Festivals & Events
St. Mary's County is known for tons of signature events! Browse upcoming events below.
Coming August 19
Country Life Festival
Coming September 15
A Taste of St. Mary’s
Coming September 20
St. Mary’s County Fair
Aug 19 Sun
Aug 19 Sun
August 19
@ 8:00 AM
(
Jan. 20 – Dec. 9
)
Vintage Source Weekend
22080 Newtowne Neck Road, Compton, MD 20627
Festivals & Events | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts
Aug 19 Sun
Aug 19 Sun
August 19
@ 9:00 AM
(
August 18–19
)
Super Chevy Show & Drag Racing
27861 Budds Creek Road, Mechanicsville, MD 20659
(301) 884-9833
Aug 19 Sun
Aug 19 Sun
Visitor Favorite
August 19
@ 11:00 AM
(
August 19–19
)
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 19 Sun
Aug 19 Sun
August 19 @ 12:00 PM
St. George Church Annual Crab Cake Dinner
St. George Catholic Church
19197 St. George Church Road, Valley Lee, MD 20692
(301) 994-0607
Aug 25 Sat
Aug 25 Sat
August 25
@ 8:00 AM
(
Jun. 16 – Sep. 22
)
The Sotterley Farmers Market
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | Food & Wine | History, Heritage & Folk Life
Aug 25 Sat
Aug 25 Sat
August 25
@ 6:00 PM
(
May. 26 – Aug. 25
)
Downtown Tunes
Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 1 Sat
Sep 1 Sat
September 1
@ 8:00 AM
(
Jun. 16 – Sep. 22
)
The Sotterley Farmers Market
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | Food & Wine | History, Heritage & Folk Life
Sep 1 Sat
Sep 1 Sat
September 1
@ 9:00 AM
(
Jan. 6 – Dec. 1
)
Open Barn at Greenwell State Park
25420 Rosedale Manor Lane, Hollywood, MD 20636
(301) 373-9775
Festivals & Events | Farm Fun | Just For Kids | Sports & Recreation | Lectures & Programs
Sep 7 Fri
Sep 7 Fri
September 7
@ 5:00 PM
(
Jan. 5 – Dec. 7
)
Leonardtown First Fridays
Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs | Music, Theater, Arts
Sep 8 Sat
Sep 8 Sat
September 8
@ 8:00 AM
(
Jun. 16 – Sep. 22
)
The Sotterley Farmers Market
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | Food & Wine | History, Heritage & Folk Life
Sep 8 Sat
Sep 8 Sat
September 8 @ 10:00 AM
Indian Discovery Day
Visitor Center, St. Mary’s City, MD 20686
(240) 895-4990
Sep 8 Sat
Sep 8 Sat
September 8 @ 11:00 AM
And All That Stuff Tour at Historic Sotterley
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Sep 9 Sun
Sep 9 Sun
September 9 @ 11:00 PM
Holy Angels Church Annual Fall Seafood Dinner
Holy Angels Church
21340 Colton Point Road, Avenue, MD 20609
(301) 769-3332
Sep 12 Wed
Sep 12 Wed
September 12
@ 10:00 AM
(
Sep. 12 – Aug. 19
)
Homeschool Days at Sotterley Plantation
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | Just For Kids | History, Heritage & Folk Life | Lectures & Programs
Sep 15 Sat
Sep 15 Sat
September 15
@ 8:00 AM
(
Jun. 16 – Sep. 22
)
The Sotterley Farmers Market
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | Food & Wine | History, Heritage & Folk Life
Sep 15 Sat
Sep 15 Sat
September 15
@ 8:00 AM
(
Jan. 20 – Dec. 9
)
Vintage Source Weekend
22080 Newtowne Neck Road, Compton, MD 20627
Festivals & Events | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts
Sep 15 Sat
Sep 15 Sat
September 15
@ 10:00 AM
(
Jan. 20 – Dec. 15
)
Third Saturday at the Craft Guild Shop
Craft Guild Shop
26005 Point Lookout Road, Leonardtown, MD 20650
(301) 997-1644
Festivals & Events | Leonardtown Events | Music, Theater, Arts
Sep 15 Sat
Sep 15 Sat
Visitor Favorite
September 15 @ 1:00 PM
A Taste of St. Mary’s
Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650
(301) 737-3001
Festivals & Events | Food & Wine | Fairs & Festivals | Leonardtown Events
Sep 16 Sun
Sep 16 Sun
September 16
@ 8:00 AM
(
Jan. 20 – Dec. 9
)
Vintage Source Weekend
22080 Newtowne Neck Road, Compton, MD 20627
Festivals & Events | History, Heritage & Folk Life | Leonardtown Events | Music, Theater, Arts
Sep 20 Thu
Sep 20 Thu
Visitor Favorite
September 20
@ 3:00 PM
(
September 20–23
)
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