Chesapeake City Parties Events

Melissa & Joe Gorga Comedy Night!

Chesapeake Inn Restaurant & Marina 2 Oct 2025

The Party of the Year: GATSBY

Chesapeake Inn Restaurant & Marina 21 Nov 2025

Olivia Reynolds at Chesapeake City VFW

VFW ChesapeakeCity 18 Oct 2025

Endless Legends

2941 Old Telegraph Rd, , Chesapeake City, MD, United States, Maryland 21915 10 Oct 2025

Annual Halloween Costume Party!

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

Stomp Box @ Chesapeake City VFW 7-11pm

Chesapeake City VFW 25 Oct 2025

Olivia Reynolds at Unwined on the Water

Unwined on the Water 10 Oct 2025

Joyride Halloween Party @ Baker's, Elkton, MD

Baker's 31 Oct 2025

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

Baker's 15 Nov 2025

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

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

Justin Taylor | Chesapeake City MD

Bayard House Restaurant 15 Nov 2025

Ken Miller Performing at Bayheads Brewing Company

Bayheads Brewing Company 24 Oct 2025

Santa at Sinking Springs

Sinking Springs Retreat Center, LLC 9 Nov 2025

Olivia Reynolds Band at Chesapeake City VFW

Chesapeake City VFW 29 Nov 2025

Jumper LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 24 Oct 2025

Del Soul Show Band at Schaefers Canal House

Lighthouse Bar at Schaefer's Canal House 18 Oct 2025

Just a Bit Outside @ Chesapeake Inn

Chesapeake Inn 19 Dec 2025

Katelyn Christine Performs

Bakers Restaurant & Cocktail Lounge 14 Nov 2025

Just a Bit Outside @ Chesapeake Inn

Chesapeake Inn Restaurant and Marina 27 Feb 2026

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

Just a Bit Outside @ Chesapeake Inn

Chesapeake Inn 4 Oct 2025

Unwined on the Water

Unwined on the Water 2 Nov 2025

Chesapeake Inn Restaurant & Marina, Chesapeake City, MD

Chesapeake Inn 19 Oct 2025

UnWined on the Water

Unwined on the Water 29 Nov 2025