Chesapeake City Live Music Events

The Party of the Year: GATSBY

Chesapeake Inn Restaurant & Marina 13 Nov 2026

It's All Good! LIVE on The Deck

Chesapeake Inn Restaurant and Marina 24 Oct 2026

Annual Halloween Costume Party!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 31 Oct 2026

What Mama Said LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 23 Oct 2026

Party Fowl LIVE on The Deck!

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 30 Oct 2026

BOH-jolais: A Harvest Wine Dinner

237 Bohemia Manor Farm Ln 19 Nov 2026

UTC at Chesapeake Inn (Sat 11/14 7PM)

Chesapeake Inn Restaurant and Marina 14 Nov 2026

Lion's Club Chesapeake City Christmas Tree Lighting

Pell Gardens Park 29 Nov 2026