With wine tastings, concerts, and a preserved slave cabin, there's always something to discover at Sotterley.
Sotterley Plantation

Things to See and Do in Southern Maryland

In Southern Maryland, history and culture mingle on the shores of the Chesapeake Bay. Here are some of the top things to see in the region—save this list and take a trip to see them all! 

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Explore the tall ships that tell the story of the first settlers of Maryland.

1 Travel Back in Time to Historic St. Mary’s City

Board the tall ship Dove, a reconstruction of the boat that brought the first European settlers to Maryland back in 1634. Tour the 17th-century plantation with heirloom livestock and living historians, then visit an ongoing archeological dig as researchers peel back the layers of history revealing our colonial past.

More about Historic St. Mary's City
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Rt 5 and Rosecroft Rd
St. Mary's City, MD 20686

Dr. Mudd House Museum in Waldorf Photo By: www.roadtrippers.com

2 Visit the Dr. Samuel A. Mudd House Museum

Ever wonder where the saying “Your name is Mudd,” came from? Hit this museum and you’ll find out. Now part of the “Escape of the Assassin Trail,” this former home of Dr. Samuel Mudd became part of American history when John Wilkes Booth fled here after assassinating President Abraham Lincoln. The doctor treated Booth’s broken leg, forever disparaging the name “Mudd.”

Calvert Marine Museum Megaladon Shark Photo By: Calvert Marine Museum

3 Expand Your Horizons at the Calvert Marine Museum

Touch a live skate or ray at one of the Museum’s aquariums and marvel at the massive 35-foot-long Megalodon Shark skeleton, reconstructed based on fossils discovered nearby. Then, visit the woodworking shop and witness the traditional craft of Chesapeake boat builders.

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History & Heritage

14200 Solomons Island Rd
Solomons, MD 20688

Perigeaux Vineyards and Winery

4 Follow the Patuxent Wine Trail

Travel this trail to tour the vineyards of Southern Maryland. The wineries along the Patuxent Trail offer beautiful water vistas and—thanks to a climate and soil composition often compared to the Tuscany region—truly spectacular wines.

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Breweries, Wineries & Distilleries

c/o Friday's Creek Winery
Owings, MD 20736

See players on the rise to the bigs playing for one of Maryland's minor league teams.

5 Catch a Southern Maryland Blue Crabs Game at Regency Furniture Stadium

If you want to take the family out to the ball game, Blue Crabs baseball is a guaranteed hit. One of the true gems of minor league baseball, Regency Furniture Stadium is designed to look like an historic Maryland tobacco barn and offers beautiful lawn seating in the outfield. 

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Performing Arts

11765 St. Linus Dr.
Waldorf, MD 20602

With wine tastings, concerts, and a preserved slave cabin, there's always something to discover at Sotterley.

6 Check Out Sotterley Plantation

With wine tastings, concerts and even ghost walks, there’s always something happening at Sotterley. This beautiful plantation on the Patuxent once welcomed George Washington and offers a rare glimpse back in time with buildings dating back over 300 years, including a rare, preserved slave cabin. 

Point Lookout State Park Lighthouse

7 Explore Civil War History at Scenic Point Lookout State Park

Come spend a day where the Potomac meets the Bay. Home to one of the Union’s most infamous prisoner-of-war camps, Point Lookout has been called the most haunted place in America. The park is also home to the beautiful Point Lookout Lighthouse and great fishing!

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11175 Point Lookout Rd.
Scotland, MD 20687

This important site on the Star-Spangled Banner Trail was the location of the largest naval engagement in the state's history.

8 See an American Indian Village at Jefferson Patterson Park

See the reconstructed American Indian village, check out the visitor center (a former show barn that houses artifacts from the park’s archeological digs dating back thousands of years) and then walk the beaches, forests and fields of this unique park.

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Visual Arts

10515 Mackall Rd
St. Leonard, MD 20685

Get your MX fix at this park, host to three World Championships.

9 Watch a Race at America’s Motocross Capital, Budds Creek

Hear the roar of race bikes as the greatest riders from around the world defy gravity while risking life and limb as they tackle one of the toughest motocross courses anywhere.  Riders soar through the air over the legendary Budds Creek Motocross Park, home to the AMA Nationals, three World Championships and racing nearly every weekend in the summer.

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Outdoor Recreation

27963 Budds Creek Rd
Mechanicsville, MD 20659

Clement's Island State Park

10 Voyage to St. Clement’s Island

Stop in at the St. Clement’s Island Museum (ironically located on the mainland) and learn about the history of the early colonists through to the watermen of today, then board the ferry to explore the 40-acre island where Maryland’s first European settlers landed. The Blessing of the Fleet in October is a great time to visit.

Southern Maryland Photos & Videos

Drum Point Lighthouse at The Calvert Marine Museum
Drum Point Lighthouse
Photo By: Calvert County Department of Economic Development
Cloudy Sunset in Solomons Island
Enjoy breathtaking sunsets at Solomons Island. Photo by Southern Maryland Photography
Photo By: Southern Maryland Photography
Annmarie Sculpture Garden and Arts Center
This Smithsonian affiliate showcases its art in surrounding gardens and makes for an affordable way to spend the day.
Sailing Near Historic St. Mary’s City
Explore the tall ships that tell the story of the first settlers of Maryland.
Historic St. Mary's City Godiah Spray Tobacco Plantation Garden
See how settlers worked on a colonial farm in Historic St. Mary's City.
Photo By: St. Mary's City
St. Mary's City Historic District Church
St. Mary's City Historic District Catholic Church
Photo By: Historic St. Mary's City

Southern Maryland

Trip Ideas

Camp Merryelande on St. George Island
Places to Stay in Southern Maryland

Camp out under the open sky, make yourself at home in a classic B&B, or melt your troubles away at a luxury spa in Southern Maryland, the heart of Chesapeake Country. 


Southern Maryland Accommodations

Search our comprehensive list of hotels, motels, B&Bs and other places to stay in Southern Maryland here.


With wine tastings, concerts, and a preserved slave cabin, there's always something to discover at Sotterley.
Things to See and Do in Southern Maryland

Chesapeake charm meets southern style in the birthplace of Maryland.


Southern Maryland Bed & Breakfasts and Inns

Search our comprehensive list of Bed & Breakfasts and Inns in Southern Maryland here.


Southern Maryland Attractions

Search our comprehensive list of attractions in Southern Maryland here.