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Guide to Virginia's Monticello Wine Trail

Guide to Virginia's Monticello Wine Trail

Essential Tips for survival on the trail.

Of the few places in the country where you’d find a Wine trail, the one at Monticello should easily be on your ‘must-see’ list. This wine trail boasts many top-rated wineries in the United States. The Monticello Wine Trail currently consists of 33 of the best wineries in Virginia and is a definite must-see if wine is what gets your juices flowing.

History of the Monticello AVA and wine trail

The Monticello AVA is the first established AVA in Virginia. Named after its namesake, the residence of the great Thomas Jefferson, it is situated in Virginia’s Piedmont region along the scenic Blue Ridge Mountains. Winemaking in this region could be traced back by about 250 years! Thomas Jefferson pioneered this cause, assisting the first wine planters in Monticello. The Monticello Wine Trail is regarded as the birthplace of American wines. Established in 1984, it is an association of Virginia's best and top-rated wine and grape producers, all located within a 25-mile radius around Charlottesville. All share their knowledge, experience, and expertise to develop world-class quality wines that are exported to even the most notoriously famous wine producing locations around the globe.

 

Experience The Taste of Monticello Wine Trail Festival.

The wine tasting festival held yearly at Monticello is every wine lover’s delight! This 3-day festival gives wine fans a chance to explore and enjoy the authentic taste and flavor of each winery part of The Monticello Wine Trail. If food, drinks, award shows, entertainment, vineyard tours, and merry-making excite you, then the Taste of Monticello Wine Trail Festival is a match made in heaven for you!

5 "Don't Miss" Wineries on the Monticello Wine Trail.

While all 33 wineries on the trail are unique in their own right, 5 of them stand out.

  • The Cardinal Wine Point & Winery is renowned for its unique and instantly identifiable blends.
  • First Colony Winery, for its generous 5000 square foot wine tasting room and its pristine Albemarle County location. You'll want to pack a wine picnic basket to enjoy while you linger to enjoy the view.
  • Pollak Vineyards, for their award-winning lines of Chardonnay, Cabernet Franc, and Merlot blends.
  • Stinson Vineyard, the trendsetters for incorporating environmental sustainability into this industry, specifically in the Monticello wine trail.
  • Michael Shaps Winery for the low price but highly refined and quality wines and for being Virginia's sole bag-in-box wine producer.

Wine Trail Route Planner

It is easy to get lost in the sheer magnificence of each and every winery on this iconic Virginia wine trail. You'd be well advised to use a route planner to make sure you do not miss out on some of the most important locations along your vineyard tour. Click to plan your route and visit the top-rated wineries of the Monticello Wine Trail.

 

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Region
  • Central Virginia Region
Appellation AVAMonticello AVA
Wine Trail
  • Monticello Wine Trail

Central Virginia Wineries

Map of Virginia Winery and Vineyards

DuCard Vineyards

Mountainside Vineyard with Spectacular Views of the Eastern Slope of the Shenandoah National Park

24876 Article rating: 4.7

Visit our gorgeous vineyard and winery bordering the eastern slope of Shenandoah National Park. We offer estate-grown wines with a friendly, knowledgeable staff providing a memorable and incomparable tasting experience. In the 2025 Virginia Governor's cup we have been awarded one of twelve spots in the Governor's Case for our 2023 Cabernet Franc Reserve. In addition we received gold medals for our 2022 Cabernet Franc Reserve, 2021 Triskele, and 2023 Cabernet Franc Reserve. Plan a visit to try our Gold Medal Flight!  Our peaceful setting is a psychological and wine-ological getaway from the outside world. Live music on the weekends with no cover, family and dog friendly, Virgina Green. 

Early Mountain Vineyards

Discover the Best of Virginia Wine Country at Early Mountain Vineyards

10694 Article rating: 3.5

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

11112 Article rating: 4.4

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.

Valley Road Vineyards

A Virginia Wine Experience on the Nelson 151 Trail

12208 Article rating: 4.5

Founded in 2015, Valley Road Vineyard has already garnered a reputation for Great Wine, Great People, and Great Place. With a gold medal-winning, Petit Verdot in the Virginia Governor's Case in its first year, Valley Road has gone on to receive medals for its Viognier and Meritage varietals -- plus rave reviews from visitors for its blends, sparkling wines and rosé. Located at the north end of Route 151, just south of Route 250 in Albemarle County, Valley Road Vineyards serves as the gateway to the Nelson 151 corridor and its beautiful Blue Ridge vistas.

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