St. Mary’s County Events This Weekend | September 11–13, 2026

St. Mary’s County events this weekend bring live music, waterfront festivals, local art, Indigenous history, living-history demonstrations, community activities, classic cars and more to Southern Maryland from September 11–13, 2026.

If you’re searching for things to do in St. Mary’s County this weekend, there are options stretching from Leonardtown and California to Piney Point, Historic St. Mary’s City and Point Lookout.

Friday night brings live rock music to downtown Leonardtown. Saturday is packed with waterfront activities, arts, history and community events, while Sunday morning offers a laid-back gathering for Southern Maryland automotive enthusiasts.

Living in St. Mary’s County means having access to a distinctive combination of waterfront communities, historic destinations, museums, parks, arts venues and community gatherings. This weekend’s calendar showcases many of those experiences.

Schedules, admission requirements and weather policies can change, so check directly with each organizer before heading out.

⭐ Featured St. Mary’s County Events This Weekend

⭐ Saving Abel LIVE @ The Rex

📅 Friday, September 11, 2026
📍 The Rex Theatre
22695 Washington Street, Leonardtown, MD
🕗 Doors open at 8:00 PM

Downtown Leonardtown turns up the volume Friday night when rock band Saving Abel takes the stage at The Rex.

Known for a high-energy hard-rock sound, the performance gives music fans a Friday-night option right in the heart of Leonardtown.

Anyone searching for live music in Leonardtown MD this weekend will want to put this one on the radar.

Check the event page for current ticket, age and entry information before attending.

👉 Event Link:
https://www.facebook.com/share/1EzTJiwKzw/

⭐ FamilyFest on the Potomac

📅 Saturday, September 12, 2026
📍 Piney Point Lighthouse Museum & Historic Park
44720 Lighthouse Road, Piney Point, MD
🕙 10:00 AM – 4:00 PM

Spend Saturday along the Potomac during FamilyFest at Piney Point Lighthouse Museum & Historic Park.

This free community event combines live music from Billy Breslin and the Swamp Weasels with food trucks, craft vendors, children’s activities and free museum admission.

The waterfront location adds another reason to make the trip to Piney Point.

For visitors searching for family-friendly events in St. Mary’s County this weekend, FamilyFest offers an activity-filled option that can take up a good portion of Saturday.

👉 Event Link:
https://www.smcart.org/events/family-fest-on-the-potomac

⭐ Indigenous Heritage Day

📅 Saturday, September 12, 2026
📍 Woodland Indian Hamlet, Historic St. Mary’s City
18751 Hogaboom Lane, St. Mary’s City, MD
🕙 10:00 AM – 4:00 PM

Explore Indigenous history through demonstrations, music, crafts, storytelling and hands-on learning at Historic St. Mary’s City.

Indigenous Heritage Day offers an opportunity to learn more about Native American lifeways and the people whose history is an essential part of the region’s story.

The event is a strong choice for visitors interested in educational experiences and historic events in St. Mary’s County.

👉 Event Link:
https://www.hsmcdigshistory.org/events/indigenous-heritage-day/

⭐ 3rd Regiment Enactment at Point Lookout

📅 Saturday, September 12 – Sunday, September 13, 2026
📍 Point Lookout State Park
11175 Point Lookout Road, Scotland, MD
🕘 9:00 AM – 4:00 PM

History comes to life at Point Lookout State Park during the 3rd Regiment Enactment.

Visitors can experience living-history camps, drills and military demonstrations presented by historical re-enactors.

Point Lookout’s own Civil War history gives the weekend demonstrations additional local context.

Because activities continue Saturday and Sunday, this is also one of the more flexible weekend events for visitors trying to fit several stops into their itinerary.

👉 Event Link:
https://www.visitstmarysmd.com/events/3rd-regiment-enactment-point-lookout-2026/

⭐ Coastal Arts Market at the Wharf

📅 Saturday, September 12, 2026
📍 Leonardtown Wharf Park
Leonardtown, MD
🕘 9:00 AM – 3:00 PM

Shop local art while enjoying one of Leonardtown’s waterfront destinations.

The Coastal Arts Market brings regional Southern Maryland artisans together at Leonardtown Wharf Park, with handmade goods, visual art and locally created pieces available throughout the day.

