Upcoming Chesapeake City Events

Check out what's happening all around Chesapeake City, MD

The Party of the Year: GATSBY

 Fri, 21 Nov at 08:30 pm Chesapeake Inn Restaurant & Marina USD 65 to 175

New Years Eve Deck Party 2026 at Chesapeake Inn!

 Wed, 31 Dec at 08:00 pm Chesapeake Inn Restaurant & Marina USD 39

NYE Ballroom Bash 2026 at Chesapeake Inn!

 Wed, 31 Dec at 08:00 pm Chesapeake Inn Restaurant & Marina USD 154

Annual Thanksgiving Buffet 2025

 Thu, 27 Nov at 12:00 pm 605 Second Street, Chesapeake City, MD, United States, Maryland 21915

Justin Taylor | Chesapeake City MD

 Sat, 15 Nov at 02:00 pm Bayard House Restaurant

Olivia Reynolds Band at Chesapeake City VFW

Sat, 29 Nov at 07:00 pm Chesapeake City VFW

Wine & Dine

Sat, 15 Nov at 04:00 pm Vietri’s Cucina

Bohemia River Boaters Lighted Boat Parade

 Sat, 06 Dec at 05:30 pm Chesapeake City Bridge

Chesapeake City Christmas Tree Lighting

 Sun, 30 Nov at 06:00 pm Pell Gardens Park

Chesapeake City UMC Annual Christmas Bazaar

 Sat, 22 Nov at 09:00 am 450 Third Street, Chesapeake City, MD, United States, Maryland 21915

Chesapeake City Candlelight House Tour 2025

 Sat, 13 Dec at 05:00 pm Chesapeake City Museum USD 23

The Collapse: Aftermath, a Scenario Paintball Event

 Sat, 06 Dec at 07:00 am OXCC - Outdoor Xtreme Chesapeake City Paintball & Airsoft

Chesapeake Inn Santa Dinner with Friends • Dec 21

 Sun, 21 Dec at 05:00 pm Chesapeake Inn Restaurant & Marina USD 28 to 54

Chesapeake City VFW

 Sat, 20 Dec at 07:00 pm Chesapeake City VFW

Just a Bit Outside @ Chesapeake Inn

 Fri, 19 Dec at 07:00 pm Chesapeake Inn

Chesapeake Inn

 Fri, 28 Nov at 06:00 pm Chesapeake Inn & Marina

THE EVERAFTER @ Chesapeake Inn

 Fri, 13 Feb at 07:00 pm Chesapeake Inn

The Amigos at Baker's Restaurant

Fri, 19 Dec at 06:00 pm Baker's

Just a Bit Outside @ Chesapeake Inn

 Fri, 27 Feb at 07:00 pm Chesapeake Inn Restaurant and Marina

Holiday Sip & Shop "Between The Vines"

 Sun, 14 Dec at 12:00 pm 237 Bohemia Manor Farm Ln USD 22

A Journey to OZ • Dec 27 & 28

 Sat, 27 Dec at 01:30 pm Chesapeake Inn Restaurant & Marina USD 32 to 53

Sunday Brunch With Santa & Mrs. Claus

 Sun, 21 Dec at 10:00 am 237 Bohemia Manor Farm Ln USD 29 to 45

Poplar Hall Christmas Parade of Horses & Market in Historic Chesapeake City, MD

 Sat, 13 Dec at 10:00 am Chesapeake City Town Hall

Bubbles & Pearls New Year's Eve Party

 Wed, 31 Dec at 09:00 pm 237 Bohemia Manor Farm Ln USD 162

Thanksgiving At The Tank Room

 Thu, 27 Nov at 10:00 am 237 Bohemia Manor Farm Ln USD 34 to 111

Valentine's at The Chesapeake Inn

 Sat, 14 Feb at 06:00 pm Chesapeake Inn & Marina

Wreaths Across America with IW Delaware!

Sat, 13 Dec at 08:00 am Delaware Veterans Memorial Cemetery

A-Nora-ble Paint Your Own Mini Part

 Wed, 19 Nov at 06:00 pm 100 Bohemia Ave

Chesapeake Inn Santa Brunch with Friends • DEC 6, 13, & 20

 Sat, 06 Dec at 10:00 am Chesapeake Inn Restaurant & Marina USD 28 to 47

Tour & Taste

 Sat, 02 Aug at 12:00 pm 237 Bohemia Manor Farm Ln USD 36

A Date Night Adventure! - Chesapeake City Scavenger Hunt

 Sun, 11 May at 08:00 am 11 Bohemia Ave USD 36

Adventurous Scavenger Hunt! - Chesapeake City Scavenger Hunt

 Fri, 29 Nov at 08:00 am 11 Bohemia Ave USD 15