Guidebook for Leonardtown

Nan & Brett
Guidebook for Leonardtown

Food Scene

Its a fun, casual place right in downtown Leonardtown with good food, tasty drinks and live music
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The Rex
22695 Washington St
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Its a fun, casual place right in downtown Leonardtown with good food, tasty drinks and live music
Who doesn't love dinner and drinks on the Front Porch?! The whole menu is delicious, especially the chicken and waffles. They make their own infused-spirits. The rooms are quaint with interesting decorations, the front porch has old-time ceiling fans, and the side porch has heaters (if needed). The staff are very friendly. You can't go wrong at the Front Porch!
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The Front Porch
22770 Washington St
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Who doesn't love dinner and drinks on the Front Porch?! The whole menu is delicious, especially the chicken and waffles. They make their own infused-spirits. The rooms are quaint with interesting decorations, the front porch has old-time ceiling fans, and the side porch has heaters (if needed). The staff are very friendly. You can't go wrong at the Front Porch!
The food is good - try the ribs! Friendly atmosphere and good service.
Bottom Of The Hill Restaurant and Tavern
40874 Merchants Ln
The food is good - try the ribs! Friendly atmosphere and good service.
Recent changes - this is now Social Coffeehouse & Speakeasy. Same location/cool features, new owners. The name says it all... the BTB is a delightful coffee shop with a speakeasy in the back. What a treat! BTB has all the coffee and tea drinks you want, homemade treats and lunch specials. The Speakeasy offers mixology events.
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Social
41658 Fenwick St
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Recent changes - this is now Social Coffeehouse & Speakeasy. Same location/cool features, new owners. The name says it all... the BTB is a delightful coffee shop with a speakeasy in the back. What a treat! BTB has all the coffee and tea drinks you want, homemade treats and lunch specials. The Speakeasy offers mixology events.

Essentials

McKays is a full service grocery with prepared foods (sushi, fried chicken, sides), health & beauty aids, a nice bakery selection and more. The wine/beer/liquor store right next door is very convenient.
McKays Food & Drug
40845 Merchants Ln
McKays is a full service grocery with prepared foods (sushi, fried chicken, sides), health & beauty aids, a nice bakery selection and more. The wine/beer/liquor store right next door is very convenient.

Parks & Nature

The 7.5 mile trail around St. Mary's Lake is a gem - walk, run, or mountain bike. It is tree covered and varied terrain.
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Saint Marys River State Park
21250 Camp Cosoma Rd
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The 7.5 mile trail around St. Mary's Lake is a gem - walk, run, or mountain bike. It is tree covered and varied terrain.
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Flag Ponds Nature Park
1525 Flag Ponds Pkwy
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Point Lookout State Park
11175 Point Lookout Rd
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Drinks & Nightlife

They brew their own beers, and they are good. They also create their own infusions that are worth trying. The fish tacos are definitely our fave! And they are right on the water - check the map... they are on an island.
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Ruddy Duck Seafood & Alehouse
16800 Piney Point Rd
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They brew their own beers, and they are good. They also create their own infusions that are worth trying. The fish tacos are definitely our fave! And they are right on the water - check the map... they are on an island.
Sonny keeps his ever changing craft beer selection fresh and tasty! Lively atmosphere too. And if you like Indian food, they are attached to Bollywood Masala.
Tap House 1637
23418 Three Notch Rd
Sonny keeps his ever changing craft beer selection fresh and tasty! Lively atmosphere too. And if you like Indian food, they are attached to Bollywood Masala.
The wings are pretty fantastic and award winning! The strawberry cobb salad is delicious. You can get a 10 oz Budweiser like the locals, specialty cocktails, or a selection of drafts. OTP has special/event nights and live music too.
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Olde Town Pub
22785 Washington St
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The wings are pretty fantastic and award winning! The strawberry cobb salad is delicious. You can get a 10 oz Budweiser like the locals, specialty cocktails, or a selection of drafts. OTP has special/event nights and live music too.
Our local winery has a nice selection of wines from Maryland growers and lots of live music. They have outdoor seating and wine tastings, and now a large Jenga game and corn hole (a Maryland favorite) to play too.
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Port of Leonardtown Winery
23190 Newtowne Neck Rd
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Our local winery has a nice selection of wines from Maryland growers and lots of live music. They have outdoor seating and wine tastings, and now a large Jenga game and corn hole (a Maryland favorite) to play too.

Sightseeing

Historic site of the 1st state capitol circa 17th century
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Saint Marys City
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Historic site of the 1st state capitol circa 17th century
Relaxing beautiful wharf park with grassy areas for a picnic, jungle gym for the kiddos, a nature walk, public bathrooms and water sport rentals from Patuxent Adventure Center Paddle Sports.
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Leonardtown Wharf Park
State Highway 326
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Relaxing beautiful wharf park with grassy areas for a picnic, jungle gym for the kiddos, a nature walk, public bathrooms and water sport rentals from Patuxent Adventure Center Paddle Sports.

Arts & Culture

Hands on learning - you can build a boat at the Museum! Learn about the history of the area. Its worth the visit.
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Calvert Marine Museum und Drum Point Leuchtturm
14200 Solomons Island Rd S
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Hands on learning - you can build a boat at the Museum! Learn about the history of the area. Its worth the visit.

Shopping

It will make you want to ditch the Kindle and go back to books. You have to check this little store out.
Fenwick St Used Books and Music
Fenwick Street
It will make you want to ditch the Kindle and go back to books. You have to check this little store out.