The waterfront setting makes this an easy event to combine with lunch or additional stops around downtown Leonardtown.

👉 Event Link:
https://www.visitstmarysmd.com/events/coastal-arts-market-sept-2026/

🎉 Don’t Miss This Week in St. Mary’s County

September 11–13 provides several different ways to experience St. Mary’s County.

Friday can start with local activities around Leonardtown before transitioning into live music at The Rex.

Saturday is the busiest day of the weekend. Art lovers can begin at Leonardtown Wharf, families can head to Piney Point for FamilyFest, history enthusiasts can choose between Historic St. Mary’s City and Point Lookout, and community-minded residents have additional opportunities elsewhere in the county.

Sunday offers another opportunity to visit Point Lookout, while car enthusiasts can start the morning at Cars & Coffee in California.

For more weekly activities throughout St. Mary’s, Calvert and Charles counties, bookmark Southside Happenings: Southern Maryland Community Events & Local Activities:

https://www.exploremdhomes.com/about/community-events/

It’s your local starting point for finding Southern Maryland events, festivals, live music, community gatherings and seasonal activities throughout the region.

📅 More St. Mary’s County Events This Week

🎟 SOMD Cars & Coffee

📅 Sunday, September 13, 2026
📍 Laurel Glenn Shopping Center
46315 Alton Lane, California, MD
🕗 8:00 AM – 11:00 AM

Start Sunday morning with Southern Maryland automotive enthusiasts at SOMD Cars & Coffee.

Expect a casual gathering featuring classic, modified, specialty and exotic vehicles, with plenty of opportunities to talk cars and see what local enthusiasts have brought out for the morning.

👉 Event Link:
https://www.visitstmarysmd.com/events/somd-cars-coffee-laurel-glenn-shopping-center/

🎟 The Market @ MedStar Health

📅 Friday, September 11, 2026
📍 Leonardtown, MD

Add a local market stop to your Friday plans in Leonardtown.

The Market @ MedStar Health appears on the St. Mary’s County weekend calendar and provides another daytime activity before Friday evening’s entertainment.

Check the current organizer listing for vendor lineup and exact event hours before heading out.

👉 St. Mary’s County Events:
https://www.visitstmarysmd.com/events/

🎟 Struggle Jennings at The Potomac Gardens

📅 Friday, September 11, 2026
📍 The Potomac Gardens, Coltons Point, MD

Friday night offers more than one live-music option in St. Mary’s County.

Struggle Jennings is scheduled to perform at The Potomac Gardens in Coltons Point, giving music fans another choice beyond downtown Leonardtown.

Check the venue or official event listing for current show time, ticket requirements and entry details.

👉 St. Mary’s County Events:
https://www.visitstmarysmd.com/events/

🎟 Law Enforcement Torch Run for Special Olympics

📅 Saturday, September 12, 2026
📍 Leonardtown High School
Leonardtown, MD
🕗 Run begins at 8:00 AM

Start Saturday with a community event supporting the Special Olympics.

Participants can walk, run or ruck during the Law Enforcement Torch Run. Registration is scheduled to begin before the event.

Check the organizer’s information for the route, registration procedures and participation details.

👉 Event Information:
https://www.firstsheriff.com/community/torch-run

🎟 One Million Oysters for Breton Bay

📅 Saturday, September 12, 2026
📍 Abell’s Wharf area, St. Mary’s County
🕙 10:00 AM

Spend part of Saturday supporting a local environmental effort connected to Breton Bay.

The volunteer activity centers on moving juvenile oysters to the Breton Bay Oyster Sanctuary, providing a hands-on opportunity to learn about and support a local waterway.

Check the organizer’s current information for volunteer requirements and what participants should bring.

👉 Community Calendar:
https://somd.com/calendar/

🎟 Shop Local Fundraiser Yard Sale

📅 Saturday, September 12, 2026
📍 Kennedy Krieger School – Southern Maryland Campus
California, MD

Shoppers looking for another local Saturday stop can check out the Shop Local Fundraiser Yard Sale in California.

It adds a community-focused shopping option to a weekend already filled with arts, history and waterfront activities.

