Big's Place

06/13/2026

What's there not to do at SailFest Cape Charles™? We are so excited to see this event come to life June 19 - 21!

Check out the detailed schedule here: https://sailfestcapecharles.com/schedule

All-day on-site parking will be $10 for cars/trucks, $5 for golf carts (cash/card accepted). Car/truck parking is available for preorder here: https://capecharlesmainstreet.com/shop/. We are not taking pre-orders for golf carts.

06/09/2026

Love this one!

06/06/2026

Join us this Sunday, June 7 from 2–4 PM for another afternoon of live music at the Crush Pad featuring Bayside Jazz with Sean Thomas and Ginny McMath.

Blending jazz standards, beloved classics, and laid-back coastal vibes, Bayside Jazz delivers the perfect soundtrack for a relaxing afternoon at the vineyard.

Gather your friends, enjoy a glass (or bottle) of Chatham wine, and take in the views as we celebrate another Sunday of great music on Virginia’s Eastern Shore.

No reservations required. Wine available by the glass and bottle. Picnics welcome. We look forward to seeing you!

05/27/2026

05/22/2026

Citizens For Central Park's Summer Concert Series returns this June with a schedule full of Saturday night tunes & good times! These free concerts run 7 - 9 PM in Central Park.

Check out the full schedule below:
June 19: TFC Band (Friday)
June 27: Can U Dig It
July 4: No concert – Enjoy the July 4th Fireworks!
July 11: The Deloreans
July 18: Roberta Lea
July 25: Good Shot Judy
Aug 1: Salsa Night w/ Kadencia
Aug 8: Full Moon (Tom Petty Tribute)
Aug 15: Brasswind
Aug 22: USAF Band
Aug 29: Celeste Kellogg
Sep 5: LoveFest w/ The English Channel
Sep 12: Captain Mike & The Shipwrecked (Jimmy Buffett Tribute)

05/20/2026

Concert-only tickets are now available for DOV 📣

The grooviest night of the year on Virginia’s Eastern Shore returns Saturday, August 1, 2026. Dance under the summer stars with Last Fair Deal, Virginia’s premier seven-piece Grateful Dead tribute band, for an evening of wine, beer, music, and plenty of room to move.

Concert-only tickets include entry to the concert, a glass of wine or beer, and hours of live music and dancing. Limited Concert + Dinner tickets are still available, too.

Click here to view all ticket options: chathamvineyards.orderport.net/wines/event-tickets

We can’t wait to see you on August 1st!

05/13/2026

🎶✨ ESVA’s Chamberfest is BACK in Cape Charles, and it’s not just one night, it’s TWO nights of music, energy, and summer fun ✨🎶

See the CCVS events page for more details. Link in bio.

❤️ Virginia is for Lovers

05/07/2026

Thank you so much. We are happy that you enjoyed your stay!