Chesapeake City Music Events

The Party of the Year: GATSBY

Chesapeake Inn Restaurant & Marina 21 Nov 2025

Decade80 LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 8 Nov 2025

Olivia Reynolds Band at Chesapeake City VFW

Chesapeake City VFW 29 Nov 2025

The Everafter LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 7 Nov 2025

The Chesapeake Inn

Chesapeake Inn Restaurant and Marina 9 Nov 2025

The Collapse: Aftermath, a Scenario Paintball Event

OXCC - Outdoor Xtreme Chesapeake City Paintball & Airsoft 6 Dec 2025

Olivia Reynolds Band at Unwined on the Water

Unwined on the Water 20 Dec 2025

NYE Ballroom Bash 2026 at Chesapeake Inn!

Chesapeake Inn Restaurant & Marina 31 Dec 2025

Baker’s Restaurant Presents Max & Denise “Acoustic With An Edge”

Baker's 15 Nov 2025

Justin Taylor | Chesapeake City MD

Bayard House Restaurant 15 Nov 2025

THE EVERAFTER @ Chesapeake Inn

Chesapeake Inn 13 Feb 2026

UnWined on the Water

Unwined on the Water 29 Nov 2025

Olivia Reynolds Trio at Bakers

Baker's 1 Nov 2025

THE EVERAFTER @ Chesapeake Inn

Chesapeake Inn 7 Nov 2025