Confirm current hours and event details before attending.

👉 St. Mary’s County Events:
https://www.visitstmarysmd.com/events/

👨‍👩‍👧 Family-Friendly Things to Do in St. Mary’s County This Weekend

Families have several especially strong options September 11–13.

FamilyFest on the Potomac is an easy place to start. The combination of music, food, museum access, vendors and children’s activities gives families several things to experience in one location.

For an educational outing, Indigenous Heritage Day offers history through demonstrations, crafts and storytelling rather than simply viewing exhibits.

Families interested in history can also consider the 3rd Regiment Enactment at Point Lookout, where living-history demonstrations add another dimension to learning about the region.

For a relaxed Sunday morning, SOMD Cars & Coffee offers a chance to see a wide range of interesting vehicles.

Always review organizer information for admission, accessibility, age recommendations, parking and weather-related changes.

🎸 Live Music, Arts & History Around St. Mary’s County

One of the strengths of this weekend’s calendar is its variety.

Music fans have Saving Abel at The Rex in Leonardtown and Struggle Jennings at The Potomac Gardens, while FamilyFest incorporates live music into its waterfront celebration.

Art takes center stage Saturday at the Coastal Arts Market at the Wharf, where visitors can browse work from regional creators.

History is particularly well represented.

At Historic St. Mary’s City, Indigenous Heritage Day explores Native American history and culture through interactive programming.

Farther south, Point Lookout State Park becomes the setting for two days of living-history demonstrations.

And in Piney Point, FamilyFest provides an opportunity to explore the lighthouse museum while enjoying the community celebration.

Together, these events make searches for events near me in St. Mary’s County MD much more interesting than simply finding a single festival or concert.

You can build an entire weekend around art, music, history, waterfront scenery and community activities.

📣 Want Your Event Featured?

Hosting a festival, concert, fundraiser, market, nonprofit activity, workshop, community gathering or other public event in St. Mary’s County?

Submit your event for consideration in an upcoming Southside Happenings roundup.

👉 Community Spotlight:
https://www.exploremdhomes.com/about/community-spotlight/

Include the event name, date, time, location, short description and a public event or registration link whenever possible.

📅 Stay Connected with Local Events

Southside Happenings helps you discover:

✔ Local festivals

✔ Family-friendly activities

✔ Live music & entertainment

✔ Community gatherings

✔ Seasonal events across Southern Maryland

Outdoor events, waterfront activities and event schedules may be affected by weather or organizer changes, so confirm details before leaving home.

🔎 Discover More Things to Do in Southern Maryland

Looking for activities beyond September 11–13?

Explore more guides covering Southern Maryland attractions, festivals, waterfront destinations, parks, entertainment, seasonal activities and community happenings.

👉 Discover More Things to Do in Southern Maryland:
https://www.exploremdhomes.com/blog/tag/things-to-do-in-southern-maryland/

👉 Southside Happenings Community Events Hub:
https://www.exploremdhomes.com/about/community-events/

Want your event, nonprofit, organization or local business considered for a future feature?

👉 Community Spotlight:
https://www.exploremdhomes.com/about/community-spotlight/

For practical seasonal ideas around the house, visit:

👉 Home Decoration & Maintenance Tips:
https://www.exploremdhomes.com/blog/category/home-decorationmaintenance-tips/

🏡 Southern Maryland Home Tip of the Week

Mid-September is a useful time to prepare outdoor spaces for the transition from summer into fall.

Clear leaves and debris from exterior drains and gutters, check outdoor lighting as sunset arrives earlier, and inspect exterior doors for worn weather stripping.

Take a few minutes to clean summer debris from decks, patios and outdoor furniture, too. Garden tools can be cleaned and organized now so they’re ready for fall yard work.

It’s also a good time to walk around the exterior and identify routine maintenance projects you may want to complete before cooler weather arrives.

From waterfront family activities and local art to rock concerts, Indigenous history, classic cars and living-history demonstrations, St. Mary’s County events this weekend provide plenty of ways to experience Southern Maryland September 11–13, 2026.

Follow Southside Happenings for weekly updates, explore more Southern Maryland guides, and submit your community event through Community Spotlight for consideration in a future roundup.