Leonardtown Christmas Events

Christmas on the Square & Annual Tree Lighting

Town of Leonardtown 27 Nov 2026

Home for The Holidays - A New St. Mary's County Holiday Tradition

Saint Mary's Fairgrounds 5 Dec 2026

Pictures with Santa Clause

Town Market LLC 19 Dec 2026

Small Business Saturday with The Grinch & Cindy Lou Who

Town Market LLC 28 Nov 2026

Fur Babies with the Grinch and Holiday Market

22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 5 Dec 2026

Holiday Market with The Grinch & Cindy Lou Who

Town Market LLC 27 Nov 2026

Letters to Santa

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650 27 Nov 2026

Come Out and See the Grinch & Christmas Shopping Spree

Town Market LLC 12 Dec 2026