Discover Chester Events & Activities in Chestertown, MD

Schooner SULTANA Public Sails 2025-August
Fri, Aug 8, 5:30 PM
Chestertown Marina
Schooner SULTANA Public Sails 2025-August
Fri, Aug 8, 5:30 PM
Chestertown Marina
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Adventurous Scavenger Hunt! - West Chester's Fun-Filled Chest
Today at 8:00 AM + 156 more
16 Historic Rte 100
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Adventurous Scavenger Hunt! - West Chester's Fun-Filled Chest
Today at 8:00 AM + 156 more
16 Historic Rte 100
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Picture Bingo at sweetFrog Kent Island
Saturday at 11:00 AM
sweetFrog Kent Island
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Picture Bingo at sweetFrog Kent Island
Saturday at 11:00 AM
sweetFrog Kent Island
Fore the NICU Golf Outing
Mon, Sep 29, 7:30 AM
Wyncote Golf Club (The Restaurant at Wyncote)
Fore the NICU Golf Outing
Mon, Sep 29, 7:30 AM
Wyncote Golf Club (The Restaurant at Wyncote)
Family Game Night at sweetFrog Kent Island
Thu, Aug 21, 5:00 PM + 4 more
sweetFrog Kent Island
Family Game Night at sweetFrog Kent Island
Thu, Aug 21, 5:00 PM + 4 more
sweetFrog Kent Island
The Chester County Card Show
Sun, Sep 7, 9:00 AM
Sturzebecker Health Science Center
The Chester County Card Show
Sun, Sep 7, 9:00 AM
Sturzebecker Health Science Center
2025 CAMPAIGN KICKOFF & ANNUAL MEETING
Thu, Aug 7, 11:30 AM
Penn Oaks Golf Club
2025 CAMPAIGN KICKOFF & ANNUAL MEETING
Thu, Aug 7, 11:30 AM
Penn Oaks Golf Club
Downrigging Weekend Sails--Friday, October 31, 2:30pm-5:00pm
Fri, Oct 31, 2:30 PM
Chestertown Marina
Downrigging Weekend Sails--Friday, October 31, 2:30pm-5:00pm
Fri, Oct 31, 2:30 PM
Chestertown Marina
Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-12:30pm
Sat, Nov 1, 10:30 AM
Chestertown Marina
Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-12:30pm
Sat, Nov 1, 10:30 AM
Chestertown Marina
Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm
Sat, Nov 1, 2:30 PM
Chestertown Marina
Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm
Sat, Nov 1, 2:30 PM
Chestertown Marina
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Amazing Scavenger Hunt! - Chestertown's Treasure Chest in Town!
Today at 8:00 AM + 221 more
1775 Washington Pl
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Amazing Scavenger Hunt! - Chestertown's Treasure Chest in Town!
Today at 8:00 AM + 221 more
1775 Washington Pl
Downrigging Weekend Sails--Sunday, Nov. 2, 1:00pm-3:00pm
Sun, Nov 2, 1:00 PM
Chestertown Marina
Downrigging Weekend Sails--Sunday, Nov. 2, 1:00pm-3:00pm
Sun, Nov 2, 1:00 PM
Chestertown Marina
The Chester County Collectibles Show
Sun, Oct 12, 9:00 AM
Sturzebecker Health Science Center
The Chester County Collectibles Show
Sun, Oct 12, 9:00 AM
Sturzebecker Health Science Center
Free SWAPs craft at sweetFrog Kent Island
Tue, Jul 29, 12:00 PM
sweetFrog Kent Island
Free SWAPs craft at sweetFrog Kent Island
Tue, Jul 29, 12:00 PM
sweetFrog Kent Island
Supper Series: Farm-to-Table Dining at Chesterdale Farm
Wed, Sep 24, 6:00 PM
1046 Lenape Rd
Supper Series: Farm-to-Table Dining at Chesterdale Farm
Wed, Sep 24, 6:00 PM
1046 Lenape Rd
A Date Night Adventure! - West Chester's Fun-Filled Chest
Today at 8:00 AM + 47 more
16 Historic Rte 100
A Date Night Adventure! - West Chester's Fun-Filled Chest
Today at 8:00 AM + 47 more
16 Historic Rte 100
Bath Salts Bar at Rooted in New London, PA
Fri, Aug 1, 11:00 AM + 5 more
Rooted
Bath Salts Bar at Rooted in New London, PA
Fri, Aug 1, 11:00 AM + 5 more
Rooted
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1st Friday Networking Event - Back To School
Fri, Aug 1, 8:00 PM
Skyloft F Rental Studio
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1st Friday Networking Event - Back To School
Fri, Aug 1, 8:00 PM
Skyloft F Rental Studio
Murder Mystery Experience - Batlimore
Today at 8:00 AM + 40 more
McKeldin Fountain
Murder Mystery Experience - Batlimore
Today at 8:00 AM + 40 more
McKeldin Fountain

Schooner SULTANA Public Sails 2025-August

Schooner SULTANA Public Sails 2025-August

Adventurous Scavenger Hunt! - West Chester's Fun-Filled Chest

Adventurous Scavenger Hunt! - West Chester's Fun-Filled Chest

Picture Bingo at sweetFrog Kent Island

Picture Bingo at sweetFrog Kent Island

Fore the NICU Golf Outing

Fore the NICU Golf Outing

Family Game Night at sweetFrog Kent Island

Family Game Night at sweetFrog Kent Island

The Chester County Card Show

The Chester County Card Show

2025 CAMPAIGN KICKOFF & ANNUAL MEETING

2025 CAMPAIGN KICKOFF & ANNUAL MEETING

Downrigging Weekend Sails--Friday, October 31, 2:30pm-5:00pm

Downrigging Weekend Sails--Friday, October 31, 2:30pm-5:00pm

Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-12:30pm

Downrigging Weekend Sails--Saturday Morning, Nov. 1, 10:30am-12:30pm

Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm

Downrigging Weekend Sails--Saturday Afternoon, Nov. 1, 2:30pm-5:00pm

Amazing Scavenger Hunt! - Chestertown's Treasure Chest in Town!

Amazing Scavenger Hunt! - Chestertown's Treasure Chest in Town!

Downrigging Weekend Sails--Sunday, Nov. 2, 1:00pm-3:00pm

Downrigging Weekend Sails--Sunday, Nov. 2, 1:00pm-3:00pm

The Chester County Collectibles Show

The Chester County Collectibles Show

Free SWAPs craft at sweetFrog Kent Island

Free SWAPs craft at sweetFrog Kent Island

Supper Series: Farm-to-Table Dining at Chesterdale Farm

Supper Series: Farm-to-Table Dining at Chesterdale Farm

A Date Night Adventure! - West Chester's Fun-Filled Chest

A Date Night Adventure! - West Chester's Fun-Filled Chest

Bath Salts Bar at Rooted in New London, PA

Bath Salts Bar at Rooted in New London, PA

1st Friday Networking Event - Back To School

1st Friday Networking Event - Back To School

Murder Mystery Experience - Batlimore

Murder Mystery Experience - Batlimore

Things to do around Chestertown

Trends in Chestertown

1. Chestertown car show

2. Maternity tour

3. Kids

4. Events happening today near me

5. Minary's dream alliance inc

6. Wine festival chestertown

7. Kent county

8. Washington college

9. Vendor needed

10. Vendor

11. Trivia

12. Sultana downrigging