The Commissioners of St. Mary’s County and the Commissioners of Leonardtown invite the public to join the Town of Leonardtown in celebrating Veteran's Day with the largest Veteran's Day parade in Maryland! The parade steps off from St. Mary’s Ryken High School, proceeds through Town Square and is immediately followed by a Memorial Ceremony.
The 80's are calling! Spend your Saturday afternoon drinking award winning wine and listening to great 80's music at Port of Leonardtown Winery. Come dance the afternoon away and try a tasty wine slushie at one of their outdoor patio seats or bring your own lawn chair and blanket!
Get the holiday festivities started in Downtown Leonardtown. Come see the beautiful tree lighted for the holiday season and enjoy other fun things going on throughout the town! Your family and friends will enjoy the holiday music, entertainment, horse and carriage rides, sleigh rides, train rides, hayrides, live nativity, petting zoo, face painting, children’s crafts, […]
Explore Downtown Leonardtown on First Friday! Come enjoy dinner at one of the many local restaurants, enjoy a drink from Social Coffeehouse or Antoinette's Garden, explore Shepherd's Old Field Market, shop at one of the many local shops and art galleries, and enjoy a sweet treat from Heritage Chocolates! There will be free trolley rides […]
