Festivals & Events
St. Mary's County is known for tons of signature events! Browse upcoming events below.
Coming September 14
Taste of St. Mary’s 2019
Coming September 19
St. Mary’s County Fair
Coming October 5
Blessing of the Fleet
Aug 21 Wed
Aug 21 Wed
August 21
@ 10:00 AM
(
Jul. 24 – Aug. 21
)
Story and Craft Time at the Plantation
Historic St. Mary's City
18751 Hogaboom Ln, St. Mary’s City, MD 20686
(240) 895-4980
Festivals & Events | Just For Kids | History, Heritage & Folk Life
Aug 24 Sat
Aug 24 Sat
August 24 @ 4:00 PM
Sotterley Barn Bash and Craft Beer
Historic Sotterley
44300 Sotterley Lane, Hollywood, MD 20636
Aug 28 Wed
Aug 28 Wed
August 28
@ 7:00 PM
(
May. 22 – Nov. 13
)
Sotterley Speaker Series 2019
44300 Sotterley Lane, Hollywood, MD 20636
(800) 681-0850
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Aug 31 Sat
Aug 31 Sat
August 31
@ 5:00 PM
(
May. 18 – Sep. 7
)
Leonardtown Summer Music Festival
Leonardtown Square
22670 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 6 Fri
Sep 6 Fri
September 6
@ 5:00 PM
(
May. 18 – Sep. 7
)
Leonardtown Summer Music Festival
Leonardtown Square
22670 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 6 Fri
Sep 6 Fri
September 6
@ 5:00 PM
(
Jun. 7 – Mar. 6
)
Leonardtown First Friday’s
Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650
(301) 475-9791
Sep 6 Fri
Sep 6 Fri
September 6
@ 8:00 PM
(
Jul. 5 – Apr. 3
)
Audience Participation Drum Circle
St. Mary's Art Council
22660 Washington St, Leonardtown, MD 20650
(240) 309-4061
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 7 Sat
Sep 7 Sat
September 7
@ 11:00 AM
(
Aug. 3 – Oct. 5
)
Drayden African American Schoolhouse Open House
Drayden African American Schoolhouse
18287 Cherryfield Road, Drayden, MD 20630
(301) 994-1471
Sep 7 Sat
Sep 7 Sat
September 7
@ 2:00 PM
(
May. 18 – Sep. 7
)
Leonardtown Summer Music Festival
Leonardtown Square
22670 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 14 Sat
Sep 14 Sat
September 14 @ 10:00 AM
Indian Discovery Day @ Historic St. Mary’s City
Visitor Center, St. Mary’s City, MD 20686
(240) 895-4990
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 15 Sun
Sep 15 Sun
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September 15 @ 2:00 PM
SeptemberFest
VFW Post 2632 Pavilion
23282 Three Notch Road, California, MD 20619
(240) 298-7704
Sep 18 Wed
Sep 18 Wed
September 18
@ 7:00 PM
(
May. 22 – Nov. 13
)
Sotterley Speaker Series 2019
44300 Sotterley Lane, Hollywood, MD 20636
(800) 681-0850
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Sep 19 Thu
Sep 19 Thu
Visitor Favorite
September 19
@ 4:00 PM
(
September 19–22
)
St. Mary’s County Fair
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 475-2256
Festivals & Events | Farm Fun | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs
Sep 20 Fri
Sep 20 Fri
Visitor Favorite
September 20
@ 9:00 AM
(
September 19–22
)
St. Mary’s County Fair
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 475-2256
Festivals & Events | Farm Fun | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs
Sep 21 Sat
Sep 21 Sat
September 21
@ 8:00 AM
(
September 21–22
)
Maryland Lighthouse Challenge
Piney Point Lighthouse Museum, Point Lookout Lighthouse, St. Clement's Island
See website for Addresses, Piney Point, MD
(410) 397-3743
Sep 21 Sat
Sep 21 Sat
Visitor Favorite
September 21
@ 9:00 AM
(
September 19–22
)
St. Mary’s County Fair
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 475-2256
Festivals & Events | Farm Fun | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs
Sep 21 Sat
Sep 21 Sat
September 21 @ 10:00 AM
Militia Muster @ Historic St. Mary’s City
Visitor Center, St. Mary’s City, MD 20686
(240) 895-4990
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Sep 22 Sun
Sep 22 Sun
September 22
@ 8:00 AM
(
September 21–22
)
Maryland Lighthouse Challenge
Piney Point Lighthouse Museum, Point Lookout Lighthouse, St. Clement's Island
See website for Addresses, Piney Point, MD
(410) 397-3743
Sep 22 Sun
Sep 22 Sun
Visitor Favorite
September 22
@ 9:00 AM
(
September 19–22
)
St. Mary’s County Fair
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 475-2256
Festivals & Events | Farm Fun | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs