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Winery

Eastwood Farm and Winery

Eastwood Farm and Winery is a women-owned, multi-generational winery and wine incubator located just five miles from downtown Charlottesville, Virginia, on the Monticello Wine Trail. Its tasting room sits in a peaceful country setting near the University of Virginia and Monticello, and the winery pours award-winning wines, including Governor's Cup gold medal winners, alongside housemade beers and ciders inspired by its seasonal farm. Guests can pair their wine with a full lunch and dinner menu created by the winery's chefs, and enjoy ample indoor and outdoor seating including a covered patio, with the winery open seven days a week and late on Thursday through Saturday. Eastwood is dog-friendly and family-friendly, offering non-alcoholic options such as popular juice flights, and it hosts live music and events throughout the week. The business also operates a second location, the Virginia Wine Collective, an urban wine production facility and tasting room about three miles away that serves thin-crust pizzas, shareable plates, winemaker flights, and beers on tap, and is open to guests 21 and over.

Eastwood Farm and Winery is a winery in Charlottesville, Virginia, part of the Charlottesville area of Charlottesville wine country. Amenities include dogs, family friendly, outdoor seating, weddings. There are 23 upcoming events on the calendar — see the full list below, or browse more events in the area on the events calendar. Explore more of Charlottesville.


Upcoming Events

Sangria Summer Market
Festival

Sangria Summer Market

Sun, Aug 23, 2026
12:00 PM – 5:00 PM

Join us for house-made Sangria (one day only), plus a local maker's market with creative treasures. Live music by Paxton Henderson from 1–4PM. Support local. Sip sangria. Shop one-of-a-kind.

More Info

Past Events