FEATURED EVENTS

 

Leonardtown hosts many exciting events throughout the year from concerts and festivals to parades and more that draw thousands of visitors to Town each year, and now the TOWN of LEONARDTOWN has launched exciting virtual programming and live events. Learn more below. For more information, please call 301-475-9791 or email brandy.blackstone@leonardtownmd.gov.
 

special events l annual events

 
 

SPECIAL EVENT:

The Leonardtown Summer Music Festival, scheduled for Sunday, September 20, 2020, will include a full day of exciting performances from talented local performers Robbie Boothe, HydraFX and other artists (TBA soon). To ensure the safety of everyone present, a limited amount of tickets will be awarded by drawing to attend this special, one-day only event. Learn More Here>

TRICK-OR-TREAT ON THE SQUARE


SATURDAY, OCTOBER 24, 2020 AT 3 PM - 5 PM

Ghost and ghouls, Ninja Turtles and ballerinas trick-or-treat at businesses throughout the Square. Facepainting by Wine and Design Art Buzz kids. Pet Costume Contest with SMAWL. Children must be accompanied by a responsible adult. Please bring your own trick-or-treat bag or container. For more information contact: brandy.blackstone@leonardtownmd.gov
or 301-475-9791. 

VETERANS DAY PARADE AND WREATH LAYING MEMORIAL CEREMONY


WEDNESDAY, NOVEMBER 11, 2020 AT 10 AM - 1 PM
The Commissioners of St.Mary’s County and the Commissioners of Leonardtown invite the public to salute America’s Veterans at the Annual Veterans Day Parade in Leonardtown! The parade steps off from St. Mary’s Ryken High School, proceeds through Town Square and is immediately followed by a Memorial Ceremony. For more information contact: brandy.blackstone@leonardtownmd.gov
or 301-475-9791. 

CHRISTMAS ON THE SQUARE AND ANNUAL TREE LIGHTING CEREMONY


FRIDAY, NOVEMBER 27, 2020 AT 4:30 PM - 8:30 PM
The holiday season begins in Leonardtown
when Santa arrives for the annual Chistmas Tree Lighting in the town Square. The festivities begin at 4:30 PM with holiday music, entertainment, horse and carriage rides, sleigh rides, train rides, hayrides, live nativity, petting zoo, face painting, children's crafts, hot drinks, food, holiday treats and other fun activities! (Raindate: Saturday November 28th - Tree Lighting only at 7 PM).
 
For more information contact: brandy.blackstone@leonardtownmd.gov
or 301-475-9791. 

ANNUAL EVENTS:

 

SATURDAY MEET-AND-GREET WITH SANTA

SATURDAY, DECEMBER 12, 2020 AT
9:30 AM- 10:30 AM

Reservations for private Meet-and-Greets with Santa are available for families with loved ones with disabilities & for families celebrating a baby's 1st Christmas. Location will be provided upon registration. For more information contact: brandy.blackstone@leonardtownmd.gov
or 301-475-9791. 

SANTA & MRS. CLAUS ON THE SQUARE

SATURDAY, DECEMBER 12, 2020 AT
11 AM - 1 PM

Bring your wish lists and your cameras for a visit with Santa and Mrs. Claus! This event is FREE and open to the public (no reservations are needed).

Reservations for private Meet-and-Greets with Santa are available for families with loved ones with disabilities & for celebrations of baby's 1st Christmas. For more information contact: brandy.blackstone@leonardtownmd.gov
or 301-475-9791. 

TUESDAY MEET-AND-GREET WITH SANTA

TUESDAY, DECEMBER 15, 2020 AT 4 PM - 6 PM
Reservations for private Meet-and-Greets with Santa are available for families with loved ones with disabilities & for families celebrating a baby's 1st Christmas. The Tuesday Meet-and-Greet is being held on Tuesday, December 15, 2020 from 4 PM - 6 PM. Location will be provided upon registration. For more information contact: brandy.blackstone@leonardtownmd.gov or 301-475-9791. 

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Planning

Check out our Info Guide for planning an event or a group visit in Leonardtown.

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Find out what there is to see and do in this eclectic Southern Maryland Town.

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Thank you to our generous supporters below. Events and happenings in Leonardtown wouldn't be possible without their kind support.

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Leonardtown Business Association
PO Box 2541
Leonardtown, MD 20650

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