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November 2014
Free

Santa’s Arrival

November 28 @ 6:45 pm - 7:30 pm
Downtown Chestertown,
Chestertown, MD 21620 United States

photo courtesy of Kent County Community Marching Band Stay Home for the Holidays and come Downtown to celebrate the arrival of Santa (on a fire truck!) and friends┬áthe Friday after Thanksgiving. The Kent County Community Marching Band will welcome Santa with the sounds of classic Christmas songs beginning at 6:45pm. This is one of Chestertown’s most beloved traditions and is not to be missed.  

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Free

Chestertown Christmas Parade

November 29 @ 10:00 am - 11:00 am

Come Downtown for one of our favorite traditions! This is a community event in every sense of the word, featuring the Kent County Community Marching Band, local schools, churches, non-profits, classic cars and, of course, Santa! Click here for an entry form: 2014 Parade Entry Form Our parade always takes place the Saturday after Thanksgiving, which is also Small Business Saturday! While you’re Downtown enjoying the parade, take the opportunity to shop in some of our unique stores and galleries…

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December 2014

Winterfest Weekend

December 5 - 7

Click the link below for a downloadable pdf of the full schedule. Winterfest Flyer 2014  

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Chestertown First Friday

December 5 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

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January 2015

Chestertown First Friday

January 2, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

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February 2015

Chestertown First Friday

February 6, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

Find out more »
March 2015

Chestertown First Friday

March 6, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

Find out more »
April 2015

Chestertown First Friday

April 3, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

Find out more »
May 2015

Chestertown First Friday

May 1, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

Find out more »
June 2015

Chestertown First Friday

June 5, 2015 @ 5:00 pm - 9:00 pm
|Recurring Event (See all)
First Friday

Meander the red-brick, tree-lined sidewalks of Historic Chestertown, while enjoying extended shop hours and arts and entertainment throughout Downtown. Subscribe to our newsletter or check Facebook for a detailed listing of events.

Find out more »
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