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Holiday events in Chestertown, MD

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Sales end soon
The Christmas Spectacular Presented by the STAR Centre
Tomorrow at 2:00 PM
Havre de Grace · The STAR Centre
Sales end soon
The Christmas Spectacular Presented by the STAR Centre
Tomorrow at 2:00 PM
Havre de Grace · The STAR Centre
Going fast
12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience
Sat, Dec 20, 7:00 PM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Going fast
12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience
Sat, Dec 20, 7:00 PM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Youth Christmas Craft Fair
Tue, Dec 23, 11:00 AM
Baltimore · 901 N Milton Ave
Youth Christmas Craft Fair
Tue, Dec 23, 11:00 AM
Baltimore · 901 N Milton Ave
Kids Christmas Party with Santa
Sat, Dec 20, 10:00 AM
Forest Hill · Serenity salt spa
Kids Christmas Party with Santa
Sat, Dec 20, 10:00 AM
Forest Hill · Serenity salt spa
AAPI Art Gallery and Reception
Sun, Feb 15, 12:00 PM
Baltimore · Vollmer Visitor Center
AAPI Art Gallery and Reception
Sun, Feb 15, 12:00 PM
Baltimore · Vollmer Visitor Center
Lunar New Year Celebration of Talent
Sun, Feb 22, 12:00 PM
Baltimore · Vollmer Visitor Center
Lunar New Year Celebration of Talent
Sun, Feb 22, 12:00 PM
Baltimore · Vollmer Visitor Center
AAPI Artist Market and Resource Fair
Sun, Mar 1, 12:00 PM
Baltimore · Vollmer Visitor Center
AAPI Artist Market and Resource Fair
Sun, Mar 1, 12:00 PM
Baltimore · Vollmer Visitor Center
Sales end soon
2nd Annual Maryland Holiday Light Spectacular
Tomorrow at 5:30 PM + 17 more
Lutherville-Timonium · Maryland State Fairgrounds
Sales end soon
2nd Annual Maryland Holiday Light Spectacular
Tomorrow at 5:30 PM + 17 more
Lutherville-Timonium · Maryland State Fairgrounds
Santa's Igloo Experience
Today at 5:00 PM
Oxford · Oxford Feed & Lumber
Santa's Igloo Experience
Today at 5:00 PM
Oxford · Oxford Feed & Lumber
Almost full
Reserved Private Photo Sessions with Santa at Delaware Park
Tomorrow at 4:00 PM + 2 more
Wilmington · Delaware Park Casino
Almost full
Reserved Private Photo Sessions with Santa at Delaware Park
Tomorrow at 4:00 PM + 2 more
Wilmington · Delaware Park Casino
Donuts with Santa & Holiday Hayrides
Sat, Dec 20, 9:00 AM + 5 more
Bridgeville · The Frozen Farmer
Donuts with Santa & Holiday Hayrides
Sat, Dec 20, 9:00 AM + 5 more
Bridgeville · The Frozen Farmer
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
Sales end soon
Black Barn Alpacas’ Fleece Navidad: A Camelid Christmas
Tomorrow at 10:00 AM + 3 more
Finksburg · Black Barn Alpacas
Sales end soon
Black Barn Alpacas’ Fleece Navidad: A Camelid Christmas
Tomorrow at 10:00 AM + 3 more
Finksburg · Black Barn Alpacas
Going fast
Edgewood Christmas Tree Lighting
Tomorrow at 6:00 PM
Edgewood · 1305 Pulaski Hwy
Going fast
Edgewood Christmas Tree Lighting
Tomorrow at 6:00 PM
Edgewood · 1305 Pulaski Hwy
Sales end soon
Winter Wonderland Festival
Sunday at 1:00 PM
Washington · Woodridge Neighborhood Library
Sales end soon
Winter Wonderland Festival
Sunday at 1:00 PM
Washington · Woodridge Neighborhood Library
Sales end soon
3rd Annual Christmas Bazaar
Tomorrow at 10:00 AM
Essex · First Baptist Church of Back River
Sales end soon
3rd Annual Christmas Bazaar
Tomorrow at 10:00 AM
Essex · First Baptist Church of Back River
Sales end soon
Nica’s Events Presents: Holiday Haven
Tomorrow at 12:30 PM
Camp Springs · 6504 Old Branch Ave
Sales end soon
Nica’s Events Presents: Holiday Haven
Tomorrow at 12:30 PM
Camp Springs · 6504 Old Branch Ave
Almost full
Home for the Holidays at Haven
Tomorrow at 8:00 PM
Washington · 1378 H St NE
Almost full
Home for the Holidays at Haven
Tomorrow at 8:00 PM
Washington · 1378 H St NE
Procrastinator's Holiday Market 2025
Sat, Dec 20, 10:00 AM
Washington · Kraken Kourts & Skates | Bryant Street NE
Procrastinator's Holiday Market 2025
Sat, Dec 20, 10:00 AM
Washington · Kraken Kourts & Skates | Bryant Street NE

Trends in Chestertown

Explore more trends

Frequently asked questions about Chestertown

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

The Christmas Spectacular Presented by the STAR Centre

12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience

Youth Christmas Craft Fair

Kids Christmas Party with Santa

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

chester river chorale celtic christmas

chester river chorale

cinderella

yard sales and estate sale

Which festival events are coming up?

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

Santa's Igloo Experience

Black Barn Alpacas’ Fleece Navidad: A Camelid Christmas

3rd Annual Christmas Bazaar

Nica’s Events Presents: Holiday Haven

The Christmas Spectacular Presented by the STAR Centre

The Christmas Spectacular Presented by the STAR Centre

12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience

12 Rooms of Christmas at the Manor; A Walking Advent Calendar Experience

Youth Christmas Craft Fair

Youth Christmas Craft Fair

Kids Christmas Party with Santa

Kids Christmas Party with Santa

AAPI Art Gallery and Reception

AAPI Art Gallery and Reception

Lunar New Year Celebration of Talent

Lunar New Year Celebration of Talent

AAPI Artist Market and Resource Fair

AAPI Artist Market and Resource Fair

2nd Annual Maryland Holiday Light Spectacular

2nd Annual Maryland Holiday Light Spectacular

Santa's Igloo Experience

Santa's Igloo Experience

Reserved Private Photo Sessions with Santa at Delaware Park

Reserved Private Photo Sessions with Santa at Delaware Park

Donuts with Santa & Holiday Hayrides

Donuts with Santa & Holiday Hayrides

Holiday Shoppe at The Cottage (December 20)

Holiday Shoppe at The Cottage (December 20)

Black Barn Alpacas’ Fleece Navidad: A Camelid Christmas

Black Barn Alpacas’ Fleece Navidad: A Camelid Christmas

Edgewood Christmas Tree Lighting

Edgewood Christmas Tree Lighting

Winter Wonderland Festival

Winter Wonderland Festival

3rd Annual Christmas Bazaar

3rd Annual Christmas Bazaar

Nica’s Events Presents: Holiday Haven

Nica’s Events Presents: Holiday Haven

Home for the Holidays at Haven

Home for the Holidays at Haven

Procrastinator's Holiday Market 2025

Procrastinator's Holiday Market 2025

Things to do around Chestertown

Trends in Chestertown

1. Chester river chorale celtic christmas

2. Chester river chorale

3. Cinderella

4. Yard sales and estate sale

5. Open mic

6. Kent county

7. Winter holiday

8. Washington college

9. Psychic medium

10. Minary's dream alliance inc

11. Gingerboard

12. Drag