A Dickens of a Christmas

Friday, Dec 5, 2025 at 5:00pm

Downtown Chestertown

Experience Historic Chestertown’s Victorian Holiday Extravaganza

Main Street Chestertown welcomes thousands of residents and visitors for its annual Dickens of a Christmas during this two-day celebration of the season. 

Enjoy an evening filled with carriage rides, oysters, food vendors, beer, wine, and bonfires! We will have our opening ceremony and listen to KCHS Band, Garnet Elementary Chorus, Chester River Chorale, and end the night with a jam session from The Devils Brigade (formerly the American Rogues)!

Enjoy victuals from the following vendors:

In Jest
Happy Chicken Bakery
The Spicerie
Occasions Catering
Jim Thiess Oysters


View all events in the Chestertown area