Holiday events in Chestertown, MD
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New Years Eve on the Bay! (21+ Event) Early Bird Special ends Dec 15th
Wed, Dec 31, 10:00 PM
Essex · Maryland Party Boat Charters
New Years Eve on the Bay! (21+ Event) Early Bird Special ends Dec 15th
Wed, Dec 31, 10:00 PM
Essex · Maryland Party Boat Charters
The Party of the Year: GATSBY
Fri, Nov 21, 8:30 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
The Party of the Year: GATSBY
Fri, Nov 21, 8:30 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
The Mayor's Pick 2025 Holiday Film Party: Violent Night
Sat, Dec 27, 7:00 PM
Havre de Grace · Cultural Center at the Opera House
The Mayor's Pick 2025 Holiday Film Party: Violent Night
Sat, Dec 27, 7:00 PM
Havre de Grace · Cultural Center at the Opera House
Thanksgiving At The Tank Room
Thu, Nov 27, 10:00 AM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Thanksgiving At The Tank Room
Thu, Nov 27, 10:00 AM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Holiday Craft Night by Donna's Tavern and Restaurant & The Painted Mermaid
Tue, Nov 18, 5:00 PM
Dundalk · Donna's Tavern & Restaurant
Holiday Craft Night by Donna's Tavern and Restaurant & The Painted Mermaid
Tue, Nov 18, 5:00 PM
Dundalk · Donna's Tavern & Restaurant
NYE Ballroom Bash 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
NYE Ballroom Bash 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
4th Annual Patty BOO-more! Halloween Bus Tour
Friday at 6:00 PM
Baltimore · The Canton Local, South Decker Avenue, Baltimore, MD, USA
4th Annual Patty BOO-more! Halloween Bus Tour
Friday at 6:00 PM
Baltimore · The Canton Local, South Decker Avenue, Baltimore, MD, USA
Santa Brunch with Friends • DEC 6, 13, & 20
Sat, Dec 6, 10:00 AM + 5 more
Chesapeake City · Chesapeake Inn Restaurant & Marina
Santa Brunch with Friends • DEC 6, 13, & 20
Sat, Dec 6, 10:00 AM + 5 more
Chesapeake City · Chesapeake Inn Restaurant & Marina
Jingle & Mingle With Santa
Sun, Dec 14, 1:00 PM + 3 more
Joppatowne · The Great Hall at The Millstad Center
Jingle & Mingle With Santa
Sun, Dec 14, 1:00 PM + 3 more
Joppatowne · The Great Hall at The Millstad Center
Hat Burning Workshop at the Fallston Barrell House
Wed, Dec 10, 6:00 PM
Fallston · Fallston Barrel House
Hat Burning Workshop at the Fallston Barrell House
Wed, Dec 10, 6:00 PM
Fallston · Fallston Barrel House
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