leonardtown tree lighting 2025

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.

leonardtown christmas on the square 2025

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.

Leonardtown Christmas on the Square & the Annual Tree Lighting Ceremony 2025

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.

Leonardtown Christmas on the Square & the Annual Tree Lighting Ceremony 2025

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.

Leonardtown Christmas on the Square & the Annual Tree Lighting Ceremony 2025

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

Leonardtown Christmas on the Square & the Annual Tree Lighting Ceremony 2025
Leonardtown Christmas on the Square & the Annual Tree Lighting Ceremony 2025

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Katie Callander, a born and raised St. Mary’s County native, has deep roots in Southern Maryland, growing up in Callaway and spending her childhood by St. Mary’s Lake. She has a passion for connecting...

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