Visit St. Mary's County Maryland

Where the Potomac & the Chesapeake meet

Festivals & Events

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

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

Festivals & Events | History, Heritage & Folk Life

Apr 29 Sun

Apr 29 Sun

April 29 @ 8:00 AM

St. Mary’s 10 Miler

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

Festivals & Events | Sports & Recreation

Apr 29 Sun

Apr 29 Sun

Visitor Favorite

April 29 @ 8:00 AM

Spring Fling Car Show

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(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

Festivals & Events | History, Heritage & Folk Life

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

Festivals & Events | Sports & Recreation

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

38.29089 -76.63592

(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

Festivals & Events | Sports & Recreation

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

38.06347 -76.33596

(301) 872-5688

Festivals & Events | History, Heritage & Folk Life

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

Festivals & Events

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

38.06347 -76.33596

(301) 872-5688

Festivals & Events | History, Heritage & Folk Life

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

Festivals & Events

May 6 Sun

May 6 Sun

May 6 @ 12:00 PM

Immaculate Conception Church Parish Dinner & Festival

28297 Old Village Road, Mechanicsville, MD 20659

38.44340 -76.74835

(301) 884-3123

Festivals & Events | Food & Wine | Church Dinners

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

38.24998 -76.53982

(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

May 19 Sat

May 19 Sat

May 19 @ 8:00 AM
( Jan. 20 – Dec. 9 )

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

May 19 Sat

May 19 Sat

May 19 @ 10:00 AM
( Jan. 20 – Dec. 15 )

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

May 19 Sat

May 19 Sat

May 19 @ 9:00 PM
( May. 19 – Aug. 18 )

Star Party at Sotterley

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals & Events | History, Heritage & Folk Life

May 20 Sun

May 20 Sun

May 20 @ 8:00 AM
( Jan. 20 – Dec. 9 )

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

St. Mary's County Division of Tourism
23115 Leonard Hall Dr.
P.O. Box 653
Leonardtown, MD 20650

main1-800-327-9023

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