Festivals & Events
St. Mary's County is known for tons of signature events! Browse upcoming events below.
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Apr 21 Sat
Apr 21 Sat
April 21
@ 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
Apr 21 Sat
Apr 21 Sat
April 21
@ 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
Apr 22 Sun
Apr 22 Sun
April 22
@ 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
Apr 22 Sun
Apr 22 Sun
Visitor Favorite
April 22 @ 12:30 PM
Earth Day on the Square
Leonardtown Square and Leonardtown Wharf Park
22735 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Just For Kids | Fairs & Festivals | Leonardtown Events
Apr 28 Sat
Apr 28 Sat
April 28
@ 9:00 AM
(
April 28–29
)
Garden Guild Plant Sale & Swap
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Apr 29 Sun
Apr 29 Sun
April 29 @ 8:00 AM
St. Mary’s 10 Miler
Visitor Center, St. Mary’s City, MD 20686
Apr 29 Sun
Apr 29 Sun
Visitor Favorite
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April 29 @ 8:00 AM
Spring Fling Car Show
Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650
(301) 994-9666
Festivals & Events | Fairs & Festivals | Leonardtown Events | Sports & Recreation
Apr 29 Sun
Apr 29 Sun
April 29
@ 12:00 PM
(
April 28–29
)
Garden Guild Plant Sale & Swap
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
May 4 Fri
May 4 Fri
May 4
@ 8:00 AM
(
May 4–5
)
PDRA North-South Shootout
27861 Budds Creek Road, Mechanicsville, MD 20659
(301) 884-9833
May 4 Fri
May 4 Fri
May 4
@ 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
May 5 Sat
May 5 Sat
May 5
@ 8:00 AM
(
May 4–5
)
PDRA North-South Shootout
27861 Budds Creek Road, Mechanicsville, MD 20659
(301) 884-9833
May 5 Sat
May 5 Sat
May 5
@ 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
May 5 Sat
May 5 Sat
May 5 @ 10:00 AM
May Day at Historic St. Mary’s City
Visitor Center, St. Mary’s City, MD 20686
(240) 895-4990
Festivals & Events | Just For Kids | History, Heritage & Folk Life | Lectures & Programs
May 5 Sat
May 5 Sat
May 5
@ 10:00 AM
(
May 5–6
)
The Soldiers of Point Lookout
Point Lookout State Park
11175 Point Lookout Road, Scotland, MD 20687
(301) 872-5688
May 5 Sat
May 5 Sat
May 5
@ 10:00 AM
(
May 5–6
)
The Apple Basket Annual Barn Sale
Flat Iron Farm Boarding
45840 Highway to Heaven Lane, Great Mills, MD 20634
(301) 884-8118
May 6 Sun
May 6 Sun
May 6
@ 10:00 AM
(
May 5–6
)
The Soldiers of Point Lookout
Point Lookout State Park
11175 Point Lookout Road, Scotland, MD 20687
(301) 872-5688
May 6 Sun
May 6 Sun
May 6
@ 10:00 AM
(
May 5–6
)
The Apple Basket Annual Barn Sale
Flat Iron Farm Boarding
45840 Highway to Heaven Lane, Great Mills, MD 20634
(301) 884-8118
May 6 Sun
May 6 Sun
May 6 @ 12:00 PM
Immaculate Conception Church Parish Dinner & Festival
28297 Old Village Road, Mechanicsville, MD 20659
(301) 884-3123
May 12 Sat
May 12 Sat
May 12 @ 8:30 AM
Annual Youth Fishing Rodeo
St. Mary's River State Park
21250 Camp Cosoma Road, Callaway, MD 20620
(301) 872-5688
Festivals & Events | Just For Kids | Sports & Recreation | Lectures & Programs
May 12 Sat
May 12 Sat
May 12 @ 12:00 PM
Hollywood Bluegrass Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(240) 298-5019
Festivals & Events | Fairs & Festivals | Leonardtown Events | Music, Theater, Arts