Christmas on the Square and Annual Tree Lighting Ceremony

Friday, November 29, 2019
4:30 PM – 8:30 PM

The event takes place in Historic Downtown Leonardtown Square
(22670 Washington Street, Leonardtown, MD 20650)

Vendor Opportunities are Available.
Please download and submit the vendor application below for consideration.

Vendor Application

Event Details:
The Town of Leonardtown will ring in the holiday season on Friday, November 29th from 4:30 PM – 8:30 PM with the traditional "Christmas on the Square and Annual Tree Lighting Ceremony".  Event activities start at 4:30 PM and include live entertainment, rides, face painting, a living nativity, food and much more!  Come early so you have time to park and make your way to the Square promptly at 7:00 PM for Santa’s arrival and the lighting of the Town Christmas Tree! 

This event is brought to the public thanks to the cooperative efforts of Town officials, the St. Mary’s County Sheriff’s Office, the St. Mary’s County Emergency Management Division, Maryland State Police, St. Mary’s County Fire and Rescue Chiefs, the Leonardtown Volunteer Fire Department and other local volunteer fire departments and rescue squads. For more information contact: or 301-475-9791.

Vendor and Sponsor Opportunities are available:
For more information contact: or 301-475-9791