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

Bohemia River Boaters Lighted Boat Parade

Chesapeake City Bridge 6 Dec 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

Vintner’s Table: Wine & Soup Pairing Experience - Legacy Club Event

237 Bohemia Manor Farm Ln 1 Nov 2025

Just a Bit Outside @ Chesapeake Inn

Chesapeake Inn 19 Dec 2025

Chesapeake City VFW

Chesapeake City VFW 7 Nov 2025

The Collapse: Aftermath, a Scenario Paintball Event

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

Santa at Sinking Springs

Sinking Springs Retreat Center, LLC 9 Nov 2025

Chesapeake City VFW

Chesapeake City VFW 20 Dec 2025

Just a Bit Outside @ Chesapeake Inn

Chesapeake Inn Restaurant and Marina 27 Feb 2026

Olivia Reynolds Band at Unwined on the Water

Unwined on the Water 20 Dec 2025

A Journey to OZ • Dec 27 & 28

Chesapeake Inn Restaurant & Marina 27 Dec 2025

Chesapeake City UMC Annual Christmas Bazaar

450 Third Street, Chesapeake City, MD, United States, Maryland 21915 22 Nov 2025

New Years Eve Deck Party 2026 at Chesapeake Inn!

Chesapeake Inn Restaurant & Marina 31 Dec 2025

NYE Ballroom Bash 2026 at Chesapeake Inn!

Chesapeake Inn Restaurant & Marina 31 Dec 2025

Holiday Sip & Shop "Between The Vines"

237 Bohemia Manor Farm Ln 14 Dec 2025

Thanksgiving At The Tank Room

237 Bohemia Manor Farm Ln 27 Nov 2025