The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE) Fri, 04 Sep 41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 ART
Fall Paw Crawl Sun, 27 Sep at 12:00 pm 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650
Cars & Coffee Car Show Sun, 04 Oct at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD CAR-SHOWS
2026 First Friday Audience Participation Drum Circle Fri, 02 Oct at 05:00 pm 22660 Washington St., Leonardtown, MD, United States, Maryland 20650 ART
Meet & Greet with Hip-hop legend Judah Priest Sat, 26 Sep at 12:00 pm 41665 Fenwick St. unit 15, Leonardtown, MD DANCE
Small Business Saturday with The Grinch & Cindy Lou Who Sat, 28 Nov at 09:00 am Town Market LLC DANCE
Team Trivia at The Bay! Thu, 16 Jul 21935 Society Hill Rd , Leonardtown, MD, United States, Maryland 20650
Holiday Market with The Grinch & Cindy Lou Who Fri, 27 Nov at 10:00 am Town Market LLC CHRISTMAS-MARKETS-AND-FAIRS
SKYBOX & THE BAAC MEDIA PRESENTS LANEPUSHERS IN MY OWN LANE (MARYLAND) Sat, 14 Nov at 07:00 pm 22725 Duke St USD 13 TO 29 FITNESS
Pages in the Park Sat, 03 Oct at 04:00 am 23190 Newtowne Neck Rd, Leonardtown, MD 20650, United States WORKSHOPS