FEATURED EVENTS

 

Photo by: Ron Bailey Photo Productions

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.
 

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EVENTS PHOTO GALLERY

Scenes from the Leonardtown Halloween Movie Fest on Saturday, October 24th

Attendees of the Leonardtown Halloween Movie Fest were treated to two, family-friendly movies. The event was hosted by Dawn Campbell, owner of Style by Dawn at Shepherd's Old Field Market and host of the Leonardtown Virtual Show, LTown Style, and fellow shop owners, Erin Emery and Amber Long, who hilariously played three witch sisters from a popular Hollywood blockbuster movie. See background footage and scenes during the LTown Style Halloween Special, "Spellbound in Leonardtown" NOW SHOWING! View the show here>

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Upcoming Special Event:
THE LEONARDTOWN VIRTUAL HALLOWEEN SPOOKTACULAR

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The Leonardtown Virtual 

Halloween Spooktacular

Air Date: Saturday, October 31st from 1PM - 3PM

Join us for an exciting day of Halloween Programming! Starting at 1 PM with the LTown Style Virtual Special, "Spellbound in Leonardtown". the day also features cool facts and fiction about Leonardtown legends, paranormal investigations and more. 

NOW PLAYING ON THE LEONARDTOWN VIRTUAL HALOWEEN SPECTACULAR:

History with a Twist: Haunted Leonardtown

View the Show Here>

Produced by Winson Media &
the Commissioners of Leonardtown

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2020 Events & Happenings:

Leonardtown is host to a number of wonderful events held annually. Under the current circumstances, the town is working on modifying the current events or planning alternate, smaller scale events. THE MAJORITY OF THE 2020 EVENTS ARE BEING HELD VIRTUALLY. Visit this page often for scheduling times and updates or contact brandy.blackstone@leonardtownmd.gov with any questions.

Veterans Day Virtual Celebration

WEDNESDAY, NOVEMBER 11, 2020, 10 AM - 12 PM

Join us in honoring those who have served our Country in this Veterans Day Virtual Celebration featuring a combination of live and pre-recorded content to include spotlights on local Veterans and Organizations that serve them. Learn More Here>

Giving Thanks in Leonardtown
A Virtual Celebration

SATURDAY, NOVEMBER 14, 2020, 3 PM- 5 PM

Leonardtown welcomes the holidays with this Virtual Special featuring recipes and food demonstrations from local area businesses, ideas on how to add warmth and comfort to your home with decorating tips and ideas, and games and activities to entertain your family, and much more. Learn More Here>

A Christmas in Leonardtown -
 A Virtual Celebration

SATURDAY, DECEMBER 12, 2020, STARTING AT 3PM

Join us for a special day of holiday programming featuring festive holiday performances, decorating and gift giving ideas, storytime with Santa & Mrs. Claus, a Virtual Annual Tree Lighting and much more. Learn More Here>

Coming in 2021

 

We hope to be able to bring you these time-honored, annual events again next year. Please mark your calendar and plan to join us for these beloved holiday traditions. Please check this page often for updates or contact brandy.blackstone@leonardtownmd.gov with any questions.

TRICK-OR-TREAT ON THE SQUARE


SATURDAY, OCTOBER 23, 2021 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


THURSDAY, NOVEMBER 11, 2021 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 


FRIDAY, NOVEMBER 26, 2021 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. 

SATURDAY MEET-AND-GREET WITH SANTA

SATURDAY, DECEMBER 18, 2021 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 18, 2021 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 14, 2021 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. 

Featured LBA Business

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Planning

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

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Explore

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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This Website is Sponsored
and Maintained by:

Leonardtown Business Association
PO Box 2541
Leonardtown, MD 20650

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