Visit St. Mary's County Maryland

Where the Potomac & the Chesapeake meet

Leonardtown Events

Apr 28 Sun

Apr 28 Sun

Visitor Favorite

April 28 @ 8:00 AM

Spring Fling Car Show

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(301) 994-9666

Festivals & Events | Fairs & Festivals | Leonardtown Events | Sports & Recreation

May 3 Fri

May 3 Fri

May 3 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

May 4 Sat

May 4 Sat

May 4 @ 9:00 AM

Great Strides 5K Walk for Cystic Fibrosis

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events

May 18 Sat

May 18 Sat

May 18 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

May 25 Sat

May 25 Sat

May 25 @ 8:00 AM

Life’s Good in LG 5k & Kids’ Fun Run

Leonard's Grant
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Just For Kids | Leonardtown Events

May 25 Sat

May 25 Sat

May 25 @ 1:00 PM

Battle by the Bay - Truck and Tractor Pull

42455 Fairgrounds Road, Leonardtown, MD 20650

Festivals & Events | Farm Fun | Leonardtown Events | Sports & Recreation

Jun 7 Fri

Jun 7 Fri

June 7 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

Jun 8 Sat

Jun 8 Sat

Visitor Favorite

June 8 @ 8:00 AM

Rotary Paddle for Heroes at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events

Jun 15 Sat

Jun 15 Sat

June 15 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

Jul 5 Fri

Jul 5 Fri

July 5 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

Jul 20 Sat

Jul 20 Sat

July 20 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

Jul 27 Sat

Jul 27 Sat

Visitor Favorite

July 27 @ 8:00 AM

2019 Summer Boat Regatta at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events

Jul 28 Sun

Jul 28 Sun

Visitor Favorite

July 27 @ 8:00 AM

2019 Summer Boat Regatta at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events

Aug 2 Fri

Aug 2 Fri

August 2 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

Aug 3 Sat

Aug 3 Sat

Visitor Favorite

August 3 @ 4:00 PM

Beach Party on the Square - 2019

Leonardtown Square & Leonardtown Wharf Park
22735 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | Leonardtown Events

Aug 17 Sat

Aug 17 Sat

August 17 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

Sep 6 Fri

Sep 6 Fri

September 6 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

Sep 14 Sat

Sep 14 Sat

Visitor Favorite

September 14 @ 1:00 PM

Taste of St. Mary’s 2019

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

(301) 737-3001

Festivals & Events | Food & Wine | Fairs & Festivals | Leonardtown Events

Sep 28 Sat

Sep 28 Sat

September 28 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

Oct 4 Fri

Oct 4 Fri

October 4 @ 5:00 PM
( Apr. 5 – Mar. 6 )

Leonardtown First Friday’s

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | Leonardtown Events

Oct 12 Sat

Oct 12 Sat

October 12 @ 9:00 AM
( Apr. 20 – Oct. 12 )

Coastal Arts Market at the Wharf

22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts

Visit St. Mary's MD
23115 Leonard Hall Dr.
P.O. Box 653
Leonardtown, MD 20650

main1-800-327-9023

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