Win a $1,000 Spending Spree

Step on over to historic Leonardtown for springtime weekends filled with discounts, deals, festivals and fun.

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Worth Exploring

Washington Post puts Port of Leonardtown Winery on its list of 10 Mid-Atlantic Wineries Worth Exploring, and Slack gets nods for its silky barbera and juicy sangivoese.

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Less Miles, More Smiles!

Feel great about your great weekend! Affordable fun is just a short drive from Washington, D.C. and Baltimore. It's the Bay without the Bridge.

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Sweet Sounds of Summer

From Downtown Tunes, to the River Concert Series, to Jazz Cabaret performances - Music is in the air in St. Mary's!

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Free State's Finest

St. Mary's has the Free State's Finest!

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Go Fishing in St. Mary's

Fishing season opens in April. St. Mary's marinas, charter boat captains and tackle shops will help you get the catch of the day!

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Upcoming Events

Featured Events

Heroes Welcome Weekend

Step Out in Leonardtown for Heroes Welcome Weekend! find lots of tributes and deals and lots… more

Godspell

The Stephen Schwartz musical based on the Gospel according to Matthew. It features the hit song "Day by Day."

Sundays in the Park

Sundays in the Park is a family-friendly event where the community is welcome to come and… more

Art Show and Garden Market

View the work of local crafters, artists, and needle workers in the State House. Shop HSMC’s… more

Potomac River Waterfowl Show

Come out and watch the wild come to life as award-winning artists showcase their world class… more

Beer, Bands & BBQ

Kegs of Craft Beers, mouth-watering BBQ, and Great Bands including The Justin Myles Experience, the SAM… more

Night Hike and Navigation

Take a night hike to Chancellor’s Point. Find out how the sailors navigated using the stars… more

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