Southern Maryland (SOMD) is known for its mix of natural beauty, history, and vibrant community events. As summer winds down and September ushers in cooler evenings—families, couples, and solo adventurers alike are looking for things to do in Southern Maryland. Whether you’re planning a weekend trip, searching for tourist attractions across all countries, or just want to enjoy the late summer before fall arrives, here are must-visit spots and events in St. Mary’s, Charles, and Calvert County.

Annmarie Sculpture Garden
& Arts Center

If there’s one stop you can’t miss this September, it’s the Annmarie Sculpture Garden & Arts Center in Solomons, MD Calvert County. Known as one of Southern Maryland’s premier cultural attractions, this spot is not only family-friendly but also inspiring for adults.

This month, they’re gearing up for their major annual event, Artsfest 2025, happening September 20-21. Artsfest is one of SOMD’s most anticipated events, bringing together artists, live performances, food trucks, and hands-on activities for kids and adults alike.

Tip💡 Check the Annmarie Sculpture Garden & Arts Center website for more details and their Artsfest map ahead of time—you’ll want to plan your path to catch both the art installations and the festival action!

Calvert Marine Museum

Another highlight in Calvert County is the Calvert Marine Museum. It’s a favorite tourist attraction that blends history, science, and family fun. Visitors can explore exhibits on local maritime heritage, view fossils from the famous Calvert Cliffs, and even meet the resident otters.

For those wondering what Southern MD is known for, this museum captures much of it: the Chesapeake Bay lifestyle, maritime traditions, and natural history. It’s the kind of spot where both kids and adults leave with something new to talk about.

Stay tuned for their exciting upcoming event, Pirate Day on September 20th!
It’s a day full of family fun, adventure, and seaside spirit you won’t want to miss—check out their website for all the details and ways to join in.

Three Notch Trail

In St. Mary’s County, the Three Notch Trail offers a relaxing way to soak in late summer weather. Stretching nearly 28 miles, this trail is perfect for walking, biking, or jogging. The shaded paths and easy access points make it a favorite spot for locals and tourists alike.

Whether you’re planning a quick weekend stroll or want to bring the whole family, it’s an ideal way to experience the quieter, scenic side of Southern Maryland.

Greenwell State Park

Not so far from the trail, Greenwell State Park is another must-see. With hiking trails, fishing spots. and kayak rentals, it’s a late summer outdoor escape perfect for nature lovers.

Families enjoy its picnic areas and accessibility for all ages. Couples can catch a sunset by the water, and adventurers can paddle along the Patuxent River. It’s also a great spot to connect with the natural beauty Southern Maryland is known for.

St. Charles Towne Center

For a change of pace, St. Charles Towne Center in Waldorf offers shopping, dining, and entertainment under one roof. It’s a central hub in Charles County and an easy weekend stop if you’re looking for indoor activities.

Think of it as a balance to your late summer outdoor adventures—sometimes you just want air conditioning, good food, and maybe a little retail therapy.

Zekiah Swamp

Rounding out the list is Zekiah Swamp, one of Maryland’s largest forested wetlands. This hidden gem is a paradise for hikers, birdwatchers, and anyone curious about the region’s ecology. Because it’s less developed, it feels like stepping into a preserved natural sanctuary. Bring your binoculars and a sense of adventure—it’s one of those attractions that gives you a real glimpse of SOMD’s natural side.

From cultural events like Artsfest at Annmarie Sculpture Garden to outdoor escapes like Three Notch Trail and Zekiah Swamp, Southern Maryland offers something for everyone this September. Whether you’re seeking family-friendly attractions, historical insights, or relaxing outdoor activities, SOMD is full of options across all counties.

So grab a friend, pack a picnic, and discover what makes this region so unique. September in Southern MD is the perfect time to explore, celebrate, and enjoy both the beauty and community events that define the area.