All Upcoming events

• Sat, 13 Dec, 2025 - 05:00 PM

  Chesapeake City Candlelight House Tour 2025

  Chesapeake City Museum

  USD 23
• Wed, 31 Dec, 2025 - 08:00 PM

  New Years Eve Deck Party 2026 at Chesapeake Inn!

  Chesapeake Inn Restaurant & Marina

  USD 39
• Wed, 31 Dec, 2025 - 08:00 PM

  NYE Ballroom Bash 2026 at Chesapeake Inn!

  Chesapeake Inn Restaurant & Marina

  USD 154
• Thu, 27 Nov, 2025 - 12:00 PM

  Annual Thanksgiving Buffet 2025

  605 Second Street, Chesapeake City, MD, United States, Maryland 21915

  26+ Interested
• Sat, 22 Nov, 2025 - 07:00 PM

  South Penn Dixie LIVE on The Deck!

  605 Second Street, Chesapeake City, MD, United States, Maryland 21915

  6+ Interested
• Sat, 06 Dec, 2025 - 07:00 PM

  Time line @ Chesapeake city vfw

  Chesapeake City VFW
• Sat, 29 Nov, 2025 - 07:00 PM

  Olivia Reynolds Band at Chesapeake City VFW

  Chesapeake City VFW

  140+ Interested
• Sat, 22 Nov, 2025 - 09:00 AM

  Chesapeake City UMC Annual Christmas Bazaar

  450 Third Street, Chesapeake City, MD, United States, Maryland 21915

  541+ Interested
• Sat, 06 Dec, 2025 - 07:00 AM

  The Collapse: Aftermath, a Scenario Paintball Event

  OXCC - Outdoor Xtreme Chesapeake City Paintball & Airsoft

  266+ Interested
• Sun, 30 Nov, 2025 - 06:00 PM

  Chesapeake City Christmas Tree Lighting

  Pell Gardens Park

  796+ Interested
• Sat, 06 Dec, 2025 - 05:30 PM

  Bohemia River Boaters Lighted Boat Parade

  Chesapeake City Bridge

  820+ Interested
• Sun, 21 Dec, 2025 - 05:00 PM

  Chesapeake Inn Santa Dinner with Friends • Dec 21

  Chesapeake Inn Restaurant & Marina

  USD 28
• Fri, 12 Dec, 2025 - 05:00 PM

  Sugar & Spice Cookie Decorating

  237 Bohemia Manor Farm Ln

  USD 39
• Sat, 06 Dec, 2025 - 12:00 PM

  Monarch Launch Party

  605 2nd Street Chesapeake City, MD 21915

  10+ Interested
• Sat, 20 Dec, 2025 - 05:00 PM

  12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience

  237 Bohemia Manor Farm Ln

  USD 71
• Sat, 27 Dec, 2025 - 07:00 PM

  Stomp Box @ Chesapeake City VFW 7-11pm

  Chesapeake City VFW

  5+ Interested
• Wed, 03 Dec, 2025 - 06:00 PM

  A-Nora-ble Paint Your Own Mini Event

  100 Bohemia Ave , Chesapeake City, MD, United States, Maryland 21915
• Sat, 27 Dec, 2025 - 01:30 PM

  A Journey to OZ • Dec 27 & 28

  Chesapeake Inn Restaurant & Marina

  USD 32
• Thu, 04 Dec, 2025 - 06:00 PM

  POPLAR HALL Presents: A Holiday Evening with Zachery Lockwood & Friends

  237 Bohemia Manor Farm Ln

  USD 34
• Sat, 13 Dec, 2025 - 09:00 AM

  Cookie Walk

  351 Biddle St, Chesapeake City, MD, United States, Maryland 21915

  17+ Interested
• Fri, 28 Nov, 2025 - 06:00 PM

  Chesapeake Inn

  Chesapeake Inn & Marina

  77+ Interested
• Sat, 13 Dec, 2025 - 10:00 AM

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

  Chesapeake City Town Hall
• Sat, 20 Dec, 2025 - 07:00 PM

  Chesapeake City VFW

  Chesapeake City VFW

  7+ Interested
• Sat, 14 Feb, 2026 - 06:00 PM

  Valentine's at The Chesapeake Inn

  Chesapeake Inn & Marina

  15+ Interested
• Sat, 06 Dec, 2025 - 03:00 PM

  Photos with Santa

  Cafe On The Bay

  24+ Interested
• Fri, 19 Dec, 2025 - 07:00 PM

  Just a Bit Outside @ Chesapeake Inn

  Chesapeake Inn

  7+ Interested
• Fri, 13 Feb, 2026 - 07:00 PM

  THE EVERAFTER @ Chesapeake Inn

  Chesapeake Inn

  8+ Interested
• Sun, 14 Dec, 2025 - 12:00 PM

  Holiday Sip & Shop "Between The Vines"

  237 Bohemia Manor Farm Ln

  USD 22
• Sun, 21 Dec, 2025 - 10:00 AM

  Sunday Brunch With Santa & Mrs. Claus

  237 Bohemia Manor Farm Ln

  USD 29
• Wed, 31 Dec, 2025 - 09:00 PM

  Bubbles & Pearls New Year's Eve Party

  237 Bohemia Manor Farm Ln

  USD 162
• Fri, 09 Oct, 2026 - 02:00 PM

  Endless Legends

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

  46+ Interested
• Thu, 27 Nov, 2025 - 10:00 AM

  Thanksgiving At The Tank Room

  237 Bohemia Manor Farm Ln

  USD 34
• Sat, 30 May, 2026 - 01:00 PM

  Just a Bit Outside @ Chesapeake Imn

  Chesapeake Inn Restaurant and Marina

  9+ Interested
• Sat, 13 Dec, 2025 - 08:00 AM

  Wreaths Across America with IW Delaware!

  Delaware Veterans Memorial Cemetery

  50+ Interested
• Sat, 06 Dec, 2025 - 10:00 AM

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

  Chesapeake Inn Restaurant & Marina

  USD 28