
LEONARDTOWN, Md. — The holiday season officially kicked off in Leonardtown on Friday, Nov. 28, with the return of Christmas on the Square & the Annual Tree Lighting Ceremony.

The event, held in the Town Square, began at 4:30 p.m. and featured an evening of family-friendly festivities including holiday music, sleigh rides, train rides, hayrides, a live nativity, balloon art, face painting, children’s crafts, hot drinks, food, holiday treats, and more. The celebration was free and open to the public.

A highlight of the evening was the arrival of Santa Claus, assisted by the Leonardtown Volunteer Fire Department. His grand entrance, followed by the ceremonial tree lighting, drew large crowds and served as the centerpiece of the event.

The annual celebration has become a cherished local tradition, known for its community spirit and festive atmosphere. Families gathered downtown to enjoy live entertainment and a bustling holiday market as part of the festivities.

Christmas on the Square was sponsored by the Commissioners of Leonardtown, the Leonardtown Volunteer Fire Department, and the Leonardtown Business Association.








































































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