Leonardtown’s Christmas on the Square & Annual Tree Lighting Ceremony

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The holiday season begins in Leonardtown when Santa arrives for the annual Christmas Tree Lighting in the Town Square on Friday, November 24, 2023. The festivities begin at 4:30 p.m. with holiday music, entertainment, sleigh rides, train rides, hayrides, live nativity, petting zoo, face painting, children’s crafts, hot drinks, fresh kettle korn and other fun activities! Many downtown restaurants and shops around the Town Square will be open and decorated for your holiday pleasure.

(Rain date: Saturday, November 25—Tree Lighting only at 7 p.m.)