Thursday, December 11, 2025
Wednesday, December 10, 2025
Planning and Zoning Commission Meeting - Monday, December 15, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
Monday, December 08, 2025
Monday, December 01, 2025
Town Council Meeting on Monday, December 8, 2025 at 4:00 p.m. with two Public Hearings: Annexation Petitions Case #39.25/Resolution 2-25 and Case #40-25/Resolution 3-25
The Town of Leonardtown will hold its Town Council meeting on Monday, December 8, 2025 at 4:00 p.m. with a Workshop on Wednesday, December 3, 2025 at 4:00 p.m.
4:15 PM Public Hearing - Case # 39-25 - Annexation Petition - Resolution 2-25- Hall Property- Map 0032, Parcel 96 - Jeanine Harrington
4:30 PM Public Hearing - Case # 40-25 - Annexation
Petition - Resolution 3-25- Johnson/Johnston Properties at Map 0041, Parcel
0235 and Map 0041, Parcel 0266 - Jeanine Harrington
Monday, November 24, 2025
Tuesday, November 18, 2025
Christmas on the Square Traffic Advisory Update
CHRISTMAS ON THE SQUARE AND ANNUAL TREE LIGHTING IN LEONARDTOWN PARKING & ROAD CLOSURE INFORMATION
Leonardtown, MD -The Town of Leonardtown is ringing in the holiday season on Friday, November 28th from 4:30pm – 8:30pm with the beloved Christmas on the Square and Annual Tree Lighting Ceremony. Event festivities start at 4:30pm and include live entertainment, sleigh & fire truck rides, balloon art, a living nativity, a holiday market, food and much more! You won’t want to miss Santa’s arrival and the lighting of the Christmas Tree at 7:00pm by the Leonardtown Volunteer Fire Department!
Thanks to the cooperative efforts of Town officials
& staff, the St. Mary’s County Sheriff’s Office, the St. Mary’s County
Emergency Management Division, Maryland State Police, Maryland State Highway, St.
Mary’s County Public Works, Leonardtown Volunteer Fire Department, Leonardtown
Volunteer Rescue Squad and other local volunteer fire departments and rescue
squads, plans are in place for increased safety and security.
Parking
Information
· Spectators are
encouraged to park at CSM, the Governmental Center, and the Leonardtown
Library/Garvey Senior Center and take advantage of the free shuttle service that
drops off /picks up at St. Aloysuis Church parking lot.
· Additional
parking can be found at St. Mary’s Ryken High School, the Blackbelt Academy lot
on Gregory Drive, and the grass lots on either side of Courthouse Drive near
Fenwick Street. These lots do not have shuttle service and attendees must walk
to the downtown area.
· Handicap parking
is available in Town at the Mattingley Gardiner Funeral Home parking lot on the
corner of Fenwick St. and Lawrence Ave. and in the public lot next to the Hair
Company on Washington Street. To access these lots, enter via Lawrence Ave. and
you will be directed to these lots (handicap decal/pass/license plate
required).
Closures
and Restrictions:
· Downtown Leonardtown Square – including Washington Street and Fenwick Street – will be closed to through traffic from 1:00pm – 9:00pm.
· Courthouse Drive, Guyther Drive, Camalier Drive, and portions of Park Avenue, Shadrick Street, Pope Street, and Church Street will also have extremely restricted access before and during the event.
· Residents living
around Tudor Hall should enter Town via Lawrence Avenue to access their
neighborhood.
There is no rain date for the event. In the event of
inclement weather, a decision will be by 9:00am on Friday, November 28, 2025.
The decision will be announced on VisitLeonardtownMD.com/ChristmasontheSquare and the Town of Leonardtown Facebook page.
Christmas on the Square is sponsored by the Commissioners of
Leonardtown, the Leonardtown Volunteer Fire Department, and the Leonardtown
Business Association. For further
information, please visit: VisitLeonardtownMD.com/ChristmasontheSquare.
Thursday, November 13, 2025
Planning and Zoning Commission meeting on Monday, November 17, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website once they have been posted at https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
The meeting video will be available the next day on the Town of Leonardtown YouTube channel (www.youtube.com – search for Town of Leonardtown) under the Planning and Zoning Commission playlist.







