many unique stores, including equestrian…

Salamander Spa

  • 500 North Pendleton Street

Salamander Spa offers a unique health and wellness journey tailored to your specific well being needs. Featuring integrative and…

CHARLOTTESVILLE

While Charlottesville is of course famous for Thomas Jefferson and the University of Virginia, it has quickly become a beloved hidden gem for travelers seeking unfussy, understated luxury. In the heart of the city, the Downtown Mall offers a vibrant collection of shops and restaurants housed in restored and renovated historic buildings, making it a must-see during any visit to Charlottesville. Elevated dining concepts have found their homes in diverse locations around the city, while luxury accommodations can be found both within city limits and just beyond. 

Selecting a favorite Charlottesville-area winery is a near right-of-passage for this oenophilic destination, so come prepared to sip Virginia’s signature varietals of viognier, petit verdot and cabernet franc while soaking in the spectacular surrounding views.

Places to Stay

Keswick Hall and Golf Club

  • 701 Club Drive

Keswick Hall and Golf Club, Charlottesville's only Forbes Travel Guide Five Star resort, is located just 20 minutes from downtown…

The Doyle Hotel

  • 499 W Main Street

More than just a place to lay your head, The Doyle encourages curiosity for the unique, inspiring and beautiful. A momentous…

The Clifton

  • 1296 Clifton Inn Drive

The Clifton is Charlottesville, Virginia’s premier boutique hotel, restaurant and wedding venue.  Located just down the…

Where to Eat & Drink

Castle Hill Cider

  • 6065 Turkey Sag Rd

Located in Keswick, Virginia, Castle Hill cider makers blend time-honored traditions with modern techniques to bring you…

1799 at The Clifton

  • 1296 Clifton Inn Dr.

With its sun-drenched veranda and enclosed patio with stunning views of the Virginia countryside through floor-to-ceiling windows…

Keswick Vineyards

  • 1575 Keswick Winery Drive

Keswick Vineyards is open for visitors 7 days a week from 10am - 5pm serving high quality Virginia wine, beer, and cider. Wine is…

Pippin Hill Farm & Vineyards

  • 5022 Plank Road

Pippin Hill Farm is a unique culinary vineyard among the growing number of fine wineries along Virginia’s Monticello Wine Trail…

Early Mountain Vineyards

  • 6109 Wolftown Hood Road

Early Mountain Vineyards is located in Madison, Virginia and is part of the Monticello Wine Trail in the foothills of the Blue…

Veritas Vineyard & Winery

  • 145 Saddleback Farm

"Explore Nelson County Wines". We invite you to take part in the essence of Virginia. Visit our vineyard, see how we grow grapes…

King Family Vineyards

  • 6550 Roseland Farm

King Family Vineyards is a family owned and operated boutique winery located in Crozet, just fifteen minutes from Charlottesville…

Must-Do Experiences

Carter Mountain Orchard

  • 1435 Carter Mountain Trail

Located next to Monticello and Michie Tavern, Carter Mountain Orchard is family-owned and operated. Our mountaintop location…

James Monroe's Highland

  • 2050 James Monroe Parkway

In 1799, James Monroe and his family moved to Highland, their home in Albemarle County, neighboring Thomas Jefferson's Monticello…

Monticello - Home of Thomas Jefferson

  • 931 Thomas Jefferson Parkway

No other home in the United States more accurately reflects the personality of its owner than Monticello. Monticello is the…

Monticello Wine Trail

  • PO Box 244

Late in his life, atop Monticello mountain located adjacent to the small hamlet of Charlottesville, Virginia, Thomas Jefferson…