IMPORTANT NOTICE - Trash Cart Collection Schedule Change for this Holiday Week (Nov. 27/28)

 

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 28^th 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.   

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.

Veterans Day Parade - Traffic Advisory Update

 

2025 Veterans Day Parade and Parking

LEONARDTOWN, MD - The public is invited to salute America’s Veterans at the 2025 Veterans Day Parade in Leonardtown. The parade, sponsored by the Commissioners of Leonardtown and the Commissioners of St. Mary’s County, takes place Tuesday, Nov. 11, 2025, at 10am and begins at St. Mary’s Ryken High School and will proceed along Fenwick Street and through Town Square.

Immediately following the parade, spectators are invited to Town Square for a Veterans Wreath Laying Memorial Ceremony.

In the event of inclement weather, the parade will be canceled, and the Memorial Ceremony will take place inside the Leonardtown Town Hall, 22670 Washington Street in Leonardtown. The cancellation decision will be made by 8am Nov. 11, and a cancellation notice will be posted at VisitLeonardtownMD.com/VeteransDay and Facebook (Facebook.com/TownofLeonardtown) pages as well as on the St. Mary’s County Government website www.stmarysmd.com.

Parade Participants Parking Information:

Parade vehicles, including buses, floats, cars, trucks and motorcycles, should report directly to the staging area at St. Mary’s Ryken High School between 7am and 8am All parade vehicles – except emergency vehicles – should be parked by 8am.

Marching groups and other parade participants should park at Leonardtown Middle School between 7:45am and 9:00am. The last shuttle leaves from the Middle School to Ryken at 9:00am

Parents are asked to refrain from dropping their children at St. Mary’s Ryken High School, along the roadside or at the intersection for safety reasons.

Parking for Spectators:
Spectators should park at the St. Mary’s County Fairgrounds, the St. Mary’s County Governmental Center, or the College of Southern Maryland lots. Free shuttles provided at these lots, follow the signs for the shuttle pick up location. At the Governmental Center, spectators should use the lots adjacent to the Carter State Office Building (23115 Leonard Hall Drive).

Handicapped Parking:
Spectators requiring handicapped parking may take Washington Street and will be allowed to park in the public lot beside the Hair Company. Additional handicap parking can be found at the Mattingley Gardiner Funeral Home lot and can be accessed via Lawrence Ave.

Road Closures:Washington Street and Fenwick Street leading into downtown Leonardtown will be closed to traffic from 8am until noon. Downtown parking and thru traffic will be limited to areas accessible from Lawrence Avenue only for residents, business owners, and employees. Deputies from the St. Mary’s County Sheriff’s Office will provide traffic control.

Town Council Meeting - Monday, November 10, 2025 at 4:00 p.m.

 You can find information on Town Council meetings and supporting documents on BoardDocs at  https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.

The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com

The meeting will be live streamed on the Town of Leonardtown YouTube channel www.youtube.com/c/TownofLeonardtown In the event of any live streaming technical difficulties, the meeting will be uploaded the next day on the YouTube channel for viewing.