Parties in Leonardtown

Check out happening parties events all around Leonardtown, MD

Outdoor Movie Night in LTown Alley

 Fri, 26 Sep at 07:30 pm LTown Alley (Alice in LTown Mural) - 41676 Park Ave, Leonardtown, MD 20650, United States

Blessing of the Fleet 2025

 Sat, 04 Oct at 12:00 pm Leonardtown Wharf

Cars & Coffee Car Show

 Sun, 24 Aug at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

Throwback Party!

 Sat, 23 Aug at 08:00 pm 41655 Fenwick St, Leonardtown, MD

8 Ball Scotch Doubles Pool Tournament

 Sat, 16 Aug at 12:00 pm Action Lounge and Billiards

Face Painting by Azul - September First Friday

 Fri, 05 Sep at 05:00 pm 22660 Washington St., Leonardtown, MD, United States, Maryland 20650

Fleetwood Mac/Stevie Nicks Tribute at The Rex

 Fri, 05 Sep at 07:00 pm The Rex

Death at the Disco

 Sun, 19 Oct at 06:00 pm Antoinette’s Garden USD 20

Live at Port of Leonardtown Winery

 Sat, 23 Aug at 02:00 pm Port of Leonardtown Winery

Hot Ice Live @ Port Of Leonardtown Winery

 Sat, 06 Sep at 02:00 pm Port of Leonardtown Winery

Levi Stephens LIVE

 Sat, 18 Oct at 05:00 pm 22845 Washington Street. Unit C, Leonardtown, MD

Wine & Whiff

 Sat, 16 Aug at 05:30 pm 21935 Society Hill Rd , Leonardtown, MD, United States, Maryland 20650

September Glass Blowing w/ McFadden glass

 Fri, 05 Sep at 12:30 pm 23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650

For the first time ever!!!

Thu, 18 Sep at 07:00 pm The Rex

LHS Class of 2015 Reunion

 Sat, 13 Sep at 06:00 pm Port of Leonardtown Winery

Faire Witch Project at The Rex Theatre

 Thu, 02 Oct at 06:00 pm 22695 Washington St, Leonardtown, MD

Monster Mash Bash

 Sun, 19 Oct at 01:00 pm Leonardtown Wharf

Midnight Sunsets at The Rex

Thu, 21 Aug at 07:00 pm The Rex Theatre

Fall Craft and Vendor Sale and Community Yard Sale

 Sat, 27 Sep at 07:00 am St. Mary's County Fairgrounds

Death at the Speakeasy

 Tue, 26 Aug at 06:00 pm Antoinette’s Garden USD 15

Hello Brunchy

 Sat, 23 Aug at 12:00 pm Botanic Cafe-Delicatessen

Leprechaun Lilly's Kids Consignment Sale - 2025 Fall/Winter

 Thu, 09 Oct at 04:00 pm 42455 Fairgrounds Rd, Leonardtown, MD, United States, Maryland 20650

The Fenwick Inn presents a Mad Hatter's Tea

 Sun, 28 Sep at 12:30 pm The Fenwick Inn USD 50 to 71

Cars & Coffee Car Show

 Sun, 07 Sep at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

US Oyster Festival

 Sat, 18 Oct at 10:00 am St. Mary's County Fairgrounds USD 5 to 24

Cars & Coffee Car Show

 Sun, 05 Oct at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

(Friday event} Salsa On The Vine at The Port of Leonardtown Winery.

 Fri, 19 Sep at 06:00 pm Port of Leonardtown Winery

Cars & Coffee Car Show

 Sun, 21 Sep at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

Cars & Coffee Car Show

 Sun, 19 Oct at 10:00 am 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

Stab & Gab - August 2025

 Sat, 16 Aug at 09:00 am Leonardtown Library

Fur Babies with the Grinch and Holiday Market

 Sat, 06 Dec at 09:00 am 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD

Cars & Coffee Car Show

 Sun, 19 Oct at 05:00 am 22675 MD-326, Leonardtown, MD 20650-3848, United States

Holiday Market with The Grinch & Cindy Lou Who

 Fri, 28 Nov at 09:00 am Town Market LLC