May 2026
Spring has sprung and the winery is in bloom! We look forward to welcoming you to the tasting room this month for special events every week.
Just 5 miles from the Downtown Mall in Charlottesville, enjoy award-winning wines, on tap beers and ciders, and delicious lunch and dinner menus all week, including our new warm crab dip and chocolate fondue! Open year-round, seven days a week.
Porch Nights at Eastwood
Every Thursday | 5-8PM
There’s something about a porch at golden hour that makes the world slow down in the best possible way. At Eastwood Farm and Winery, we’re leaning into that feeling all season long with Porch Nights — our weekly Thursday gathering featuring outdoor live music and an easygoing atmosphere. Grab a seat on our covered veranda or at one of our many picnic tables, relax with the sparkly lights overhead, fireflies in the fields, and a glass of porch-sipping wine in hand – join us for your new favorite Thursday tradition.
Bring the family, the dog, a few friends, or just yourself. No reservations, no cover — just good music, good company, and spring evenings done right.
Virginia Oyster & Wine Celebration
Every Friday | 5-8PM
Oysters are back! Kick off the weekend with us every Friday night. Just 5 miles from the Downtown Mall, join us for a celebration of Virginia oysters and wine every Friday night this season.
Pair your oysters with a glass of sparkling Blanc de Blancs or enjoy our many other food options paired with a variety of gold medal winning wines. We also offer juice flights and cheese boards for the kids. There is something for the whole family at Eastwood.
Memorial Day Weekend at Eastwood Farm & Winery
Thursday, May 21 – Monday, May 25
Paint & Sip
Sunday, May 24 | 12-2PM
Grab a glass of wine (or your favorite drink!) and let your creativity flow in our relaxed and fun Paint & Sip class. Whether you’re an experienced artist or a first-time painter, the talented instructors of Blue Ridge Brushes will walk you through the painting process as you create your own masterpiece. Enjoy a welcoming environment where you can laugh, relax, and let the brush strokes come naturally. Sip and unwind with friends or meet new ones. No experience needed—just a passion for creativity and a desire to have a good time!
Join us for a memorable evening of art, drinks, great food, and good vibes. You’ll leave with a beautiful painting to take home and a great experience to remember!
TICKETS:
Reserve Your Spot: May 24
Music Bingo
Sunday, May 31st | 2-4PM
Everyone loves singing along with their favorite songs and who doesn’t love a competitive game of Bingo? Music Bingo brings together the best of both worlds for a high energy game that is fun for everyone. Simply listen to your favorite music, match the songs to the titles on your music bingo cards, and win great prizes!
Each player is given a free Music Bingo card with the names of popular songs in the squares instead of numbers. While your Music Bingo host, Sara, plays clips from randomly chosen songs, you sing along while matching up the song titles on your card. If you are the first player to mark five songs in a row and shout out “BINGO” you win!
In Music Bingo anyone can win! With random song playback Music Bingo gives everyone a chance to remember songs and win! If you can’t recall the name of a song , just ask your neighbor! The best part is that with Music Bingo you can SING ALONG with the music while having a fun night with friends and family….don’t worry, we don’t deduct points for singing off-key!
This event is FREE and open to all! Join us for the chance to win an Eastwood gift card!
Live Music & Music Bingo
Friday – 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 Friday night and many Sundays. See Winery Calendar For Details