Festivals & Events
St. Mary's County is known for tons of signature events! Browse upcoming events below.
Coming April 19
Earth Day in Leonardtown
Coming April 25
The Black Diamond Disaster Weekend - An American Civil War Event
Coming April 26
Dinner & a Cruise Series at St. Clement’s Island Museum
Mar 28 Sat
Mar 28 Sat
March 28
@ 12:00 PM
(
March 7–28
)
Xella Wine Tasting at SOF Market
Shepherd's Old Field Market
22725 Duke St, Leonardtown, MD 20650
Mar 28 Sat
Mar 28 Sat
March 28
@ 2:00 PM
(
March 6–28
)
Music at Port of Leonardtown Winery
Port of Leonardtown Winery
23190 Newtowne Neck Road, Leonardtown, MD 20650
(301) 690-2192
Festivals & Events | Food & Wine | Leonardtown Events | Music, Theater, Arts
Mar 28 Sat
Mar 28 Sat
March 28
@ 8:00 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Mar 29 Sun
Mar 29 Sun
March 29
@ 3:30 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Apr 2 Thu
Apr 2 Thu
April 2
@ 8:00 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Apr 3 Fri
Apr 3 Fri
April 3
@ 7:00 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
Apr 3 Fri
Apr 3 Fri
April 3
@ 8:00 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Apr 4 Sat
Apr 4 Sat
April 4
@ 8:00 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Apr 5 Sun
Apr 5 Sun
April 5
@ 3:30 PM
(
Mar. 21 – Apr. 5
)
Newtowne Players Presents: Almost, Maine
21744 South Coral Drive, Lexington Park, MD 20653
Apr 8 Wed
Apr 8 Wed
April 8
@ 12:00 PM
(
Apr. 8 – Aug. 6
)
St. Clement’s Island Museum Art Kids (SCIMAK)
St. Clement's Island Museum
38370 Point Breeze Road, Coltons Point, MD 20626
(301) 769-2222
Festivals & Events | Just For Kids | History, Heritage & Folk Life | Music, Theater, Arts
Apr 18 Sat
Apr 18 Sat
April 18
@ 9:00 AM
(
Apr. 20 – Oct. 24
)
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
Apr 19 Sun
Apr 19 Sun
Visitor Favorite
April 19 @ 12:30 PM
Earth Day in Leonardtown
22670 Washington Street, Leonardtown, MD 20650
(301) 475-9791
Festivals & Events | Fairs & Festivals | History, Heritage & Folk Life | Holiday | Leonardtown Events
Apr 22 Wed
Apr 22 Wed
April 22
@ 7:00 PM
(
Apr. 22 – Nov. 4
)
Sotterley Speaker Series 2020
44300 Sotterley Lane, Hollywood, MD 20636
(301) 373-2280
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Apr 25 Sat
Apr 25 Sat
Visitor Favorite
April 25
@ 10:00 AM
(
April 25–26
)
The Black Diamond Disaster Weekend - An American Civil War Event
St. Clement's Island Museum
38370 Point Breeze Road, Coltons Point, MD 20626
(301) 769-2222
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Apr 25 Sat
Apr 25 Sat
April 25 @ 12:00 PM
Overflow Wine and Music Festival
Visitor Center, St. Mary’s City, MD 20686
Festivals & Events | Food & Wine | Fairs & Festivals | Music, Theater, Arts
Apr 26 Sun
Apr 26 Sun
Visitor Favorite
April 26
@ 10:00 AM
(
April 25–26
)
The Black Diamond Disaster Weekend - An American Civil War Event
St. Clement's Island Museum
38370 Point Breeze Road, Coltons Point, MD 20626
(301) 769-2222
Festivals & Events | History, Heritage & Folk Life | Lectures & Programs
Apr 26 Sun
Apr 26 Sun
Visitor Favorite
April 26
@ 2:00 PM
(
Apr. 26 – Oct. 11
)
Dinner & a Cruise Series at St. Clement’s Island Museum
St. Clement's Island Museum
38370 Point Breeze Road, Coltons Point, MD 20626
(301) 769-2222
Festivals & Events | Food & Wine | History, Heritage & Folk Life
Apr 30 Thu
Apr 30 Thu
April 30
@ 5:00 PM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 1 Fri
May 1 Fri
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 2 Sat
May 2 Sat
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 2 Sat
May 2 Sat
May 2
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 3 Sun
May 3 Sun
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 4 Mon
May 4 Mon
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 5 Tue
May 5 Tue
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 6 Wed
May 6 Wed
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 7 Thu
May 7 Thu
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 8 Fri
May 8 Fri
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 9 Sat
May 9 Sat
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 10 Sun
May 10 Sun
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 11 Mon
May 11 Mon
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 12 Tue
May 12 Tue
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 13 Wed
May 13 Wed
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 14 Thu
May 14 Thu
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 15 Fri
May 15 Fri
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 16 Sat
May 16 Sat
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 17 Sun
May 17 Sun
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 18 Mon
May 18 Mon
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 19 Tue
May 19 Tue
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 20 Wed
May 20 Wed
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 21 Thu
May 21 Thu
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 22 Fri
May 22 Fri
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 23 Sat
May 23 Sat
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 24 Sun
May 24 Sun
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 25 Mon
May 25 Mon
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 26 Tue
May 26 Tue
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 27 Wed
May 27 Wed
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 28 Thu
May 28 Thu
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs
May 29 Fri
May 29 Fri
May 1
@ 10:00 AM
(
Apr. 30 – May. 29
)
Southern Maryland Spring Festival
St. Mary’s County Fairgrounds
42455 Fairgrounds Road, Leonardtown, MD 20650
(301) 994-0525
Festivals & Events | Just For Kids | Food & Wine | Fairs & Festivals | Leonardtown Events | Lectures & Programs