Boy Band Brunch with The Boy Band Project

Chesapeake Inn Restaurant & Marina 25 Jan 2026

Dueling Pianos with The Philly Keys

Chesapeake Inn Restaurant & Marina 17 Jan 2026

Stand Up Comedy Night

Chesapeake Inn Restaurant & Marina 6 Feb 2026

Dueling Pianos with The Philly Keys

Chesapeake Inn Restaurant & Marina 16 Jan 2026

Bridgerton Ball!

Sinking Springs Retreat Center, LLC 21 Feb 2026

Valentine's at The Chesapeake Inn

Chesapeake Inn & Marina 14 Feb 2026

KONO Nation LIVE on The Deck

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 17 Jan 2026

Triple Rail Turn LIVE on The Deck

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 7 Feb 2026

Jackson Station band Jan.17 @VFW CHESAPEAKE CITY 7-11

VFW ChesapeakeCity 17 Jan 2026

Olivia Reynolds Band at Chesapeake City VFW

Chesapeake City VFW 23 Jan 2026

The Amigos @ Bakers

Baker's 24 Jan 2026

Dueling Pianos with The Philly Keys • February 21

Chesapeake Inn Restaurant & Marina 21 Feb 2026

Sip Into Winter: A Mixology Workshop

237 Bohemia Manor Farm Ln 30 Jan 2026

The Everafter LIVE on The Deck

605 Second Street, Chesapeake City, MD, United States, Maryland 21915 16 Jan 2026

Galentine's Day Sip & Shop

237 Bohemia Manor Farm Ln 15 Feb 2026

Bubbles & Brunch

237 Bohemia Manor Farm Ln 8 Feb 2026

GALENTINES PARTY

RummuR Lounge, Bohemia Avenue, Chesapeake City, MD, USA 12 Feb 2026

Snowman Sprint Fun Run & Snow Much Fun Family Day

108 Bohemia Ave, Chesapeake City, MD 21915-1241, United States 7 Feb 2026

Dueling Pianos with The Philly Keys • February 20

Chesapeake Inn Restaurant & Marina 20 Feb 2026

THE EVERAFTER @ Chesapeake Inn

Chesapeake Inn Restaurant & Marina 13 Mar 2026