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.

Aug 19 Sun

Aug 19 Sun

August 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

Aug 19 Sun

Aug 19 Sun

August 19 @ 9:00 AM
( August 18–19 )

Super Chevy Show & Drag Racing

27861 Budds Creek Road, Mechanicsville, MD 20659

(301) 884-9833

Festivals & Events | Sports & Recreation

Aug 19 Sun

Aug 19 Sun

Visitor Favorite

August 19 @ 11:00 AM
( August 19–19 )

Country Life Festival

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

(301) 848-7462

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

Aug 19 Sun

Aug 19 Sun

August 19 @ 12:00 PM

St. George Church Annual Crab Cake Dinner

St. George Catholic Church
19197 St. George Church Road, Valley Lee, MD 20692

38.19501 -76.50330

(301) 994-0607

Festivals & Events | Food & Wine | Church Dinners

Aug 25 Sat

Aug 25 Sat

August 25 @ 8:00 AM
( Jun. 16 – Sep. 22 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Aug 25 Sat

Aug 25 Sat

August 25 @ 6:00 PM
( May. 26 – Aug. 25 )

Downtown Tunes

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(301) 475-9791

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

Sep 1 Sat

Sep 1 Sat

September 1 @ 8:00 AM
( Jun. 16 – Sep. 22 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Sep 1 Sat

Sep 1 Sat

September 1 @ 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

Sep 7 Fri

Sep 7 Fri

September 7 @ 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

Sep 8 Sat

Sep 8 Sat

September 8 @ 8:00 AM
( Jun. 16 – Sep. 22 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Sep 8 Sat

Sep 8 Sat

September 8 @ 10:00 AM

Indian Discovery Day

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

(240) 895-4990

Festivals & Events | History, Heritage & Folk Life

Sep 8 Sat

Sep 8 Sat

September 8 @ 11:00 AM

And All That Stuff Tour at Historic Sotterley

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

Festivals & Events | History, Heritage & Folk Life | Lectures & Programs

Sep 9 Sun

Sep 9 Sun

September 9 @ 11:00 PM

Holy Angels Church Annual Fall Seafood Dinner

Holy Angels Church
21340 Colton Point Road, Avenue, MD 20609

38.26558 -76.76698

(301) 769-3332

Festivals & Events | Food & Wine | Church Dinners

Sep 12 Wed

Sep 12 Wed

September 12 @ 10:00 AM
( Sep. 12 – Aug. 19 )

Homeschool Days at Sotterley Plantation

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Sep 15 Sat

Sep 15 Sat

September 15 @ 8:00 AM
( Jun. 16 – Sep. 22 )

The Sotterley Farmers Market

44300 Sotterley Lane, Hollywood, MD 20636

(301) 373-2280

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

Sep 15 Sat

Sep 15 Sat

September 15 @ 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

Sep 15 Sat

Sep 15 Sat

September 15 @ 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

Sep 15 Sat

Sep 15 Sat

Visitor Favorite

September 15 @ 1:00 PM

A Taste of St. Mary’s

Leonardtown Square
22735 Washington Street, Leonardtown, MD 20650

38.29202 -76.63642

(301) 737-3001

Festivals & Events | Food & Wine | Fairs & Festivals | Leonardtown Events

Sep 16 Sun

Sep 16 Sun

September 16 @ 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

Sep 20 Thu

Sep 20 Thu

Visitor Favorite

September 20 @ 3:00 PM
( September 20–23 )

St. Mary’s County Fair

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

(301) 475-2256

Festivals & Events | Farm Fun | Just For Kids | Food & Wine | Fairs & Festivals | History, Heritage & Folk Life | Leonardtown Events | Lectures & Programs

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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