Close

Discover the Monticello Wine Trail

Welcome to the Monticello Wine Trail — a vibrant tapestry of 40+ boutique wineries nestled in the foothills of the Blue Ridge Mountains, just minutes from downtown Charlottesville. Named “Wine Region of the Year” by Wine Enthusiast in 2023, this dynamic trail offers a memorable blend of history, terroir, and unforgettable sipping experiences.

Here, you’ll explore vineyards planted on granite-rich clay soils within the Monticello AVA — the same land where Thomas Jefferson first envisioned American winemaking. From elegant Cabernet Franc and Viognier to bold new blends, each tasting room invites discovery against scenic vistas, relaxing patios and a welcoming local vibe.

Whether you’re planning a day trip or a weekend getaway, the Monticello Wine Trail invites you to sip, explore and savour the essence of Virginia wine country.

Minimize
  • Expand/Collapse
  • Expand/Collapse

Monticello Wine Trail Wineries

Virginia AVAs Regions and Trails

Early Mountain Vineyards

Discover the Best of Virginia Wine Country at Early Mountain Vineyards

Visit Early Mountain Vineyards in Virginia’s wine country, offering award-winning wines, breathtaking views of the Blue Ridge Mountains, and locally inspired dining. Enjoy our elegant tasting room and explore unique events that highlight Virginia’s rich winemaking tradition.

Barboursville Vineyards

Virginia's Most Honored Winery

Barboursville Vineyards in Virginia offers an unforgettable wine country experience, blending sustainable winemaking, rich history, and award-winning wines. Visitors enjoy scenic tours, intimate tastings, and fine dining at Palladio Restaurant. With iconic wines and historic Jefferson-designed ruins, Barboursville invites guests to immerse in Virginia’s finest wine culture and landscape.

Keswick Vineyards

Born from the Soil and Soul of Virginia

Discover the enchanting Keswick Vineyards on Virginia's Monticello Wine Trail, a short drive from Charlottesville. This family-owned gem, nestled in the Piedmont region, offers a captivating retreat with its breathtaking landscapes and expertly crafted wines. Visitors can enjoy the lush, rolling hills and extensive vineyards, where the fertile soil and ideal climate nurture premium Viognier, Cabernet Franc, and Merlot grapes. The rustic yet elegant tasting room provides a cozy atmosphere for sampling exceptional wines, enhanced by panoramic views of the countryside. Keswick Vineyards not only serves as a paradise for wine aficionados with its top-tier vintages and educational tastings but also hosts weddings and festivals, making it a key cultural venue. Experience the beauty and tradition of Virginia winemaking at Keswick Vineyards, where every visit promises a harmonious blend of natural beauty and refined taste.

King Family Vineyards

Ultra Premium Wines crafted from the Monticello AVA

King Family Vineyards is a family owned and operated winery located at the foothills of the Blue Ridge Mountains in Crozet, Virginia just fifteen minutes from Charlottesville. The winery specializes in the production of ultra-premium wines that showcase the remarkable quality and terroir of the Monticello AVA.

Grace Estate Winery

Experience Award-Winning Wines at Grace Estate Winery in Virginia's Picturesque Wine Country

Grace Estate Winery was established in 2013 with the mission to create wine that exhibited the unique aspects of our Mount Juliet Vineyard. Now more than 20 years after its initial planting, our vineyard yields unsurpassed quality with each harvest, exemplifying the terroir of the Monticello region. The vineyards, as old as 25th leaf, are planted on various soils, and include 12 grape varieties from white wine varietals Viognier, Chardonnay, Petit Manseng, Sauvignon Blanc and Chenin Blanc, Vidal Blanc to red wine varietals Merlot, Malbec, Petit Verdot, Tannat, Cabernet Franc, Cabernet Sauvignon.

Ankida Ridge Vineyards

Virginia's Little Burgundy

Ankida Ridge - The Vrooman Family Farm & Vineyard is a family-run, micro-boutique vineyard, farm and winery located in Amherst County at 1800 feet on the eastern slope of the Blue Ridge Mountains.

White Hall Vineyards

Located just 15 minutes from historic Charlottesville, we offer tours of our state-of-the-art winery and tastings of our award-winning wines. We invite you to stop by and enjoy a glass of wine in front of our roaring fire in the winter or under the shade of our Oak trees in the spring and summer. Our friendly tasting room staff will make you feel right at home in the foothills of the beautiful Blue Ridge Mountains.

Thistle Gate Vineyard

Winery with Southern Hospitality.

A family-owned and operated vineyard located near historic Scottsville, VA with a reputation of southern hospitality. A large tasting room with tables, expansive decks, gazebo and gardens are all available for your enjoyment.

Reynard Florence Vineyard

There have been a lot of newcomers to Virginia wine over the last few decades and while Reynard Florence is only a few years old, founders and proprietors Roe and Dee Allison are no strangers to the rolling hills of the Blue Ridge. The two, purchased the land where Reynard Florence is located shortly after they were married in 1976.

Virginia Wine Market

Terms Of UsePrivacy StatementCopyright 2025 by Wine Market Ventures
Back To Top