August 2025
Summer at Eastwood
From Oyster Fridays to Eastwood After Dark, there are a lot of ways to kick back and enjoy the Summer at Eastwood. In August we are bringing back two favorite events – Eastwood’s Crab Feast on Saturday August 23rd, featuring Salty Bottom Blue (and live music all day) and the Sangria and Summer Maker’s Market on Sunday, August 24th.
Crab Feast with Salty Bottom Blue
Saturday, August 23
Join us under the tent on August 23rd from 1–4 PM for a summer celebration of the sea — our Crab Feast is here! Salty Bottom Blue will be serving up mouthwatering blue crab by the half dozen and fresh blue oysters, paired with Eastwood wines and a relaxed coastal vibe. Bring your appetite, your friends, and enjoy an unforgettable afternoon of seafood, sips, and sunshine at the terrace!
Sangria Summer Market
Sunday, August 24
Join us for our house-made Sangria (one day only) with a pop up featuring Erica Cavanaugh from Honeysuckle Creek Farm and her fresh take on Sangria cocktails, as well as a local maker’s market where you are sure to find some creative treasures.
Support local. Sip sangria. Shop one-of-a-kind.
Virginia Oyster & Wine Celebration
Every Friday
Kick off the weekend with us! 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.
Live Music
July 4: Matthew O’Donnell
July 11: Eli Cook
July 18: FarAway
July 25: Matthew O’Donnell
August 8: John Kelly
August 15: CSharp
August 22: Eli Cook
August 29: TBD
Reservations are not needed to visit the winery. Join us for oysters, wine, and live music Friday evenings!
Labor Day Weekend
August 29 – September 1
Summer’s not over yet—there’s still time to soak up the sunshine! Join us for the ultimate long weekend celebration featuring fresh oysters, award winning wines, and vibrant live music. Don’t miss your last chance to make unforgettable summer memories!
Friday, August 29
Virginia Oyster & Wine Celebration – Salty Bottom Blue
Live Music – TBD 5-8PM
Saturday, August 30
Live Music All Day – Jim Richardson 12:30-3:30PM and Jackson Pendergrass & Townsend 5-8PM
Sunday, August 31
Music Bingo 2-4PM
Monday, September 1
Open 12-5PM
Paint & Sip
Sunday, August 31
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!
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