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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Boat Tours Galore!

Get out on the water and see the beautiful sights around St. Mary's County. Whether it's an excursion on the Bay or a cruise from the Wharf in Leonardtown, you're sure to have fun! 

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Top Ways to Love the Weekend in St. Mary's

A short drive gets you to a place you’re sure to love! Here's why St. Mary's County will be your next favorite weekend destination!

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Summer Sounds

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

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Go Fish!

The fish are biting! 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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Award Winning Wines from Local Vines

With 2 wonderful wineries and one opening soon, St. Mary's has some really fine local wine!

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

Don't Miss…

Upcoming Events

The Sotterley Farmer’s Market

For the second year running, Sotterley continues their over 300 year farming tradition with the Sotterley… 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.

War On Wheels I, II, III

Insane Heads-Up action! Featuring outlaw pro mods! Last man/women standing in insane heads-up action.

Leonardtown First Fridays

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

The Sotterley Farmer’s Market

For the second year running, Sotterley continues their over 300 year farming tradition with the Sotterley… 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.

Summerseat Open House

Bring the kids and come on out to Summerseat Farm on First Sunday. Help us feed… more

The Sotterley Farmer’s Market

For the second year running, Sotterley continues their over 300 year farming tradition with the Sotterley… 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.

Gala in the Garden at Sotterley Plantation

"The Road to Morocco". River views, refreshing cocktails, food and live & silent auctions to support Sotterley’s educational programming. Admission.

Music at the Winery

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

Night at the Museum

Bring your friends and co-workers to hang-out and decompress at the Museum.

IHRA Nitro Jam President’s Cup Nationals

Featuring sportsman drag racing and Nitro-powered drag-racing action. See nitro nostalgia funny cars, nitro harley, pro- stocks, pro mods and jet cars.

IHRA Nitro Jam President’s Cup Nationals

Featuring sportsman drag racing and Nitro-powered drag-racing action. See nitro nostalgia funny cars, nitro harley, pro- stocks, pro mods and jet cars.

St. Mary’s Century

Cycle St. Mary's! Join hundreds of cyclists in the quiet rural charm of St. Mary's County… more

Sunrise Yoga on the Wharf

Greet the day at the beautiful and picturesque Leonardtown Wharf Park with serenity and a good… more

The Sotterley Farmer’s Market

For the second year running, Sotterley continues their over 300 year farming tradition with the Sotterley… more

BeerFest

Come enjoy select craft brews, local cuisine, artisans, crafters, demos, children’s activities and live music. This… more

Juneteenth Celebration

Juneteenth commemorates African American freedom and emphasizes education and achievement. Music, family entertainment & activities, food and fun for everyone. Free.

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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