Chesapeake City Music Events
Music events Happening Next in Chesapeake City, MD
The Party of the Year: GATSBY
Chesapeake Inn Restaurant & Marina
21 Nov 2025
ENTERTAINMENT
USD 65 TO 175
Annual Halloween Costume Party!
605 Second Street, Chesapeake City, MD, United States, Maryland 21915
25 Oct 2025
COSTUME-PARTIES
Justin Taylor | Chesapeake City MD
Bayard House Restaurant
18 Oct 2025
MUSIC
Nicks In Time @ Unwined on the water
Unwined on the Water
22 Nov 2025
MUSIC
MORE MORE MORE Band LIVE on The Deck!
605 Second Street, Chesapeake City, MD, United States, Maryland 21915
3 Oct 2025
MUSIC
Baker’s Restaurant Presents Max & Denise “Acoustic With An Edge”
Baker's
15 Nov 2025
MUSIC
The Company LIVE on The Deck!
605 Second Street, Chesapeake City, MD, United States, Maryland 21915
10 Oct 2025
MUSIC
Crab Fest Volunteer Fire Company #1 of Chesapeake City Inc.
215 Lock St, Chesapeake City, MD, United States, Maryland 21915
18 Oct 2025
MUSIC
Gypsy Wisdom LIVE on The Deck!
605 Second Street, Chesapeake City, MD, United States, Maryland 21915
18 Oct 2025
MUSIC
Justin Taylor | Chesapeake City MD
Bayard House Restaurant
15 Nov 2025
MUSIC
The Collapse: Aftermath, a Scenario Paintball Event
OXCC - Outdoor Xtreme Chesapeake City Paintball & Airsoft
6 Dec 2025
TRIPS-ADVENTURES
Ken Miller Performing at Bayheads Brewing Company
Bayheads Brewing Company
24 Oct 2025
ENTERTAINMENT
The Amigos @ Unwined on the Water
Unwined on the Water
18 Oct 2025
MUSIC
The Amigos @ Bakers Restaurant
Baker's
10 Oct 2025
MUSIC
Olivia Reynolds Band at Chesapeake City VFW
Chesapeake City VFW
29 Nov 2025
MUSIC
Jumper LIVE on The Deck!
605 Second Street, Chesapeake City, MD, United States, Maryland 21915
24 Oct 2025
ENTERTAINMENT
Del Soul Show Band at Schaefers Canal House
Lighthouse Bar at Schaefer's Canal House
18 Oct 2025
MUSIC
The Amigos @ Bakers Restaurant
Baker's
24 Oct 2025
MUSIC
THE EVERAFTER @ Chesapeake Inn
Chesapeake Inn
10 Oct 2025
The Chesapeake Inn
Chesapeake Inn Restaurant and Marina
9 Nov 2025
THE EVERAFTER @ Chesapeake Inn
Chesapeake Inn
13 Feb 2026
Joyride (The duo!) @ Chesapeake Inn, Chesapeake City, MD
Chesapeake Inn
2 Nov 2025
BRUNCH
Chesapeake Inn Restaurant & Marina, Chesapeake City, MD
Chesapeake Inn
19 Oct 2025
UnWined on the Water
Unwined on the Water
29 Nov 2025
THANKSGIVING
Olivia Reynolds Trio at Bakers
Baker's
1 Nov 2025
THE EVERAFTER @ Chesapeake Inn
Chesapeake Inn
7 Nov 2025
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Chesapeake City Events
Chesapeake City Music Events