PLACES TO SEE

There's so much to see and experience in HISTORIC LEONARDTOWN from Leonardtown Square, the heart of this warm and friendly town, the vibrant energy of Shepherds Old Field Market, the hip and eclectic vibe of Fenwick Street, the peaceful tranquility of Port of Leonardtown Winery Park, and the serenity of beautiful Leonardtown Wharf. Come back again and again to discover all that Historic Leonardtown has to offer. Click on a link below to learn more about each exciting destination. 

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LEONARDTOWN WHARF

A picturesque waterfront  with a spectacular view.

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LEONARDTOWN SQUARE

The heart of Downtown Historic Leonardtown.

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PORT OF
LEONARDTOWN WINERY PARK

This lush green park is a hidden gem in Leonardtown.

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SOF MARKET

An indoor marketplace and community gathering space that provides a unique experience for visitors.

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FENWICK STREET

Explore a collection of specialty shops and enjoy the vibrant energy of this eclectic street.

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A&E DISTRICT

Leonardtown, the only ARTS & ENTERTAINMENT DISTRICT in Southern Maryland, offers a rich experience in culture.

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Featured LBA Business

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Planning

Check out our Info Guide for planning an event or a group visit in Leonardtown.

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Explore

Find out what there is to see and do in this eclectic Southern Maryland Town.

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Thank you to our generous supporters below. Events and happenings in Leonardtown wouldn't be possible without their kind support.

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