Location: Leonardtown
Top Things to do in Leonardtown
Countries
10 Things to do in Leonardtown That You Shouldn't Miss
Leonardtown is a town in and the county seat of St. Mary's County, Maryland, United States. The population was 2,930 at the 2010 census. Leonardtown is perhaps most famous for the national oyster-shucking championship that occurs annually at the St. Mary's County fairgrounds.
Restaurants in Leonardtown
1. North End Gallery
Overall Ratings
5.0 based on 10 reviews
2. Heavenly Presents
Overall Ratings
5.0 based on 3 reviews
3. Saint Marys River State Park
Overall Ratings
5.0 based on 4 reviews
Reviewed By Lisamlo - Elkton, United States
Excellent State Park and hiking trail. Clean and great terrain. Well marked trail. Lots of available parking and picnic tables.
4. Leonardtown Maryland Antique Center
Overall Ratings
5.0 based on 1 reviews
Antique Shops, Vender Spaces, Unique Gifts, Collectibles, Shopping, Home Goods, Country Decor, Cracker Barrel, Pottery Barn and much much more
5. Leonardtown Cigars
Overall Ratings
5.0 based on 6 reviews
6. Escape Rooms Southern Maryland
Overall Ratings
5.0 based on 6 reviews
A locally owned and operated escape room on the square in the heart of historic Leonardtown offering a different and most importantly fun option for family outings, girls nights, date nights, and even team building. Our escape rooms are critically acclaimed as some of the best in the business. We have two rooms available allowing you to choose from solving mysterious disappearances at a run down motel or sneaking into a billionaire's mansion to steal his fortune. Come see if you have what it takes to escape!
Reviewed By annemariewalters - Exton, United States
Fun activity for up to 6 people that lasts an hour. Good for teenagers and older. Four of us managed to escape with 4 mins to spare. Clues were varied and fun appealing to every ability and talent. Also very easy to book and well run.
7. Fenwick St Used Books and Music
Overall Ratings
5.0 based on 2 reviews
Used books with a small section of new books that are primarily local authors and local history, vinyl records, CDs, DVDs, puzzles and games
8. Port of Leonardtown Winery
Overall Ratings
4.5 based on 70 reviews
Port of Leonardtown Winery consists of twelve vineyards from St Marys, Calvert, Charles, & Kent counties in Maryland.
Reviewed By theVirgdoe - Waldorf, United States
Love the friendly staff and our door seating area. I love coming and sitting outside with some friends or under the covered and heated sun room when it’s cold.
9. Olde Town Pub
Overall Ratings
4.5 based on 10 reviews
The Olde Town Pub offers an upscale dining and drinking experience in the heart of downtown Leonardtown, Maryland. We feature 14 beers on tap as well as award-winning chicken wings along with several popular appetizers and main courses. When you think of Leonardtown restaurants, think of the Olde Town Pub.
10. Leonardtown Wharf Park
Overall Ratings
4.5 based on 17 reviews
Reviewed By hulahoopgo - Leonardtown, United States
This is a very nice, calm place to paddle around. It’s inexpensive to rent a kayak or paddleboard for a few hours from PAC Paddle Sports. There is a kayak launch which makes it easy to get in and out of the water and the PAC paddle employees help you. You can paddle up McIntosh Run and see a lot of birds. There is a little building at the wharf where you can buy snacks, ice cream treats, and drinks. They also keep the bathroom clean. It’s a very nice experience. We’ll be going back.
