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Jefferson’s Wine Country

Explore the wineries in the Monticello area

Tour Charlottesville Wineries

The Wineries You'll Visit

You can set your pick up location after you book your tour. The Downtown pick up is used as an example to show driving time and distance for this route.

Jefferson Vineyards realizes Thomas Jefferson's dream for making fine Virginia wine. They still grow the majority of their fruit on sites selected by Jefferson in 1774. Their wines won several prices and awards and some believe Jefferson's Viognier is some of the finest this side of Condrieu.

Tastings $10 per person. A souvenir glass is included. Groups of 8 or more are encouraged to make a reservation and prepay for optimum experience. The tasting fee for groups of 8 or more is $15 per person. Large Group Tastings (15 to 50 guests) are available with a reservation ONLY and special pricing. Please call well in advance to schedule Large Group Tastings, 434-977-3042.

Open daily 10am - 6pm.

Website Jefferson Vineyards

Featuring almost 1,300 acres of breathtaking scenery, Trump Winery is situated in the heart of the Monticello Wine Trail. Enjoy the view while sipping award winning white, red, and sparkling wines. They also offer a regionally inspired menu of artisanal cheeses, gourmet pizzas, and rustic sandwiches.

Open year round 11am-6pm daily with extended hours on Saturdays April through October 11am-7pm.

Tastings $8 per person; $12 per person for groups of 8 or more. For groups a reservation is required. Call (434) 984-4855 or make a reservation online.

Website Trump Winery

First Colony offers a homey atmosphere and friendly and knowledgeable pourers. The tasting room offers plenty of food and there’s a nice outside deck that on beautiful days just begs you to stay just a bit longer and to sip just a bit more wine. First Colony’s winemaker Bardford MCCarthy prefers to let the fruit express itself and won several awards in his long career. The 2013 Zephyr and 2013 Rosà won Bronze at the 2015 Virginia Governors Cup.

Open Monday to Friday 10am-6pm, Saturday 11am-6pm, Sunday 11am-6pm.

Tastings $7 per person. Fees are waived with 3-bottle purchase

Website First Colony Winery

Virginia Wineworks is all about wine. Great wine! Forget the beautiful vistas, and fancy tasting room. The experience at this working winery is that of winemaking: nowhere else do you see the process and appreciate the stages of craft so essential to fine winemaking. This is the place to taste internationally applauded wine in a no-frills atmosphere.

Open daily 11am to 5pm. Last tasting starts at 4:45pm.

Tastings $10 per person (stemless glass included). For groups larger than 8 people, please contact Virginia Wineworks to schedule your tasting and tour. Call (434) 296-3438 or send an email to

Website Virginia Wineworks

Feel free to add or leave out wineries, breweries or cideries in the area. You can set your itinerary after you book your tour.

Enjoy a cheese plate, baguette or snack at one of the wineries, bring a picnic, or pre-order a gourmet sandwich, snack and drink of your choice. Your driver will pick up lunch while you're enjoying your tasting. Check out the Gourmet Sandwich Menu.

Driving Specs
163 miles
2 h 50 min
Tasting Fees
$35 per person

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