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Main Street America · Maryland

Downtown Leonardtown, MD

Shop, stay, play and dine in downtown Leonardtown, one of 28 Main Street communities in Maryland.

ShopMakers and one-of-a-kind goods
StayHistoric inns and small hotels
PlayGalleries, theaters, markets
DineChef-owned tables and corner cafés

About downtown Leonardtown

Leonardtown is home to a Main Street America program: an Affiliate downtown working to keep Leonardtown's historic commercial district lively, local and one of a kind.

Town of LeonardtownAffiliate

Designation
Affiliate Main Street America program
Coordinating program
Main Street Maryland
Location
38.9455, -76.9465 → map
State
Maryland: 28 Main Street communities

What's coming to this page

When the Town of Leonardtown team claims this page, it fills in with the places that make Leonardtown worth the trip.

Shop

Local shops and signature goods made in Leonardtown.

Stay

Inns, B&Bs and hotels within walking distance.

Play

Festivals, galleries, markets and events downtown.

Dine

Restaurants, cafés and taprooms on the square.

Nearby Main Street towns

Distances are straight-line from downtown Leonardtown. See all 27 other Maryland downtowns on the state page.

Program details from the Main Street America network directory. Something out of date? Let us know through the form on this page.

For downtowns & shop owners

Run downtown Leonardtown? Get featured.

If you lead Town of Leonardtown or own a shop here, tell us about your events, shops and holiday hours. Our editors feature downtowns and merchants in the Daily Downtown Digest.

Owners and downtown teams get the Digest every morning. Featured placement for shops is a simple monthly plan.