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Events and Things to do in Chestertown, MD

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Sales end soon
Mother's Day: Wine & Flowers Extravaganza
Tomorrow at 12:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Sales end soon
Mother's Day: Wine & Flowers Extravaganza
Tomorrow at 12:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Selling fast
Silly Goose Pop-Up Pilates
Tomorrow at 9:00 AM
Chesapeake City · Bohemia Manor Farm
Selling fast
Silly Goose Pop-Up Pilates
Tomorrow at 9:00 AM
Chesapeake City · Bohemia Manor Farm
A 'SHORE' THING
Mon, May 25, 5:00 PM
Sparrows Point · 6400 North Point Rd
A 'SHORE' THING
Mon, May 25, 5:00 PM
Sparrows Point · 6400 North Point Rd
Bohemia live: Summer Concert Series - Triple Rail Turn Band
Fri, May 15, 7:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Bohemia live: Summer Concert Series - Triple Rail Turn Band
Fri, May 15, 7:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Shells & Soul:Crab & Crush R&B Experience
Sat, Jun 20, 2:00 PM
Grasonville · Grasonville Community Center
Shells & Soul:Crab & Crush R&B Experience
Sat, Jun 20, 2:00 PM
Grasonville · Grasonville Community Center
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Oliver Beach Inn Paint Night
Thu, Jun 18, 6:00 PM
Middle River · Oliver Beach Inn
Oliver Beach Inn Paint Night
Thu, Jun 18, 6:00 PM
Middle River · Oliver Beach Inn
PT. 2 ON THE WATER
Sun, Jun 14, 4:00 PM
Pasadena · Kurtz's Beach Ltd
PT. 2 ON THE WATER
Sun, Jun 14, 4:00 PM
Pasadena · Kurtz's Beach Ltd
Selling fast
Juke Joint Blues Benefit feat. The Cash Box Kings
Sat, May 16, 7:00 PM
Joppatowne · Midway Discount Liquors
Selling fast
Juke Joint Blues Benefit feat. The Cash Box Kings
Sat, May 16, 7:00 PM
Joppatowne · Midway Discount Liquors
Almost full
Jim Breuer: Find The Funny
Monday at 8:00 PM
Havre de Grace · The STAR Centre
Almost full
Jim Breuer: Find The Funny
Monday at 8:00 PM
Havre de Grace · The STAR Centre
Sales end soon
Mothers Day Dinner On The Bay
Tomorrow at 5:30 PM
Essex · Maryland Party Boat Charters
Sales end soon
Mothers Day Dinner On The Bay
Tomorrow at 5:30 PM
Essex · Maryland Party Boat Charters
Dance with Me School of Dance presents: Just Keep Dancing
Fri, May 15, 6:30 PM
Havre de Grace · The STAR Centre
Dance with Me School of Dance presents: Just Keep Dancing
Fri, May 15, 6:30 PM
Havre de Grace · The STAR Centre
Beginner Yoga Every Tuesday & Thursday
Thursday at 6:00 PM + 33 more
Edgewood · 2120 Emmorton Park Rd
Beginner Yoga Every Tuesday & Thursday
Thursday at 6:00 PM + 33 more
Edgewood · 2120 Emmorton Park Rd
Almost full
Raise The Barre Dance Recital 2026
Sat, May 30, 11:00 AM
Havre de Grace · The STAR Centre
Almost full
Raise The Barre Dance Recital 2026
Sat, May 30, 11:00 AM
Havre de Grace · The STAR Centre
The Seahorse Inn Paint Night
Wed, May 20, 6:00 PM
Dundalk · The Sea Horse Inn
The Seahorse Inn Paint Night
Wed, May 20, 6:00 PM
Dundalk · The Sea Horse Inn
CrankNCruise Ft. New Impressionz
Sun, Jun 14, 4:30 PM
Essex · 1901 Old Eastern Ave
CrankNCruise Ft. New Impressionz
Sun, Jun 14, 4:30 PM
Essex · 1901 Old Eastern Ave
Sales end soon
Sunday Crabs on the bay!!
Sun, May 17, 12:30 PM
Essex · Maryland Party Boat Charters
Sales end soon
Sunday Crabs on the bay!!
Sun, May 17, 12:30 PM
Essex · Maryland Party Boat Charters
Selling fast
Tidewater Players present "High School Musical" Elite
Today at 2:00 PM
Havre de Grace · Cultural Center at the Opera House
Selling fast
Tidewater Players present "High School Musical" Elite
Today at 2:00 PM
Havre de Grace · Cultural Center at the Opera House
Tony Sands presents: Rat Pack Together Again
Sat, May 23, 7:00 PM
Havre de Grace · The STAR Centre
Tony Sands presents: Rat Pack Together Again
Sat, May 23, 7:00 PM
Havre de Grace · The STAR Centre
Selling fast
Rage Box presents: Re: DEFINITION - Division 1, 7-18 yr. olds
Sat, Jun 13, 7:00 PM
Havre de Grace · The STAR Centre
Selling fast
Rage Box presents: Re: DEFINITION - Division 1, 7-18 yr. olds
Sat, Jun 13, 7:00 PM
Havre de Grace · The STAR Centre

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:

A 'SHORE' THING

Bohemia live: Summer Concert Series - Triple Rail Turn Band

Shells & Soul:Crab & Crush R&B Experience

Mojo Car Show 2026

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

washington college concert

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:

Tidewater Players present "High School Musical" Elite

Silly Goose Pop-Up Pilates

Mother's Day: Wine & Flowers Extravaganza

Mothers Day Dinner On The Bay