Things to do in Leonardtown

Not Just Any Hotel – Only the Best Things to do in Leonardtown, Selected for You!

Nov 15, 2025 - Nov 16, 2025
2 adults, 1 room
Find
Good (17)

St. Clement's Island Museum

10:00 AM–5:00 PM
Museum
38370 Point Breeze Rd
View map
St. Clement's Island Museum in Leonardtown explores the history of English colonization, focusing on the landing site from March 25, 1634. Features a 19th-century schoolhouse.

Duration: 1-2 hours.

Free. Water taxi service may incur additional costs.

Leonardtown
View map
Saint Aloysius Gonzaga Catholic Church, established in 1891, features Romanesque architecture and serves the Leonardtown community with regular Mass and events.

Duration: About 1 hour.

Free. Donations are welcome for church upkeep.

Good (25)

Moll Dyer Rock

Open 24 hours
Sights
Moll Dyer Road
View map
Moll Dyer Rock is a historical site linked to a witch hunt in the 17th century. The rock is a part of local folklore, attracting visitors who want to learn about its mysterious past.

Duration: approx. 30-60 minutes

Free

Good (19)

Bowles Farm Corn Maze

10:00 AM-6:00 PM
Farm
22880 Budds Creek Rd
View map
Bowles Farm Corn Maze is a fun outdoor adventure in Leonardtown. Visitors can explore a large corn maze and enjoy autumn activities like hayrides and pumpkin picking.

Duration: approx. 2-3 hours

$10 for adults, $5 for kids

Good (14)

Leonardtown Wharf Park

9:00 AM-6:00 PM
Park
22510 Washington St
View map
Leonardtown Wharf Park features a beautiful waterfront area with a large compass rose design. Visitors can enjoy a small playground and rent kayaks or paddleboards for fun on the water.

Duration: approx. 1-2 hours

Free (Kayak and paddleboard rental: $35 for three hours)

Good (12)

St. Clement's Island State Park

8:00 AM- sunset
Museum
Baltimore
View map
St. Clement's Island State Park is the site where Maryland colonists first landed. It features beautiful views, a historic lighthouse, and walking trails that connect visitors to nature and history.

Duration: approx. 1-2 hours

Free

Good (11)

Old Jail Museum & Visitor Center

10:00 AM-5:00 PM
Museum
11 Court House Drive
View map
The Old Jail Museum & Visitor Center in Leonardtown is a historic building completed in 1876. It features original jail cells, exhibits about county history, and the jailor's living quarters.

Duration: approx. 1-2 hours

Free