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Leonardtown First Fridays at Port of Leonardtown WineryExport Event

Port of Leonardtown Winery


Leonardtown First Fridays at Port of Leonardtown Winery

Enjoy live music out on the patio. Unwind from your busy week with our award winning wines & great music.

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Port of Leonardtown Winery

23190 Newtowne Neck Road
Leonardtown, MD 20650 View map

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Art Classes at Caught My EyeExport Event

Caught My Eye


Art Classes at Caught My Eye

Have fun learning various art techniques at one of Caught My Eye's popular art classes!

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Caught My Eye

22760 Washington Street
Unit #1
Leonardtown, MD 20650 View map

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Gallery Shows at North End GalleryExport Event

North End Gallery

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Gallery Shows at North End Gallery

Enjoy great themed gallery shows each month from the incredible artists at North End Gallery in Leonardtown.

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North End Gallery

41652 Fenwick Street
Leonardtown, MD 20650 View map

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Gretchen Richie Jazz Cabaret at Cafe des ArtistesExport Event

Café Des Artistes


Gretchen Richie Jazz Cabaret at Cafe des Artistes

Romantic Jazz & Popular Music at Cafe des Artistes Restaurant in Leonardtown

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Cafe des Artistes

41655 Fenwick Street
Leonardtown, MD 20650 Handicap accessible View map

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Maryland Antique Center Flea MarketExport Event

Maryland Antique Center


Maryland Antique Center Flea Market

Find hidden treasures at Maryland Antique Center's monthly flea market.

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Maryland Antique Center

26005 Point Lookout Road
Leonardtown, MD 20650 View map

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Night at the MuseumExport Event

Patuxent River Naval Air Museum


Night at the Museum

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

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Patuxent River Naval Air Museum

22156 Three Notch Road
Lexington Park, MD 20653 View map

(301) 863-7418main

Music at the WineryExport Event

Port of Leonardtown Winery


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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Port of Leonardtown Winery

23190 Newtowne Neck Road
Leonardtown, MD 20650 Handicap accessible View map

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Downtown TunesExport Event

Commissioners of Leonardtown


Downtown Tunes

Downtown Tunes series features a variety of music genres including jazz, country, bluegrass, acoustic and rock-n-roll performed by local artists. Bring a chair or blanket and enjoy the music on the square in Leonardtown.

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Leonardtown Square

22735 Washington Street
Leonardtown, MD 20650 View map

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Stand Up Paddleboard Community Day at Colton’s Point MarinaExport Event

Potomac SUP & Fitness


Stand Up Paddleboard Community Day at Colton’s Point Marina

Take part in free demos on evolve paddleboards and short SUP fitness and SUP yoga intro classes. The marina will also be having an open house

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Colton's Point Marina

38000 Kopels Road
Coltons Point, MD 20626 View map

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War On Wheels I, II, IIIExport Event

Maryland International Raceway


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

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Maryland International Raceway

27861 Budds Creek Road
Mechanicsville, MD 20659 View map

(301) 884-9833main