The Leonardtown Business Association and the Commissioners of Leonardtown welcome you to join us from 5-8 PM for shopping, dinner, drinks and dessert on December 4th! Restaurants will be open for dining both inside and outside and also for convenient order pick-ups/ take-out. Many shops, stores, and art galleries will also be open, social distancing and mask wearing guidelines will be in effect as indicated by current regulations.

Businesses will be decorated in festive holiday themes and the Christmas Tree on the Square will be cheerfully lit and on display! Grab a hot chocolate or coffee and take a leisurely stroll around downtown and beyond!

We thank you in advance for visiting and supporting our many small shops and restaurants, 2020 has been and continues to be a very challenging time for all. Our shops and restaurants are able to offer personalized care in smaller settings with extra attention to safety, sanitation, and excellent customer service. Please consider “shopping small” this holiday season to support our neighbors and community. We truly miss our friends and visitors and look forward to seeing you soon!

Check the “Leonardtown First Fridays” Facebook page for details about specific events in Downtown and beyond, we look forward to seeing you on December 4th! Contact info: email Jen Stotler at or call (301) 247-7611. #LeonardtownFF

The audience participation Drum Circle w/ the SoMar Drummers will be returning next spring.

A note of appreciation to the Town of Leonardtown, the Commissioners of Leonardtown, LBA business members, the SoMar Drummers, the First Friday volunteers, and Platinum Sponsors (The County Times, Leonardtown Chevy Buick GMC, Marrick HomesQuality Built Homes, and Visit St. Mary’s) who all helped to make this yet another wonderful community event!