6 Best Speakeasies in Maryland!

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Social Coffeehouse and Speakeasy, Leonardtown, MD

While Social Coffeehouse might appear like a regular coffeehouse at first, it is actually home to one of the best speakeasies in Leonardtown, Maryland. The speakeasy is open with reservations only… Read More

7 Best Paint & Wine Spots in Maryland 2025!

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Wine & Design, Leonardtown, MD

Wine & Design did not start because of this fun national trend. Instead, local artists, wine lovers, and the community decided to come together to have a good time. Local artists are on hand, paint… Read More

6 Best Bookstores in Maryland!

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Fenwick Street Used Books and Music, Leonardtown, MD

This cute little book store off a lovely brick sidewalk is the type of bookstore you would imagine in a painting. You’ll fall in love before ever walking in the door. Once inside, the 23,000… Read More

The 9 Best Mexican Restaurants in Maryland!

Featuring

Salsa Mexican Café, Leonardtown, MD

A local hot spot, this Mexican restaurant is great for lunch, dinner or catering your next party. They have lunch specials daily that are cheaper than eating a combo meal at a fast food chain. You… Read More

10 Best Thai Restaurants in Maryland

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Sawatdee Solomons, Solomons, MD

This kid-friendly Thai restaurant has earned impressive online ratings from locals. Some of the chef specials include Pineapple Prawn Curry, Shrimp in Curry Powder, and Coconut Shrimp with Red… Read More

The 10 Best Museums in Maryland!

Featuring

Patuxent River Naval Air Museum, Lexington Park, MD

For a collection of aircrafts that include new F-35s head to Pa River Naval Air Museum. They have reserved a rich collection of naval aviation research and artifacts. You can climb inside of planes,… Read More

9 Best Diners in Maryland

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The Frying Pan, Lusby, MD

The Frying Pan in Lusby, Maryland, is known for their great food, impeccable service, and generous portions. Partake in southern-style favorites for breakfast, lunch, and dinner.

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Best Pizza in Maryland: Our 9 Favorites!

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Nicoletti’s Pizza, California, MD

When in SoMo head to Nicoletti’s. They opened as a family-run restaurant in 1981 and have been serving classic recipes ever since. Being that the family is Italian, people come here for the… Read More

8 Best Lunch Spots in Maryland!

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The Reluctant Navigator Restaurant at Tall Timbers Marina, Tall Timbers, MD

This is classic Maryland at its best—on the water dining in a local establishment with fresh and tasty food. Driving to St. Mary’s County can take time so this is a good weekend lunch… Read More

The 14 Best Picnic Spots in Maryland!

Featuring

Annmarie Sculpture Garden and Arts Center, Dowell, MD

Expose your family to innovative art by exploring the gallery and then picnic among the sculptures outside. This is an excellent place to visit if you are an art-lover or if you simply want to… Read More

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Sam Hunt w/ Austin Williams

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Sam Hunt and Austin Williams

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Pacific Fun Day Festival

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Dark Star Orchestra

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Events Around Leonardtown

Home Grown Farm Market

Saturday, Aug 16, 2025 from 9:00am to 1:00pm

Lexington Park, MD

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California Farmers Market

Saturday, Aug 16, 2025 from 9:00am to 1:00pm

California, MD

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Exhibition - Inside Out: The Paintings of Freeman Dodsworth

Saturday, Aug 16, 2025 from 11:00am to 5:00pm

Leonardtown, MD

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Exhibition - Inside Out: The Paintings of Freeman Dodsworth

Sunday, Aug 17, 2025 from 12:00pm to 4:00pm

Leonardtown, MD

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Exhibition - Inside Out: The Paintings of Freeman Dodsworth

Tuesday, Aug 19, 2025 from 11:00am to 5:00pm

Leonardtown, MD

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Local News Feed

Meals on Wheels America News - Help Finally Came for Mrs. Janie: Why Others Still Wait

Right now, nearly 46,000 older adults are in limbo, with their names on Meals on Wheels waitlists...

Maryland Democrats Launch Statewide Talk-Back Tour: We're Showing Up Everywhere

Tour kicks off August 18 in Frederick with DNC Chair Ken Martin and heads to counties denied FEMA...

Meals on Wheels America Newsletter: Freedom, Policy Update and Your Impact

The Fight for Senior Independence ContinuesThis month, Meals on Wheels supporters made their voic...

Maryland Families Already Feeling the Pain of Trump's Economy, Additional Chaos to Come

Under Donald Trump, America has seen the weakest three-month period of job growth since the pande...

Governor Moore Announces Major X-energy Investments in Montgomery and Frederick Counties

From: Maryland Governor Wes Moore

ANNAPOLIS, MD - Governor Wes Moore on July 30 announced that X-energy?, an advanced nuclear react...

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Leonardtown Elementary School Fall Festival

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Christmas on the Square and Tree Lighting Ceremony

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Taste of St.Mary's

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Port of Leonardtown Winery

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Annual Somd Italian Heritage Festival

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Leonardtown Town Facts

Leonardtown, Maryland. Population for Leonardtown from the last gathering is 1896. You can view Leonardtown venues that host many Leonardtown MD events every year.

You can find a ton of properties for sale if you search the Leonardtown page on Zillow. Interest rates for Leonardtown are at historic lows as well.

Leonardtown Maryland has a latitude of 38.300300598145 and a longitude of -76.643096923828. View the full profile

In and Around Leonardtown, MD

4th of July: Things to Do & Fireworks Restaurants Movie Times Car Deals and Guide Real Estate Jobs Classifieds Gas Prices Museums Coffee Spots Parks

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