Leonardtown Parties Events

Parties Happening Next in Leonardtown, MD

Blessing of the Fleet 2025

 Leonardtown Wharf 4 Oct 2025
FIREWORKS

Outdoor Movie Night in LTown Alley

 LTown Alley (Alice in LTown Mural) - 41676 Park Ave, Leonardtown, MD 20650, United States 26 Sep 2025
ENTERTAINMENT

Cars & Coffee Car Show

 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 24 Aug 2025
CAR-SHOWS

Throwback Party!

 41655 Fenwick St, Leonardtown, MD 23 Aug 2025
PARTIES

8 Ball Scotch Doubles Pool Tournament

 Action Lounge and Billiards 16 Aug 2025
SPORTS

Live at Port of Leonardtown Winery

 Port of Leonardtown Winery 23 Aug 2025

Hot Ice Live @ Port Of Leonardtown Winery

 Port of Leonardtown Winery 6 Sep 2025
PERFORMANCES

Death at the Disco

 Antoinette’s Garden 19 Oct 2025
PARTIES USD 20

September Glass Blowing w/ McFadden glass

 23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650 5 Sep 2025
PARTIES

Levi Stephens LIVE

 22845 Washington Street. Unit C, Leonardtown, MD 18 Oct 2025
MUSIC

For the first time ever!!!

The Rex 18 Sep 2025
MUSIC

Midnight Sunsets at The Rex

The Rex Theatre 21 Aug 2025

LHS Class of 2015 Reunion

 Port of Leonardtown Winery 13 Sep 2025
WORKSHOPS

Monster Mash Bash

 Leonardtown Wharf 19 Oct 2025
HALLOWEEN

Death at the Speakeasy

 Antoinette’s Garden 26 Aug 2025
USD 15

Face Painting by Azul - September First Friday

 22660 Washington St., Leonardtown, MD, United States, Maryland 20650 5 Sep 2025
ART

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

 42455 Fairgrounds Rd, Leonardtown, MD, United States, Maryland 20650 9 Oct 2025
KIDS

The Fenwick Inn presents a Mad Hatter's Tea

 The Fenwick Inn 28 Sep 2025
PARTIES USD 50 TO 71

Feud Trivia Night

 41655 Fenwick St, Leonardtown, MD 12 Aug 2025

Cars & Coffee Car Show

 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 7 Sep 2025
CAR-SHOWS

Fall Craft and Vendor Sale and Community Yard Sale

 St. Mary's County Fairgrounds 27 Sep 2025
FOOD-DRINKS

Cars & Coffee Car Show

 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 5 Oct 2025
CAR-SHOWS

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

 Port of Leonardtown Winery 19 Sep 2025
DANCE

Cars & Coffee Car Show

 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 21 Sep 2025
CAR-SHOWS

Cars & Coffee Car Show

 22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 19 Oct 2025
CAR-SHOWS

Stab & Gab - August 2025

 Leonardtown Library 16 Aug 2025

Fur Babies with the Grinch and Holiday Market

 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 6 Dec 2025
HOLIDAY

Cars & Coffee Car Show

 22675 MD-326, Leonardtown, MD 20650-3848, United States 19 Oct 2025
CAR-SHOWS

Holiday Market with The Grinch & Cindy Lou Who

 Town Market LLC 28 Nov 2025
HOLIDAY