Chesapeake City Live Music Events

The Party of the Year: GATSBY

Chesapeake Inn Restaurant & Marina 21 Nov 2025

Annual Halloween Costume Party!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 25 Oct 2025

Justin Taylor | Chesapeake City MD

Bayard House Restaurant 18 Oct 2025

Nicks In Time @ Unwined on the water

Unwined on the Water 22 Nov 2025

Lost In Paris LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 11 Oct 2025

The Company LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 10 Oct 2025

Crab Fest Volunteer Fire Company #1 of Chesapeake City Inc.

215 Lock St, Chesapeake City, MD, United States, Maryland 21915 18 Oct 2025

Ken Miller Performing at Bayheads Brewing Company

Bayheads Brewing Company 24 Oct 2025

The Amigos @ Unwined on the Water

Unwined on the Water 18 Oct 2025

The Amigos @ Bakers Restaurant

Baker's 10 Oct 2025

The Amigos @ Bakers Restaurant

Baker's 24 Oct 2025

Chesapeake City VFW

Chesapeake City VFW 7 Nov 2025

THE EVERAFTER @ Chesapeake Inn

Chesapeake Inn 10 Oct 2025

Chesapeake Inn Restaurant & Marina, Chesapeake City, MD

Chesapeake Inn 19 Oct 2025

UnWined on the Water

Unwined on the Water 29 Nov 2025