February 2026
Looking for Valentine’s Day plans, a Galentine’s celebration, or just a fun February outing? We have a great lineup all month long. Just five miles from the Downtown Mall in Charlottesville, enjoy award-winning wines, on-tap beers and ciders, and delicious lunch and dinner menus throughout February, including our decadent chocolate fondue. Valentine’s Week features our hands-on White Wine Blending Workshop, and on Valentine’s Day we’ll kick things off with family-friendly fun before wrapping up the evening with a free swing dance lesson with Swing Cville. Whether you’re celebrating love, friendship, or simply good food and wine, there’s something for everyone this month. Open year-round, seven days a week.
Shrimp Boil & Live Music
Every Friday Night
Open Mic Writer’s Night
Thursday, February 19
Join us for Open Mic Writer’s Night, an evening celebrating the written word. Local writers will take the mic to share readings from their short stories and poetry, showcasing their creativity and unique voices in a warm, welcoming setting.
Music Bingo
Sunday, February 22
Paint & Sip
Sunday, February 22
Join us for the popular Eastwood After Dark featuring upbeat, danceable music on Saturday nights from 5-8pm (in addition to our more mellow Saturday afternoon music program). Eastwood also hosts a range of live performances by talented local and regional musicians every Thursday and Friday night and many Sundays. See Winery Calendar For Details
Live Music & Music Bingo
Thursday – Sunday Every Week
Join us for the popular Eastwood After Dark featuring upbeat, danceable music on Saturday nights from 5-8pm (in addition to our more mellow Saturday afternoon music program). Eastwood also hosts a range of live performances by talented local and regional musicians every Thursday and Friday night and many Sundays. See Winery Calendar For Details