Festivals & Events

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

May 27 Sat

May 27 Sat

May 27 @ 8:00 AM
( May. 27 – Sep. 23 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals and Events | Food & Wine | History, Heritage & Folk Life

May 27 Sat

May 27 Sat

May 27 @ 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 and Events | Food & Wine

May 27 Sat

May 27 Sat

May 27 @ 9:00 AM
( Apr. 1 – Dec. 2 )

Open Barn at Greenwell State Park

25420 Rosedale Manor Lane, Hollywood, MD 20636

(301) 373-9775

Festivals and Events | Farm Fun | Sports & Recreation | Lectures & Programs | Just For Kids

May 27 Sat

May 27 Sat

May 27 @ 6:00 PM
( May. 27 – Aug. 26 )

Downtown Tunes

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(301) 475-9791

Festivals and Events | Leonardtown Events | Music, Theater, Arts

May 28 Sun

May 28 Sun

May 28 @ 6:30 PM
( May. 28 – Jun. 24 )

Sunset Cruises on the Chesapeake Bay

50126 Dove Cove Road, Dameron, MD 20628

38.13079 -76.34351

(301) 904-0935

Festivals and Events | Sports & Recreation

Jun 2 Fri

Jun 2 Fri

June 2 @ 9:00 AM
( June 2–4 )

PDRA North-South Shootout

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals and Events | Sports & Recreation

Jun 2 Fri

Jun 2 Fri

June 2 @ 4:00 PM
( May. 27 – Sep. 23 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals and Events | Food & Wine | History, Heritage & Folk Life

Jun 2 Fri

Jun 2 Fri

June 2 @ 5:00 PM
( Jun. 2 – Dec. 1 )

Leonardtown First Fridays

Leonardtown Square and Leonardtown Shopping Centers
Leonardtown, MD 20650

38.29089 -76.63592

(301) 475-9791

Festivals and Events | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs | Just For Kids | Music, Theater, Arts

Jun 3 Sat

Jun 3 Sat

June 3 @ 8:00 AM
( May. 27 – Sep. 23 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals and Events | Food & Wine | History, Heritage & Folk Life

Jun 3 Sat

Jun 3 Sat

June 3 @ 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 and Events | Food & Wine

Jun 3 Sat

Jun 3 Sat

June 3 @ 9:00 AM
( Apr. 1 – Dec. 2 )

Open Barn at Greenwell State Park

25420 Rosedale Manor Lane, Hollywood, MD 20636

(301) 373-9775

Festivals and Events | Farm Fun | Sports & Recreation | Lectures & Programs | Just For Kids

Jun 3 Sat

Jun 3 Sat

June 3 @ 9:00 AM
( Jun. 3 – Oct. 7 )

First Saturday Outdoor Bazaar at the Craft Guild Shop

Craft Guild Shop
26005 Point Lookout Road, Leonardtown, MD 20650

38.30355 -76.65642

(301) 997-1644

Festivals and Events | Leonardtown Events

Jun 3 Sat

Jun 3 Sat

June 3 @ 9:00 AM
( June 2–4 )

PDRA North-South Shootout

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals and Events | Sports & Recreation

Jun 3 Sat

Jun 3 Sat

June 3 @ 10:00 AM
( Jun. 3 – Nov. 4 )

Point Lookout State Park Lighthouse Open House

Point Lookout Lighthouse
11175 Point Lookout Road, Scotland, MD 20687

38.05012 -76.32213

(301) 872-5688

Festivals and Events | History, Heritage & Folk Life

Jun 3 Sat

Jun 3 Sat

June 3 @ 6:30 PM
( May. 28 – Jun. 24 )

Sunset Cruises on the Chesapeake Bay

50126 Dove Cove Road, Dameron, MD 20628

38.13079 -76.34351

(301) 904-0935

Festivals and Events | Sports & Recreation

Jun 4 Sun

Jun 4 Sun

June 4 @ 9:00 AM
( Jun. 4 – Nov. 5 )

Summerseat Farm Artisan Market

26655 Three Notch Road, Mechanicsville, MD 20659

(301) 862-1666

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

Jun 4 Sun

Jun 4 Sun

June 4 @ 9:00 AM
( June 2–4 )

PDRA North-South Shootout

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals and Events | Sports & Recreation

Jun 7 Wed

Jun 7 Wed

June 7 @ 10:00 AM
( May. 3 – Jun. 7 )

Little Explorers at Historic St. Mary’s City

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

(240) 895-4990

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

Jun 9 Fri

Jun 9 Fri

June 9 @ 4:00 PM
( May. 27 – Sep. 23 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals and Events | Food & Wine | History, Heritage & Folk Life

Jun 10 Sat

Jun 10 Sat

June 10 @ 8:00 AM
( May. 27 – Sep. 23 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals and Events | Food & Wine | History, Heritage & Folk Life