#leonardtown

PC @redguju

4.22.21. Columbus, OH

Community support for Ma'khia Bryant has included her neighbors and broader community members, and Ohio State university students who occupied Ohio Union demanding that the university cut ties to local police.

Police have murdered at least 4 children in the past two weeks.

Anthony Thompson Jr

Petyon Ham

Adam Toledo

The Best Places to Eat, Drink and Enjoy!

As the summer season draws to a close, grab a seat for dinner outside or take a stroll down a charming small-town street found in Leonardtown, Maryland – also right up the street from our magnificent planned community of Clarks Rest!

Centrally located in St. Mary’s County, Leonardtown was irrefutably named as “a most convenient place” in the early 18th century and remains to be the convenient hub we know and love today! So if you’re ready to get outside and enjoy the summer sun, plan your day for exploring this beautiful historic town! To help you along the way we compiled a list of our Top 5 picks for dining, shopping and exploring the very best of Leonardtown.

Dining

1. Fitzies Restaurant and Pub 21540 Joe Hazel Road, Leonardtown, MD 20650

A Leonardtown favorite, sit down to enjoy the “Charm of the Chesapeake” at Fitzies Restaurant. Featuring outdoor dining, tiki bar and beach, it’s the perfect spot for all-American cuisine and waterside dining.

https://www.visitstmarysmd.com/food-drink/detail/fitzies-restaurant-and-pub

2. The Front Porch 22770 Washington Street, Leonardtown, MD 20650

Take a journey through Leonardtown history dining at the Front Porch restaurant. The historic Sterling House offers dining outdoors on the restaurant’s gracious front porch. Another top spot for American cuisine featuring a fresh local menu of seasonal ingredients!

https://www.visitstmarysmd.com/food-drink/detail/front-porch

Shopping

3. Craft Guild Shop 26005 Point Lookout Road, Leonardtown, MD 20650

Local art, handmade crafts and antiques are just a part of shopping for one-of-a-kind finds in Leonardtown! Stop by the Craft Guild Shop; a co-op of award-winning local Maryland artists for shopping custom-made items and be sure to visit all the small-town stores along Fenwick Street before you go!

https://www.visitstmarysmd.com/shopping/detail/craft-guild-shop

Activities

4. Leonardtown Wharf Park 22510 Washington Street, Leonardtown, MD 20650

Take a walk through the history at Leonardtown Wharf Park and enjoy scenic views of Breton Bay. It’s the perfect waterside park for all your outdoor activities and in close proximity to the Port of Leonardtown which brings us to #5 on our list!

https://www.visitstmarysmd.com/site/detail/leonardtown-wharf-park

5. The Port of Leonard Winery 23190 Newtowne Neck Road, Leonardtown, MD 20650

Located in a building repurposed from pieces of history, the Port of Leonard Winery is home to one of the only co-op wineries in the country! Take a sip of award-winning wines from Southern Maryland Winegrowers Cooperative and enjoy the warm, inviting space and local art!

https://www.visitstmarysmd.com/site/detail/port-of-leonardtown-winery

We hope you’re as excited as us to explore all this and more in Leonardtown and welcome to the verybest of living and visiting St. Mary’s County in Southern Maryland!

Sunset at the Leonardtown Wharf