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Community Events and Things to do in Chestertown, MD

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Fairgrounds Takeover PT.2
Sat, Aug 29, 11:00 AM
Harrington · Delaware State Fairgrounds
Fairgrounds Takeover PT.2
Sat, Aug 29, 11:00 AM
Harrington · Delaware State Fairgrounds
Juneteenth Community Cookout
Fri, Jun 19, 1:00 PM
Baltimore · Ben Cardin Pavillon
Juneteenth Community Cookout
Fri, Jun 19, 1:00 PM
Baltimore · Ben Cardin Pavillon
Just added
3rd Anne Arundel Asian American Pacific Islander Festival
Sun, May 31, 11:30 AM
Crownsville · Anne Arundel County Fairgrounds
Just added
3rd Anne Arundel Asian American Pacific Islander Festival
Sun, May 31, 11:30 AM
Crownsville · Anne Arundel County Fairgrounds
Just added
ASL Basics Workshop Series
Sat, Jun 13, 12:00 PM
Baltimore · Rawlings Conservatory Outdoor Gardens
Just added
ASL Basics Workshop Series
Sat, Jun 13, 12:00 PM
Baltimore · Rawlings Conservatory Outdoor Gardens
Maryland Renaissance Garb and Crafts Sale 2026
Sat, Jul 18, 12:00 PM + 3 more
Timonium · 2200 York Rd
Maryland Renaissance Garb and Crafts Sale 2026
Sat, Jul 18, 12:00 PM + 3 more
Timonium · 2200 York Rd
4th Annual Building Up The Block Party
Sun, Aug 30, 1:00 PM
Baltimore · 5150 Baltimore National Pike
4th Annual Building Up The Block Party
Sun, Aug 30, 1:00 PM
Baltimore · 5150 Baltimore National Pike
Going fast
3rd Annual Dance With My Father Luncheon
Sat, Jun 13, 1:00 PM
Woodlawn · 1718 Belmont Ave
Going fast
3rd Annual Dance With My Father Luncheon
Sat, Jun 13, 1:00 PM
Woodlawn · 1718 Belmont Ave
Going fast
AmericanK9's Sip & Snuggle
Fri, Jun 5, 7:00 PM
Davidsonville · 3869 Birdsville Rd
Going fast
AmericanK9's Sip & Snuggle
Fri, Jun 5, 7:00 PM
Davidsonville · 3869 Birdsville Rd
NCNW MCMD Section's Annual Retreat: Sisterhood in Full Bloom
Fri, Jun 26, 8:00 AM
Severn · Cambria Hotel Arundel Mills-BWI Airport
NCNW MCMD Section's Annual Retreat: Sisterhood in Full Bloom
Fri, Jun 26, 8:00 AM
Severn · Cambria Hotel Arundel Mills-BWI Airport
The Power of Blue: Unlocking Our Collective Potential
Fri, Sep 18, 6:00 PM
Severn · Live! Casino & Hotel Maryland
The Power of Blue: Unlocking Our Collective Potential
Fri, Sep 18, 6:00 PM
Severn · Live! Casino & Hotel Maryland
TOGETHER AGAIN
Sat, Jul 18, 3:00 PM
Woodlawn · 6709 Whitestone Rd
TOGETHER AGAIN
Sat, Jul 18, 3:00 PM
Woodlawn · 6709 Whitestone Rd
THE RECONNECT | Christian Hip-Hop & Worship Concert
Fri, Jun 12, 7:00 PM
Newark · Faith City Family Church
THE RECONNECT | Christian Hip-Hop & Worship Concert
Fri, Jun 12, 7:00 PM
Newark · Faith City Family Church
The City Ranch: 2nd Annual Family Rodeo Fundraiser with DMV Pressure
Sat, Jun 6, 3:00 PM
Woodlawn · 7613 Dogwood Rd
The City Ranch: 2nd Annual Family Rodeo Fundraiser with DMV Pressure
Sat, Jun 6, 3:00 PM
Woodlawn · 7613 Dogwood Rd
St Matthew's Church NCCD Annual Crab Feast
Sat, Aug 8, 12:00 PM
Newark · 11 Poplar Ave
St Matthew's Church NCCD Annual Crab Feast
Sat, Aug 8, 12:00 PM
Newark · 11 Poplar Ave
6th Annual Maryland African Diaspora International Women's Day
Fri, Mar 19, 6:00 PM
Baltimore · Martin's West
6th Annual Maryland African Diaspora International Women's Day
Fri, Mar 19, 6:00 PM
Baltimore · Martin's West
7th Annual World Ebony Network (WEN) Global Chiefs for Change Segment
Sat, Jun 13, 11:00 AM
Jessup · Holiday Inn Columbia East-Jessup by IHG
7th Annual World Ebony Network (WEN) Global Chiefs for Change Segment
Sat, Jun 13, 11:00 AM
Jessup · Holiday Inn Columbia East-Jessup by IHG
Cheers to 40 years-Bowie '86 Reunion Weekend
Fri, Jul 31, 7:00 PM
Bowie · Bowie High School
Cheers to 40 years-Bowie '86 Reunion Weekend
Fri, Jul 31, 7:00 PM
Bowie · Bowie High School
THE CO-OP PROJECT PRESENTS COMMUNITY CON
Sat, Sep 19, 12:00 PM
Bowie · 15210 Annapolis Rd
THE CO-OP PROJECT PRESENTS COMMUNITY CON
Sat, Sep 19, 12:00 PM
Bowie · 15210 Annapolis Rd
Recovery Craft Night: You've been Framed
Fri, Jun 5, 7:00 PM
Columbia · Art Classroom inside Doodle HATCH museum
Recovery Craft Night: You've been Framed
Fri, Jun 5, 7:00 PM
Columbia · Art Classroom inside Doodle HATCH museum
2nd Annual B/H Milford Reunion Community Day
Sat, Aug 1, 12:00 PM
Milford · Benjamin Banneker Elem School
2nd Annual B/H Milford Reunion Community Day
Sat, Aug 1, 12:00 PM
Milford · Benjamin Banneker Elem School

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:

Fairgrounds Takeover PT.2

Juneteenth Community Cookout

ASL Basics Workshop Series

Maryland Renaissance Garb and Crafts Sale 2026

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

events happening today near me

chestertown car show

mothers day brunch ballys

Which events are coming up?

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

3rd Anne Arundel Asian American Pacific Islander Festival

AmericanK9's Sip & Snuggle

Recovery Craft Night: You've been Framed

The City Ranch: 2nd Annual Family Rodeo Fundraiser with DMV Pressure