Section of Civil War-era map of Point Lookout.

Civil War 150th: The War's Final Chapter

Explore a little-known piece of Civil War history at the moving living history event, the Final Prisoners of War Release at Point Lookout and other Civil War sites.

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Go Fish!

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

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Earth Day on the Square

Celebrate Earth Day with this popular yearly family-friendly event on Sunday, April 19 from 12:30 PM - 4:30 PM on the Leonardtown Square.

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Lovely Leonardtown

A most convenient place! Centrally located, Leonardtown serves as a convenient hub. Shopping, dining, a winery, a quaint town square and a water trail along Breton Bay offer fun for all ages.

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Award Winning Wines from Local Vines

Spring has sprung, so why not sample some really fine wine at our wineries!

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St. Mary's Shopping Safari

Local art, handcrafts, antiques. A little of this and a little of that. A shopping safari in St. Mary’s is a whole lot of fun.

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Watch a video introduction to St. Mary's County and view other videos.

Don't Miss…

Upcoming Events

Chalk Painting Workshop

Learn how you can use chalk paint to give an old piece of furniture new life.

Recycled Art Workshop - Dangle Art

Join the Leonardtown Arts Center on Earth Day in Leonardtown to create a mobile using recycled materials. All materials will be provided.

Earth Day on the Square

Organic gardening, land/sea/bay conservation, recycling, live animals, children’s activities, nature walks, kayaking and yoga. Free.

Concert:  St. Maries Musica

A cappella harmonies resound under the vaulted ceiling of the reconstructed Brick Chapel of 1667. Free.

Splash for Scholarships

Think warm weather, poolside drinks, flip flops, beach music, and fun! Join the CSM Foundation at… more

Eagles, Earth Day & Sotterley

In conjunction with the Southern Maryland Audubon Society, Sotterley Plantation invites you to attend a bird-filled… more

Spring Fling Car Show

Over 300 antique & classic cars on the Square in Leonardtown. Trophies, music, shops, vendors, restaurants,… more

Southern Maryland Spring Festival

Carnival, entertainment, tractor pull, children's games, hay rides, sand art, face painting, raffles, silent auction, artists & crafters, food and much more.

SCT NMRA Ford Nationals

Exciting all-Ford event at Maryland International Raceway on May 2-4 will feature 200+ mph heads up… more

Leonardtown First Fridays

The First Friday of each month, historic Leonardtown retailers open their doors to showcase live music,… more

Southern Maryland Spring Festival

Carnival, entertainment, tractor pull, children's games, hay rides, sand art, face painting, raffles, silent auction, artists & crafters, food and much more.

SCT NMRA Ford Nationals

Exciting all-Ford event at Maryland International Raceway on May 2-4 will feature 200+ mph heads up… more

Spring Barn Sale

You are sure to find some hidden treasures at the Apple Basket's Spring Barn Sale at… more

Southern Maryland Spring Festival

Carnival, entertainment, tractor pull, children's games, hay rides, sand art, face painting, raffles, silent auction, artists & crafters, food and much more.

Music at the Winery

Chill with the live tunes of local artists at the winery each Saturday while sipping on our award winning wines.

SCT NMRA Ford Nationals

Exciting all-Ford event at Maryland International Raceway on May 2-4 will feature 200+ mph heads up… more

Spring Barn Sale

You are sure to find some hidden treasures at the Apple Basket's Spring Barn Sale at… more

Southern Maryland Spring Festival

Carnival, entertainment, tractor pull, children's games, hay rides, sand art, face painting, raffles, silent auction, artists & crafters, food and much more.

Annual Youth Fishing Rodeo

Catch and Release fishing event, rain or shine, for children ages 15 and younger. Free.

Summerseat Farm Annual Plant Sale

Popular Plant Sale features a vast array of annual bedding plants. Perennials, from the famed Summerseat Gardens, are also available.

Truffles for Mom Wine Pairing

Treat the special lady in your life with a delectable truffle & wine pairing at the winery. Reservations are recommended.

Music at the Winery

Chill with the live tunes of local artists at the winery each Saturday while sipping on our award winning wines.

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