Festivals & Events

St. Mary's County is known for tons of signature events! Browse upcoming events below.

Oct 21 Sat

Oct 21 Sat

October 21 @ 8:00 AM
( May. 6 – Oct. 28 )

Callaway Farmers Market

5 South Event Center
21030 Point Lookout Road, Callaway, MD 20620

38.23889 -76.52644

(240) 538-1984

Festivals & Events | Food & Wine

Oct 21 Sat

Oct 21 Sat

October 21 @ 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

Oct 21 Sat

Oct 21 Sat

October 21 @ 9:00 AM
( Jul. 8 – Dec. 2 )

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

Oct 21 Sat

Oct 21 Sat

October 21 @ 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

Oct 21 Sat

Oct 21 Sat

October 21 @ 10:00 AM
( Sep. 30 – Oct. 29 )

Bowles Farms Corn Maze & Pumpkin Farm

22880 Budds Creek Road, Clements, MD

(301) 475-2139

Festivals & Events | Farm Fun | Fairs & Festivals | History, Heritage & Folk Life

Oct 21 Sat

Oct 21 Sat

October 21 @ 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

Oct 21 Sat

Oct 21 Sat

Visitor Favorite

October 21 @ 10:00 AM
( October 21–22 )

51st Annual U.S. Oyster Festival in St. Mary’s County, MD

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

(301) 863-5015

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

Oct 21 Sat

Oct 21 Sat

October 21 @ 10:00 AM
( October 20–22 )

Ford Fever Classic

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals & Events | Sports & Recreation

Oct 21 Sat

Oct 21 Sat

October 21 @ 3:00 PM

Trick-or-Treat on the Square

Leonardtown Square
Leonardtown, MD 20650

38.29124 -76.63579

(301) 475-9791

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

Oct 21 Sat

Oct 21 Sat

October 21 @ 5:30 PM

Haunted Ship

Visitor Center, St. Mary’s City, MD 20686

(240) 895-4990

Festivals & Events | Just For Kids | History, Heritage & Folk Life | Lectures & Programs

Oct 21 Sat

Oct 21 Sat

October 21 @ 7:00 PM
( October 20–28 )

Ghosts of Sotterley

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Oct 22 Sun

Oct 22 Sun

October 22 @ 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

Oct 22 Sun

Oct 22 Sun

October 22 @ 10:00 AM
( Sep. 30 – Oct. 29 )

Bowles Farms Corn Maze & Pumpkin Farm

22880 Budds Creek Road, Clements, MD

(301) 475-2139

Festivals & Events | Farm Fun | Fairs & Festivals | History, Heritage & Folk Life

Oct 22 Sun

Oct 22 Sun

October 22 @ 10:00 AM
( October 20–22 )

Ford Fever Classic

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals & Events | Sports & Recreation

Oct 22 Sun

Oct 22 Sun

Visitor Favorite

October 22 @ 11:00 AM
( October 21–22 )

51st Annual U.S. Oyster Festival in St. Mary’s County, MD

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

(301) 863-5015

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

Oct 26 Thu

Oct 26 Thu

October 26 @ 7:00 PM
( October 20–28 )

Ghosts of Sotterley

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Oct 27 Fri

Oct 27 Fri

October 27 @ 7:00 PM
( October 20–28 )

Ghosts of Sotterley

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Oct 28 Sat

Oct 28 Sat

October 28 @ 8:00 AM
( May. 6 – Oct. 28 )

Callaway Farmers Market

5 South Event Center
21030 Point Lookout Road, Callaway, MD 20620

38.23889 -76.52644

(240) 538-1984

Festivals & Events | Food & Wine

Oct 28 Sat

Oct 28 Sat

October 28 @ 9:00 AM
( Jul. 8 – Dec. 2 )

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

Oct 28 Sat

Oct 28 Sat

October 28 @ 9:00 AM
( October 28–29 )

Invasion! The War of 1812 at Point Lookout

Point Lookout State Park
11175 Point Lookout Road, Scotland, MD 20687

38.05012 -76.32213

(301) 872-5688

Festivals & Events | History, Heritage & Folk Life