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Events and Things to do in St. Leonard, MD

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Love Jones Eventz Presents: First Sundays Gospel Karaoke Brunch Experience!
Sun, Jun 7, 3:00 PM
Waldorf · Graces Event Center
Love Jones Eventz Presents: First Sundays Gospel Karaoke Brunch Experience!
Sun, Jun 7, 3:00 PM
Waldorf · Graces Event Center
21ST ANNUAL DMV & BEYOND CAR, MOTORCYCLE, & TRUCK CRUISE-IN!
Sat, Jun 6, 2:00 PM
Lothian · Geno's Ball Park
21ST ANNUAL DMV & BEYOND CAR, MOTORCYCLE, & TRUCK CRUISE-IN!
Sat, Jun 6, 2:00 PM
Lothian · Geno's Ball Park
Hand Dance & Contest June 13th @ Graces Event Center
Sat, Jun 13, 7:00 PM
Waldorf · 4045 Renner Rd
Hand Dance & Contest June 13th @ Graces Event Center
Sat, Jun 13, 7:00 PM
Waldorf · 4045 Renner Rd
Fashion Week Eastern Shore
Sun, Jun 7, 3:30 PM
Cambridge · 108 Chesapeake St
Fashion Week Eastern Shore
Sun, Jun 7, 3:30 PM
Cambridge · 108 Chesapeake St
Copy of Dinner & a Cruise: Between North & South
Sun, Aug 23, 4:00 PM
Coltons Point · St. Clement's Island Museum
Copy of Dinner & a Cruise: Between North & South
Sun, Aug 23, 4:00 PM
Coltons Point · St. Clement's Island Museum
30th Annual Golf Tournament
Fri, Sep 25, 7:30 AM
Mechanicsville · Wicomico Shores Golf Course
30th Annual Golf Tournament
Fri, Sep 25, 7:30 AM
Mechanicsville · Wicomico Shores Golf Course
Girls’ Night: Plant Crown DIY Experience
Fri, Aug 7, 7:00 PM
Dunkirk · Fresco Studios, LLC
Girls’ Night: Plant Crown DIY Experience
Fri, Aug 7, 7:00 PM
Dunkirk · Fresco Studios, LLC
Blackwater Public Paddle/Taylor's Is. - 2026 - Sultana Education Foundation
Sat, Jun 6, 10:00 AM
Cambridge · Blackwater NWR
Blackwater Public Paddle/Taylor's Is. - 2026 - Sultana Education Foundation
Sat, Jun 6, 10:00 AM
Cambridge · Blackwater NWR
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Dinner & a Cruise: Blackistone Lighthouse
Sun, Aug 9, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise: Blackistone Lighthouse
Sun, Aug 9, 4:00 PM
Coltons Point · St. Clement's Island Museum
Sales end soon
Waldorf, MD! GET Ready for May comedy connection @ Graces Event Center
Saturday at 8:00 PM
Waldorf · 4045 Renner Rd
Sales end soon
Waldorf, MD! GET Ready for May comedy connection @ Graces Event Center
Saturday at 8:00 PM
Waldorf · 4045 Renner Rd
Sales end soon
Annual MD Mother Of the Year Event
Sunday at 1:00 PM
Waldorf · 2932 Mattawoman Beantown Rd
Sales end soon
Annual MD Mother Of the Year Event
Sunday at 1:00 PM
Waldorf · 2932 Mattawoman Beantown Rd
Diamonds In The Sky II: Fedoras & Wedges
Sat, Sep 12, 4:00 PM
Brandywine · Hennessy Creek
Diamonds In The Sky II: Fedoras & Wedges
Sat, Sep 12, 4:00 PM
Brandywine · Hennessy Creek
Dinner & a Cruise (Picnic Style): World War II
Sat, Sep 5, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise (Picnic Style): World War II
Sat, Sep 5, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise (Picnic Style): A Haunted River Cruise (Thursday)
Thu, Oct 29, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise (Picnic Style): A Haunted River Cruise (Thursday)
Thu, Oct 29, 4:00 PM
Coltons Point · St. Clement's Island Museum
The Jordan McNair Foundation and Dorchester Vikings Youth Football Clinic
Sat, Jun 27, 9:00 AM
Cambridge · Cambridge-South Dorchester High School
The Jordan McNair Foundation and Dorchester Vikings Youth Football Clinic
Sat, Jun 27, 9:00 AM
Cambridge · Cambridge-South Dorchester High School
Coles Point Beach PArty
Sat, Jun 20, 1:00 PM
Hague · Coles Point Marina and RV Resort
Coles Point Beach PArty
Sat, Jun 20, 1:00 PM
Hague · Coles Point Marina and RV Resort
Dinner & a Cruise: An Ecological Look at the Potomac
Sun, Sep 27, 4:00 PM
Coltons Point · St. Clement's Island Museum
Dinner & a Cruise: An Ecological Look at the Potomac
Sun, Sep 27, 4:00 PM
Coltons Point · St. Clement's Island Museum
Sales end soon
Into the Mind Jungle Yoga Retreat
Sunday at 10:30 AM
Cobb Island · 18932 Wicomico River Dr
Sales end soon
Into the Mind Jungle Yoga Retreat
Sunday at 10:30 AM
Cobb Island · 18932 Wicomico River Dr
Mommy & Me 2027: Under the Sea Adventure
Sat, May 1, 10:00 AM + 1 more
Dunkirk · Fresco Studios, LLC
Mommy & Me 2027: Under the Sea Adventure
Sat, May 1, 10:00 AM + 1 more
Dunkirk · Fresco Studios, LLC

Trends in St. Leonard

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Frequently asked questions about St. Leonard

What are the best events to attend?

According to Eventbrite, the best events are:

Love Jones Eventz Presents: First Sundays Gospel Karaoke Brunch Experience!

21ST ANNUAL DMV & BEYOND CAR, MOTORCYCLE, & TRUCK CRUISE-IN!

Hand Dance & Contest June 13th @ Graces Event Center

Fashion Week Eastern Shore

Which events are currently trending in St. Leonard?

The trending searches this month in St. Leonard are:

southern maryland today

rod n reel the dock bar

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Waldorf, MD! GET Ready for May comedy connection @ Graces Event Center

Into the Mind Jungle Yoga Retreat

Annual MD Mother Of the Year Event

Blackwater Public Paddle/Taylor's Is. - 2026 - Sultana Education Foundation