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Festivals in Chestertown, MD

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Cultural Enrichment, Music, and Arts Festival
Sat, Aug 29, 12:00 PM
Laurel · Laurel Park
Cultural Enrichment, Music, and Arts Festival
Sat, Aug 29, 12:00 PM
Laurel · Laurel Park
Sales end soon
WREATH & WINE
Friday at 4:00 PM
Columbia · Busboys and Poets - Columbia
Sales end soon
WREATH & WINE
Friday at 4:00 PM
Columbia · Busboys and Poets - Columbia
Sales end soon
GLOWFIT: Carnival Prep Experience
Friday at 6:45 PM + 10 more
Laurel · 14504 Greenview Dr ste 203
Sales end soon
GLOWFIT: Carnival Prep Experience
Friday at 6:45 PM + 10 more
Laurel · 14504 Greenview Dr ste 203
3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
CHRISTMAS MARKET
Sat, Dec 13, 11:00 AM
Laurel · TBA
CHRISTMAS MARKET
Sat, Dec 13, 11:00 AM
Laurel · TBA
LEMONFEST 2026
Sat, Apr 11, 11:00 AM
Laurel · Cultural Enrichment Center
LEMONFEST 2026
Sat, Apr 11, 11:00 AM
Laurel · Cultural Enrichment Center
Holiday Shoppe at The Cottage (December 20)
Sat, Dec 20, 12:00 PM
Wilmington · THE COTTAGE BY MONARCH
Holiday Shoppe at The Cottage (December 20)
Sat, Dec 20, 12:00 PM
Wilmington · THE COTTAGE BY MONARCH
Our Delaware Cultural Festival
Sun, Dec 7, 11:00 AM
Wilmington · Arsht Hall
Our Delaware Cultural Festival
Sun, Dec 7, 11:00 AM
Wilmington · Arsht Hall
2026 Delaware Tequila Fest!
Sat, Mar 21, 4:00 PM
Wilmington · 2409 Lancaster Ave
2026 Delaware Tequila Fest!
Sat, Mar 21, 4:00 PM
Wilmington · 2409 Lancaster Ave
Delaware African Restaurant Week 2026
Sat, Aug 1, 12:00 PM
Delaware · Delaware
Delaware African Restaurant Week 2026
Sat, Aug 1, 12:00 PM
Delaware · Delaware
#NaturalHairFest DMV Network | CLICK HERE to BUY TICKETS NOW
Sun, Dec 7, 10:00 AM
Landover · Courtyard New Carrollton Landover
#NaturalHairFest DMV Network | CLICK HERE to BUY TICKETS NOW
Sun, Dec 7, 10:00 AM
Landover · Courtyard New Carrollton Landover
2026 Black Owned Spirits Tasting
Sat, Jun 20, 4:00 PM
Wilmington · The Venue
2026 Black Owned Spirits Tasting
Sat, Jun 20, 4:00 PM
Wilmington · The Venue
Cambridge Rotary Choptank Chill & Cheer presented by Hyatt Regency Resort
Sat, Jan 3, 2:00 PM
Cambridge · Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
Cambridge Rotary Choptank Chill & Cheer presented by Hyatt Regency Resort
Sat, Jan 3, 2:00 PM
Cambridge · Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
CREATURES GREAT ANS SMALL ANIMAL PARK WINTERFEST
Sat, Dec 6, 11:00 AM
Finksburg · Sunny Knoll Farm
CREATURES GREAT ANS SMALL ANIMAL PARK WINTERFEST
Sat, Dec 6, 11:00 AM
Finksburg · Sunny Knoll Farm
Winter Workshop!
Sun, Dec 7, 9:30 AM + 1 more
Glenelg · Your Journey Gymnastics & Dance
Winter Workshop!
Sun, Dec 7, 9:30 AM + 1 more
Glenelg · Your Journey Gymnastics & Dance
Christmas With The Cows
Sat, Nov 29, 11:00 AM + 1 more
Finksburg · Rebel Cattle Co.
Christmas With The Cows
Sat, Nov 29, 11:00 AM + 1 more
Finksburg · Rebel Cattle Co.
Big vinyl record sale! Howard County Record Riot! 10,000 LPs in one room!
Sun, Dec 14, 10:00 AM
West Friendship · Howard County Fairgrounds
Big vinyl record sale! Howard County Record Riot! 10,000 LPs in one room!
Sun, Dec 14, 10:00 AM
West Friendship · Howard County Fairgrounds
AfroVilla
Thu, Dec 11, 7:00 PM
Hyattsville · Galaxy Night Club
AfroVilla
Thu, Dec 11, 7:00 PM
Hyattsville · Galaxy Night Club
Sales end soon
VYBZ FESTIVAL (AFROBEATS - DANCEHALL - SOCA )
Friday at 10:00 PM
Washington · Karma DC Live Music Venue
Sales end soon
VYBZ FESTIVAL (AFROBEATS - DANCEHALL - SOCA )
Friday at 10:00 PM
Washington · Karma DC Live Music Venue
Sales end soon
ECS Christmas Market
Saturday at 9:00 AM
Laurel · 14511 Sycamore Rd
Sales end soon
ECS Christmas Market
Saturday at 9:00 AM
Laurel · 14511 Sycamore Rd

Trends in Chestertown

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Frequently asked questions about Chestertown

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Cultural Enrichment, Music, and Arts Festival

3rd Annual National Urban Farm Festival

CHRISTMAS MARKET

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

chestertown car show

chester river chorale celtic christmas

minary's dream alliance inc

events happening today near me

Which festival events are coming up?

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

GLOWFIT: Carnival Prep Experience

VYBZ FESTIVAL (AFROBEATS - DANCEHALL - SOCA )

ECS Christmas Market