Events - Charlestown Maryland

Town Events

Music in the Park Concert Series
Concerts are scheduled on weekend afternoons and evenings from May to September at the Avalon Park stage. The type of concert varies, but it’s always guaranteed fun. There’s always some type of concession and activity available, too.

Independence Day
This event is held on July 3rd and features a concert at Avalon Park and a fireworks display after dark, which can be viewed from across the river in North East.

National Night Out
This national event is held annually on the first Tuesday night of August.

Community Yard Sales
The community yard sales are held semi-annually on the third weekend of May and last weekend of September from 9am to 2pm. Residents are welcome to set up sales on their properties, and sales are advertised in local newspapers and social media.

Halloween
The parade and trunk-or-treat is held annually on the last Friday of October at 5:30pm.

Donuts With Santa
The event is held annually in November on the Sunday before Thanksgiving.

Christmas
The traditional tree lighting and festivities are held annually on the first Friday of December at 5:30pm.

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Annual Holiday Party

Thursday, December 12, 2024, 5-8pm, at The Wellwood Restaurant, 523 Water Street, Charlestown

The Town Commissioners of Charlestown warmly invite you to our annual holiday celebration!

Join us for a festive evening filled with holiday cheer alongside the Town Commissioners, Town Staff, and your fellow residents. Enjoy a selection of hor d’oeuvres, desserts, and refreshments, with a cash bar available for those who wish to enjoy alcoholic beverages.

If you plan to attend, please RSVP by Monday, December 9th. Please let us know of any dietary restrictions when you RSVP.

This event is free, and parking at The Wellwood Restaurant is complimentary as well.

We look forward to celebrating with you!


Christmas at Market Square

Friday, December 6th at 5:30pm

Please join us for our annual Christmas Tree Lighting ceremony at Market Square (Bladen & Market Streets). Before the tree lighting, take the opportunity to get some hot chocolate and cookies, and to find your child’s ornament (made at school) on one of the smaller Christmas trees lines up in front of Fairgreen Park. The Charlestown Elementary School Choir will serenade us with some festive songs, and Colonel Nathaniel Ramsey will read us a Christmas story.


Wreaths Across America

Sunday, December 14th at 12pm

This annual ceremony, which is held at St. John’s Methodist Church, 240 Market Street, honors veterans that have been laid to rest in the Charlestown Cemetery. Wreaths are placed at each veteran’s grave. A luncheon will follow at the Charlestown Fire Hall, 307 Market Street, and is for all veterans and their families to enjoy.
There will be soups, sweets, and refreshments.


Santa on a Fire Truck

Tuesday, December 17th, starting at 5:30pm

We’re eagerly anticipating Santa’s arrival, and he’s looking forward to seeing you, too! Thanks to the Charlestown Fire Company, Santa will be traveling through Town to greet everyone. A map of Santa’s route will be available soon.