Parks & Playgrounds

Explore the natural beauty of Chestertown and surrounding Kent County by visiting one of our many parks or riding along one of our bike trails. Chestertown is a welcoming location for all visitors, even the four-legged variety who can enjoy our dog park!

Visit the Kent County Parks & Recreation website to see all the parks and facilities in Kent County.

Join our League

bocce league logo

We play in the spring and fall, and we are always looking for new teams. You need at least 3 players at all regular season games. Games start at 6:00 in the spring and 5:30 in the fall and usually go around 1 hour. We play at the beautiful Wilmer Park in Chestertown. Visit the Ye Olde Town Bocce League website – www.chestertownbocce.org

Seeking Community Input

We want to hear from you! Please take a minute to complete our survey with your suggestions for our parks and playgrounds.

Parks & Playground Survey

Special Thanks

Special thanks to Sam Shoge at Shore Studios for use of his images.


If you have any questions, please contact the Town Office at 410-778-0500 or office [at] chestertown.com (office[at]chestertown[dot]com) 

As of Fall 2024, the Lelia Hynson in Wilmer Parks is closed.  Washington College, owner, has deemed it unsafe for use. 

For use of the stage, contact Town Office at 410-778-0500 or office [at] chestertown.com (office[at]chestertown[dot]com) 

For placement of the stage, contact the street manager at 443-988-1075 or streetmanager [at] chestertown.com (streetmanager[at]chestertown[dot]com)

  • The cost for use of the large stage is $350, made payable to Town of Chestertown.
  • There is no charge to use the small stage.