August 2026
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 – the Sangria and Summer Maker’s Market on Sunday, August 23rd and Eastwood’s Crab Feast on Saturday August 29th, featuring Salty Bottom Blue (and live music all day). Plus, join us for our first ever Rosé & Bubbles Showcase on Sunday, August 30. Reserve your tickets for the showcase today.
Sangria Summer Market
Sunday, August 23
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.
Crab Feast with Salty Bottom Blue
Saturday, August 29
Join us at The Barn on Saturday, August 29th from 12–4 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 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!
Rosé & Bubbles Showcase
Sunday, August 30
Join us under the tent on Sunday, August 30th for a special Rosé & Bubbles Showcase. Reserve your tickets today!
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 17: Sue Harlow
July 24: Jamal Millner Trio
July 31: Eli Cook
August 7: John Kelly
August 14: Matthew O’Donnell
August 21: FarAway
August 28: Acoustic Soul featuring Tucker Rogers & Richelle Claiborne
Reservations are not needed to visit the winery. Join us for oysters, wine, and live music Friday evenings!
End-Of-Summer Wine Fest
August 28 – August 30
Summer’s not over yet—there’s still time to soak up the sunshine! Join us for the ultimate 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 28
Virginia Oyster & Wine Celebration – Salty Bottom Blue
Live Music – Acoustic Soul featuring Tucker Rogers & Richelle Claiborne 5-8PM
Saturday, August 29
Live Music All Day – Heidi Riddell 12:30-3:30PM and F.O.G. 5-8PM
Sunday, August 30
Paint & Sip 12-2PM
Music Bingo 2-4PM
Paint & Sip
Sunday, August 30
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
