new to leonardtown

 

Discover what's New in Leonardtown, Maryland, a small Southern Maryland town that's big on charm. Explore Butterfly and Wine trails, see exciting works of art from murals and outdoor sculptures, enjoy alfresco dining at area restaurants, take a seaplane ride and much more! There so much to Discover or Rediscover in Leonardtown.

Butterfly

THE LEONARDTOWN BUTTERFLY TRAIL

Walking Trail

Discover Historic Landmarks, outdoor sculptures and works of art by local artists, and exciting activities in the Butterfly & kid's Caterpillar Trails. 

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WHARF BOAT SLIPS

Floating Dock Pier

160-ft floating dock and pier allows boaters to dock at the Wharf (overnight visitors are welcome). Dock and head up the hill to Leonardtown Square to enjoy dining, shopping and exciting events and activities.

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Hotel Room

INN AT LEONARDTOWN

Hotel (photo currently unavailable)

Boutique hotel serving both business and leisure travelers. Located on Park Avenue, both the Leonardtown Square and Wharf are within walking distance.

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THE FENWICK INN

Wedding & Special Event Venue

A beautifully restored indoor/outdoor event space located on Fenwick Street featuring an outdoor pergola and pavilion. Wedding and private event venue.

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IL PICCOLO MORSO

Italian Restaurant

Enjoy the casually elegant atmosphere of this family-friendly restaurant serving creative Italian fare. Located on Washington Street.

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ANTOINETTE'S GARDEN

Gourmet Coffee & Wine Bar

Kick back and unwind at this stylish Gourmet Coffee and Wine Bar and entertainment venue that frequently hosts live music. Located on the Square.

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SWEETBAY
 

Restaurant & Bar

Elegant neighborhood restaurant located on Leonardtown Square featuring indoor and outdoor dining and a wine tasting room.

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ACTION BILLIARDS & LOUNGE

Billiards Hall & Sports Bar

Family-friendly billiards hall offering 18 Diamond pool tables, a full bar and kitchen. Frequently hosts pool and corn hole tournaments.

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FIRST LANDING WINE TRAIL

Southern Maryland Wine Trail

Featuring Southern Maryland Wineries and Vineyards. Tour the vineyards and enjoy live music while sampling award-winning wines.

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SLICE HOUSE II GO

Pizza House

The Slice house expanded to open a second location right on Washington Street and offers 18" whole pizza pies to go (and fresh-baked bagels).

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SPICE STUDIO

Fitness Studio

This full-service fitness studio offering classes in barre, yoga, pilates, circuits and more has moved to a spacious new location on Washington Street. 

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FENWICK STREET BOOKS

Book Store

Offering used and new books, vintage vinyl records, puzzles and more. Now in its new location on Fenwick Street, 

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ARTFUL PLAYHOUSE

Indoor Art Studio & Play Place

A creative studio offering classes, parties and workshops for children. Now serving Leonardtown in its new location on Merchants Lane.

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HURRY FAMILY PARK

Pocket Park & Swings

This newly renovated park features inviting swings and a colorful mural. Future renovations include a larger mural and additional landscaping.

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SOF MARKET

Indoor Marketplace, Coffee Shop/Deili, Beer Garden & Indoor/Outdoor Game Areas

There are a lot of new changes at Shepherd's Old Field Market (SOF Market) from a grand entry and new shops to a spacious outdoor dining and gaming area. This eclectic, on-of-a-kind space offers shopping, dining and fun.

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Featured LBA Business