Leonardtown Parties Events

Parties Happening Next in Leonardtown, MD

Christmas on the Square & Annual Tree Lighting

 Town of Leonardtown 28 Nov 2025
CHRISTMAS

Small Business Saturday with The Grinch & Cindy Lou Who

 Town Market LLC 29 Nov 2025
SHOPPING

Socials Saturday Night Lights Event

 41655 Fenwick St, Leonardtown, MD 22 Nov 2025
SPORTS

Ugly Sweater Party at The Rex featuring In Too Deep

 The Rex Theatre 28 Nov 2025
UGLY-CHRISTMAS-SWEATER-DAY

Easter Extravaganza

 Town Market LLC 22675 Washington Street, The Bell Bldg Unit 106, Leonardown MD 28 Mar 2026
EASTER-BUNNY

Social’s Naughty Santa Party!

 41655 Fenwick St, Leonardtown, MD 20 Dec 2025
PARTIES

2ND ANNUAL DRINKSGIVING DECADES PARTY!

 The Rex Theatre 26 Nov 2025
ENTERTAINMENT

Champagne Kisses & Midnight Wishes: New Years Eve Party

22695 Washington St, Leonardtown, MD 31 Dec 2025
NEW-YEAR

Tinsel and Tape: Holiday Wrapping Workshop

 The Fenwick Inn 11 Dec 2025
WORKSHOPS USD 8 TO 35

Socials Obsidian Masquerade

41655 Fenwick St, Leonardtown, MD 31 Dec 2025
PARTIES

Valentines' Day Sweets & Treats

Town Market LLC 14 Feb 2026

Fur Babies with the Grinch and Holiday Market

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