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Places in Leonardtown

Two centers, 531 places in Leonardtown

531 places in Leonardtown: 59 places to eat and drink, 47 shops, 25 things to do and 1 places to stay. Local spots first, with directions to every one.

All places
531
110 per 1,000 residents
Eat & drink
59
12 per 1,000 residents
Shops
47
22 gifts · 5 antiques · 3 books
Things to do
25
4 outdoors · 7 arts · 5 landmarks
Places to stay
1
0.2 per 1,000 residents

What kind of places does Leonardtown have?

Read from every listing. The page puts what stands out first.

Two town centers172 places within a five-minute walk of Washington St, and 87 more around Merchants Ln.A food town59 places to eat and drink, 12 per 1,000 residents.Galleries & stages7 galleries, museums, theaters and music venues.Antiques & vintage5 antique, vintage and secondhand shops.
★ What stands out · The map

Where Leonardtown gathers

172 of Leonardtown’s 531 places sit within a five-minute walk of Washington St. A second center gathers around Merchants Ln.

Washington StMerchants Ln
172places in a five-minute walk of Washington St32% of Leonardtown’s places
87around Merchants Ln16% of Leonardtown’s places
Eat & drink

59 places to eat & drink

39 restaurants, 12 cafés & treats, 7 bars & breweries. Local spots first.

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See all 12 cafés & treats →
Things to do

25 things to do

9 fitness & sports, 7 arts & culture, 5 history & landmarks. Local spots first.

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See all 7 arts & culture →
Shops

47 shops

22 gifts & boutiques, 5 antiques & vintage, 3 books & music. Local spots first.

See all →
Everyday

347 errands & services

Groceries, gas, the barber, the vet, the bank.

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Health care 116Breton Bay Dentistry · Medstar Health: Pharmacy At Medstar St. Mary's Hospital · Clearway Pain SolutionsOffices & pros 41The Rex · The Dorsey Law Firm · Shane Mattingly Law OfficesHair & beauty 39Luxury Extensions by Sandi · MJ Luxe Medi Spa · Sport Clips HaircutsBanks & insurance 29PNC Bank · WesBanco Bank · Bank of America ATMHome services 18Brinsfield Funeral Homes & Crematory · Guardian Termite & Pest Control · A and M Glass and Home Improvement CompanyAuto & gas 12Cheseldine Tire and Auto · AutoZone Auto Parts · Leonardtown Chevrolet Buick GMCGroceries & convenience 6Leonardtown Burchmart · Dash In · Merchants Lane Fine Wine & SpiritsPets 6Breton Veterinary Hospital · Earthwise Pet Leonardtown · VIP Petcare Vaccination ClinicOther services 80Southern Maryland Orthopaedic And Sports Medicine Center · Leonardtown Surgery Center · Edward Jones - Financial Advisor: David McDonough
Community

52 schools, churches & public places

Where Leonardtown learns, worships and gets things done.

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Town & public services 25Leonardtown Library · Town of Leonardtown · District Court for St. Mary's CountySchools & childcare 14St. Mary's County Public Schools · Captain Walter Francis Duke Elementary School · College Of Southern Maryland, Leonardtown CampusCommunity groups 8St. Mary's County Social Services · Healthy St. Mary's Partnership · Southern Maryland Psychological AssociationPlaces of worship 5First Saints Community Church · St. Aloysius Catholic Church · Father Andrew White School

Talk & tips

Favorites, openings and closings from Leonardtown neighbors.

Town Square →
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Some place details from Overture Maps (CDLA-Permissive-2.0), checked against the Census town line. Places added by neighbors go live once a second neighbor confirms them. Spot a mistake? Open the place and tap Edit mode.

How we sort and count

Each list puts neighbor favorites first (ratings and photos), then the most complete listings (a website, a phone number, a note), with local, independent spots ahead of national chains. Categories come from each place’s map category, so a café filed under “Shops” still shows up with the cafés. “A five-minute walk” is a quarter mile from the busiest spot on the map. Per-1,000 figures use the Census population.