14 Best Things To Do in Leonardtown
Nestled in the heart of Southern Maryland, Leonardtown offers a perfect blend of history, culture, and outdoor adventure. Whether you're exploring its scenic waterfront, enjoying local cuisine, or delving into the town's rich history, Leonardtown has something for everyone. Discover our top 10 must-do activities to make the most of your visit!
- Leonardtown Wharf Park - Enjoy the serene waterfront views and outdoor activities at Leonardtown Wharf Park.
- Port of Leonardtown Winery - Sample award-winning wines at this charming local winery.
- Old Jail Museum - Step back in time and explore this historic jailhouse turned museum.
- Tudor Hall - Visit this 18th-century mansion and explore the history of Southern Maryland.
- Leonardtown Arts Center - Discover local art and participate in creative workshops at this vibrant arts hub.
- St. Clement’s Island Museum - Learn about Maryland’s colonial history and visit the island where it all began.
- Leonardtown First Fridays - Experience the lively monthly event featuring local art, music, and dining.
- Breton Bay Golf and Country Club - Enjoy a round of golf on a beautiful 18-hole course with scenic views of Breton Bay.
- Historic Downtown Leonardtown - Explore the heart of Leonardtown, filled with charming shops, restaurants, and cultural landmarks.
- Leonardtown Square - Visit the vibrant town square, home to community events, markets, and festivals year-round.
- Escape Rooms Southern Maryland - Challenge yourself with an immersive puzzle-solving experience at this popular escape room.
- Shepherd’s Old Field Market - Shop local at this vibrant marketplace featuring artisans, specialty shops, and eateries.
- Wine and Design Leonardtown - Paint, sip, and unleash your creativity at this fun and social art studio.
- Brudergarten Beer Garden - Relax with a craft beer at this open-air beer garden featuring live music and outdoor seating.