Leonardtown Holiday Events

Holiday events Happening Next in Leonardtown, MD

Extended Thursday Hours for Holiday Shopping!

 22660 Washington St., Leonardtown, MD, United States, Maryland 20650 18 Dec 2025
SHOPPING

MTC Holiday Meet-Up | Leonardtown Scavenger Hunt

 The Inn at Leonardtown 16 Dec 2025
HOLIDAY

Christmas Candlelight Yoga & Sound Bath

 First Saints Community Church 21 Dec 2025
HEALTH-WELLNESS

St. Maries Choral Arts Home Concert Carol Sing

 First Saints Community Church 15 Dec 2025
CONCERTS

Breakfast with Santa

22720 Duke street, Leonardtown, MD 21 Dec 2025
BREAKFAST-WITH-SANTA

All Kinds of Minds : A Build-Your-Own Bullet Journal Workshop

 23140 Moakley St. Suite 6, Leonardtown, MD, United States, Maryland 20650 3 Jan 2026
WORKSHOPS