Leonardtown Arts Events

Arts events Happening Next in Leonardtown, MD

Christmas on the Square & Annual Tree Lighting

 Town of Leonardtown 28 Nov 2025
CHRISTMAS

Ugly Sweater Party at The Rex featuring In Too Deep

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

Winter Market ~ Marie & Nash

 22675 Washington St., Leonardtown, MD, United States, Maryland 20650 5 Dec 2025
ART

Soothe Session

 22660 Washington St 29 Nov 2025
ART USD 55 TO 98

Hope In Harmony Winter Concert Series - Noel

 Leonardtown High School 13 Dec 2025
ENTERTAINMENT

2ND ANNUAL DRINKSGIVING DECADES PARTY!

 The Rex Theatre 26 Nov 2025
ENTERTAINMENT

Hawthorne Heights in Leonardtown

 The Rex 20 Nov 2025
CONCERTS

Baked & Boozy: Baked Goods Sip & Shop

22695 Washington St, Leonardtown, MD 7 Dec 2025
HOLIDAY

Champagne Kisses & Midnight Wishes: New Years Eve Party

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

St. Maries Choral Arts Home Concert Carol Sing

 First Saints Community Church 15 Dec 2025
CONCERTS

A Tribute to Women of Country Music: Sarah Gravelle & Becky Norris Kuhn

 The Rex Theatre - MD 21 Nov 2025
COUNTRY-MUSIC-FESTIVALS

Holiday Market with The Grinch & Cindy Lou Who

 Town Market LLC 28 Nov 2025
HOLIDAY

Awesome Scavenger Hunt! - Leonardtown Loot & Legends Hunt

 41680 Tudor Pl 4 Dec 2024
TRIPS-ADVENTURES USD 15