Events in January in Leonardtown

• Fri, 03 Jul, 2026 - 08:00 PM

  St. Mary’s Freedom Fest

  St. Mary’s Freedom Fest

  105+ Interested
• Wed, 11 Mar, 2026 - 10:00 AM

  Construction, Manufacturing, & Transportation Job Fair

  22950 Hollywood Rd

  106+ Interested

  |

  Free
• Sat, 28 Mar, 2026 - 11:30 AM

  43rd Annual Easter Egg Festival

  St. Mary's County Fairgrounds

  144+ Interested
• Sat, 23 May, 2026 - 10:00 AM

  RenFest Southern Maryland

  Brüdergarten (Brü)

  USD 18
• Sat, 11 Apr, 2026 - 08:30 AM

  29th Run & Fun Walk for Hospice of St. Mary’s

  St. Mary's County Recreation & Parks

  520+ Interested
• Sat, 28 Mar, 2026 - 06:15 PM

  Ceramic Charcuterie board DYI workshop

  23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650

  27+ Interested
• Sat, 07 Mar, 2026 - 07:00 AM

  SDVFDRS Auxiliary Spring Craft Vendor Fair & Community Yard Sale

  St. Mary's County Fairgrounds

  475+ Interested
• Sat, 11 Apr, 2026 - 08:00 PM

  LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS

  The Rex Theatre

  Free
• Sat, 11 Apr, 2026 - 09:00 AM

  Leonardtown Wharf Coastal Arts Market

  Washington St, Leonardtown, MD 20650, United States

  6+ Interested
• Sun, 29 Mar, 2026 - 11:00 AM

  Hoppin Good Time! Easter Bunny Pics **pet and kid friendly**

  Shepherd's Old Field Market
• Fri, 20 Feb, 2026 - 06:30 PM

  Moll Dyer Day Paranormal Investigation

  The Inn at Leonardtown, an Ascend Collection Hotel

  USD 61
• Sun, 26 Apr, 2026 - 08:00 AM

  Spring Fling Open Market & Car Show

  22675 Washington Street, The Bell Bldg, Leonardtown MD

  432+ Interested
• Sat, 24 Oct, 2026 - 12:00 PM

  Trunk or Treat & Vendor Show

  Town Market LLC

  12+ Interested
• Sat, 12 Sep, 2026 - 11:00 AM

  Vendors of Southern MD

  Town Market LLC

  30+ Interested
• Sat, 25 Jul, 2026 - 05:30 PM

  SOMD Wine in White: Studio 54 Edition | The Ultimate Disco Revival

  Olde Breton Inn

  Free