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find Halloween events for every vibe.

Events in Chestertown, MD

Search for something you love or check out popular events in your area.

Sales end soon
Sultana's Downrigging-Festival Village Passes-2025
Friday at 3:00 PM
Chestertown · Chestertown Marina
Sales end soon
Sultana's Downrigging-Festival Village Passes-2025
Friday at 3:00 PM
Chestertown · Chestertown Marina
Sales end soon
Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-1:00pm
Saturday at 10:30 AM
Chestertown · Chestertown Marina
Sales end soon
Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-1:00pm
Saturday at 10:30 AM
Chestertown · Chestertown Marina
Sales end soon
Bingo Disco - Halloween Party
Friday at 7:00 PM
Chestertown · 9155 American Legion Rd
Sales end soon
Bingo Disco - Halloween Party
Friday at 7:00 PM
Chestertown · 9155 American Legion Rd
BINGO DISCO
Sat, Nov 8, 4:00 PM
Chestertown · Minary's Dream Alliance Inc.
BINGO DISCO
Sat, Nov 8, 4:00 PM
Chestertown · Minary's Dream Alliance Inc.
The Mad Hatter Competition at the 2025 Holiday Candlelight Tour
Sun, Nov 23, 12:00 PM
Centreville · Queen Anne's County Historic Courthouse
The Mad Hatter Competition at the 2025 Holiday Candlelight Tour
Sun, Nov 23, 12:00 PM
Centreville · Queen Anne's County Historic Courthouse
A Not So Silent Night Holiday Concert at QAC Centre for the Arts
Fri, Dec 12, 7:00 PM
Centreville · Queen Annes County Art Council
A Not So Silent Night Holiday Concert at QAC Centre for the Arts
Fri, Dec 12, 7:00 PM
Centreville · Queen Annes County Art Council
QAC Holiday Candlelight Tour
Sat, Dec 6, 12:00 PM
Centreville · Queen Anne's County Historic Courthouse
QAC Holiday Candlelight Tour
Sat, Dec 6, 12:00 PM
Centreville · Queen Anne's County Historic Courthouse
Grape Expectations: Brampton 1860 Anything But Thanksgiving
Mon, Nov 17, 6:00 PM
Chestertown · 25227 Chestertown Rd
Grape Expectations: Brampton 1860 Anything But Thanksgiving
Mon, Nov 17, 6:00 PM
Chestertown · 25227 Chestertown Rd
2025 Queen Anne's County Harvest Breakfast
Fri, Nov 14, 7:30 AM
Wye Mills · Chesapeake College - Caroline Center
2025 Queen Anne's County Harvest Breakfast
Fri, Nov 14, 7:30 AM
Wye Mills · Chesapeake College - Caroline Center
Rodgers and Hammerstein's CINDERELLA
Fri, Dec 5, 7:00 PM + 8 more
Chestertown · Garfield Center for the Arts at the Prince Theatre
Rodgers and Hammerstein's CINDERELLA
Fri, Dec 5, 7:00 PM + 8 more
Chestertown · Garfield Center for the Arts at the Prince Theatre
2025 Bourbon Classic Charity Clay Shooting Tournament
Thu, Nov 20, 9:00 AM
Queenstown · The Point at Pintail
2025 Bourbon Classic Charity Clay Shooting Tournament
Thu, Nov 20, 9:00 AM
Queenstown · The Point at Pintail
Christmas Cash Bash
Sat, Dec 6, 2:00 PM
Queenstown · Bay Country Moose Lodge
Christmas Cash Bash
Sat, Dec 6, 2:00 PM
Queenstown · Bay Country Moose Lodge
Paint Day at Queenstown Harbor
Sat, Dec 13, 2:00 PM
Queenstown · 310 Links Ln
Paint Day at Queenstown Harbor
Sat, Dec 13, 2:00 PM
Queenstown · 310 Links Ln
Crown of Smoke - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
Crown of Smoke - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
Ephemera - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
Ephemera - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
No Promises - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
No Promises - Let There Be Rock
Fri, Nov 7, 7:00 PM
Earleville · 1748 Crystal Beach Rd
Going fast
Christmas Candle Workshop at Harvest Ridge
Sun, Nov 9, 1:00 PM
Marydel · Harvest Ridge Winery
Going fast
Christmas Candle Workshop at Harvest Ridge
Sun, Nov 9, 1:00 PM
Marydel · Harvest Ridge Winery
Sappphire and Pearlz Holiday Party
Sat, Dec 6, 7:00 PM
Edgewood · American Legion Service Post 17
Sappphire and Pearlz Holiday Party
Sat, Dec 6, 7:00 PM
Edgewood · American Legion Service Post 17
Sales end soon
"Pink Soul" Breast Cancer Benefit Concert.
Saturday at 6:00 PM
Aberdeen · TB3 Bar & Grill
Sales end soon
"Pink Soul" Breast Cancer Benefit Concert.
Saturday at 6:00 PM
Aberdeen · TB3 Bar & Grill
Cooking classes: Foundational Culinary Techniques - Queenstown
Today at 7:00 PM + 103 more
Queenstown · Virtual (Online)
Cooking classes: Foundational Culinary Techniques - Queenstown
Today at 7:00 PM + 103 more
Queenstown · Virtual (Online)

Trends in Chestertown

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Frequently asked questions about Chestertown

What are the best events to attend?

According to Eventbrite, the best events are:

The Mad Hatter Competition at the 2025 Holiday Candlelight Tour

A Not So Silent Night Holiday Concert at QAC Centre for the Arts

QAC Holiday Candlelight Tour

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

chestertown car show

events happening today near me

Which events are coming up?

Discover the best events happening soon – you don’t want to miss them:

Cooking classes: Foundational Culinary Techniques - Queenstown

Sultana's Downrigging-Festival Village Passes-2025

Bingo Disco - Halloween Party

Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-1:00pm