Holiday Planning Guide
Holiday Spirit is Spreading Across St. Mary’s
From unique local events that capture the spirit of the season to charming boutiques and markets offering one-of-a-kind gifts, there is something for everyone...
Maryland's Original Destination
We are St. Mary's: The Destination for You
We invite you to discover our vibrant and bountiful county brimming with historical firsts. Come explore our lush forests, abundant waterways, and expansive coastline.
Featured 
Activities
Activities
Small Town Getaway
The Destination for You: Leonardtown
Spend a carefree, car-free weekend getaway exploring Leonardtown.
Upcoming 
Events
Events
Nov 6 - Nov 9
SOLD OUT: Haltech World Cup Finals @ Maryland International Raceway
UPDATE: All tickets are SOLD OUT for the Haltech World Cup Finals. Beware of Scammers with fake profiles selling fake tickets online. Tickets go on sale every...
Nov 6
Holiday Sip & Shop @ The Rex Theatre
Kick off the season with cozy vibes, clinks, and killer finds at our Holiday Sip & Shop! Wander through a curated mix of festive vendors—think giftable...
Nov 7 - Nov 9
Passport to the Holidays November First Friday Weekend @ Town of Leonardtown
Join us November First Friday Weekend for the Passport to the Holidays Shop & Stroll event. Visit over 15 participating retail locations around...
Nov 7
SMCM Jazz Ensemble Concert @ Nancy R. & Norton T. Dodge Performing Arts Center
The SMCM Jazz Ensemble, under the direction of Ellington Carthan, will give their Fall concert. Come celebrate the fabulous SMCM students and faculty at our...
Nov 8
Coastal Arts Market @ Leonardtown Wharf
Shop local hand-crafted goods at this monthly seasonal market located on the banks of Breton Bay. Find everything from art to jewelry, treats for dogs and...
Nov 8
FOL's Fall Book Sale @ Leonardtown Library
The Friends of The St. Mary's County Library are hosting their Fall Book Sale this November 8th. Shop an impressive collection of gently-used, gift-worthy...