Leonardtown Events

Jul 29 Sat

Jul 29 Sat

July 29
( July 29–30 )

SMBC Summer Regatta

22550 Washington Street, Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | History, Heritage & Folk Life | Leonardtown Events

Jul 30 Sun

Jul 30 Sun

July 30
( July 29–30 )

SMBC Summer Regatta

22550 Washington Street, Leonardtown, MD 20650

(301) 475-9791

Festivals & Events | History, Heritage & Folk Life | Leonardtown Events

Aug 4 Fri

Aug 4 Fri

August 4 @ 5:00 PM
( Aug. 4 – Dec. 1 )

Leonardtown First Fridays

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

38.29089 -76.63592

(301) 475-9791

Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs | Music, Theater, Arts

Aug 5 Sat

Aug 5 Sat

August 5 @ 9:00 AM
( Aug. 5 – Oct. 7 )

First Saturday Outdoor Bazaar at the Craft Guild Shop

Craft Guild Shop
26005 Point Lookout Road, Leonardtown, MD 20650

38.30355 -76.65642

(301) 997-1644

Festivals & Events | Leonardtown Events

Aug 5 Sat

Aug 5 Sat

August 5 @ 4:00 PM

Beach Party on the Square

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

38.29153 -76.63578

(301) 475-9791

Festivals & Events | Just For Kids | Fairs & Festivals | Leonardtown Events | Lectures & Programs

Aug 6 Sun

Aug 6 Sun

August 6 @ 1:00 PM
( Aug. 6 – Jul. 26 )

College of Southern Maryland hosts Concerts on the Lawn

CSM Leonardtown Campus
22950 Hollywood Road, Leonardtown, MD 20650

38.29704 -76.63148

(301) 934-7649

Festivals & Events | Leonardtown Events | Music, Theater, Arts

Aug 11 Fri

Aug 11 Fri

Visitor Favorite

August 11 @ 1:00 PM
( August 11–12 )

Lil’ Margaret’s Bluegrass & Old Time Music Festival

Goddard Farm
21810 Clay Hill Road, Leonardtown, MD 20650

38.27103 -76.60462

(301) 737-3004

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

Aug 12 Sat

Aug 12 Sat

Visitor Favorite

August 12 @ 12:00 PM
( August 11–12 )

Lil’ Margaret’s Bluegrass & Old Time Music Festival

Goddard Farm
21810 Clay Hill Road, Leonardtown, MD 20650

38.27103 -76.60462

(301) 737-3004

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

Aug 19 Sat

Aug 19 Sat

August 19 @ 7:30 AM
( Aug. 19 – Jul. 26 )

Sunrise Yoga on the Wharf

Leonardtown Wharf
22550 Washington Street, Leonardtown, MD 20650

(301) 862-1236

Festivals & Events | Leonardtown Events | Sports & Recreation

Aug 19 Sat

Aug 19 Sat

August 19 @ 8:00 AM
( Aug. 19 – Dec. 10 )

Vintage Source Weekend

22080 Newtowne Neck Road, Compton, MD 20627

38.27435 -76.69421

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

Aug 19 Sat

Aug 19 Sat

August 19 @ 9:00 AM
( Aug. 19 – Oct. 21 )

Coastal Arts Market

Leonardtown Wharf
22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events | Music, Theater, Arts

Aug 19 Sat

Aug 19 Sat

August 19 @ 10:00 AM
( May. 20 – Dec. 16 )

Third Saturday at the Craft Guild Shop

Craft Guild Shop
26005 Point Lookout Road, Leonardtown, MD 20650

38.30355 -76.65642

(301) 997-1644

Festivals & Events | Leonardtown Events | Music, Theater, Arts

Aug 19 Sat

Aug 19 Sat

Visitor Favorite

August 19 @ 11:00 AM
( August 19–20 )

Country Life Festival

St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650

(301) 848-7462

Festivals & Events | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events

Aug 20 Sun

Aug 20 Sun

August 20 @ 8:00 AM
( Aug. 19 – Dec. 10 )

Vintage Source Weekend

22080 Newtowne Neck Road, Compton, MD 20627

38.27435 -76.69421

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

Aug 20 Sun

Aug 20 Sun

Visitor Favorite

August 20 @ 11:00 AM
( August 19–20 )

Country Life Festival

St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650

(301) 848-7462

Festivals & Events | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events

Aug 26 Sat

Aug 26 Sat

August 26 @ 6:00 PM
( Jul. 22 – Aug. 26 )

Downtown Tunes

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(301) 475-9791

Festivals & Events | Leonardtown Events | Music, Theater, Arts

Sep 1 Fri

Sep 1 Fri

September 1 @ 5:00 PM
( Aug. 4 – Dec. 1 )

Leonardtown First Fridays

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

38.29089 -76.63592

(301) 475-9791

Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs | Music, Theater, Arts

Sep 2 Sat

Sep 2 Sat

September 2 @ 9:00 AM
( Aug. 5 – Oct. 7 )

First Saturday Outdoor Bazaar at the Craft Guild Shop

Craft Guild Shop
26005 Point Lookout Road, Leonardtown, MD 20650

38.30355 -76.65642

(301) 997-1644

Festivals & Events | Leonardtown Events

Sep 16 Sat

Sep 16 Sat

September 16 @ 8:00 AM
( Aug. 19 – Dec. 10 )

Vintage Source Weekend

22080 Newtowne Neck Road, Compton, MD 20627

38.27435 -76.69421

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

Sep 16 Sat

Sep 16 Sat

September 16 @ 9:00 AM
( Aug. 19 – Oct. 21 )

Coastal Arts Market

Leonardtown Wharf
22550 Washington Street, Leonardtown, MD 20650

Festivals & Events | Leonardtown Events | Music, Theater, Arts