Leonardtown Holiday Events

Small Business Saturday with The Grinch & Cindy Lou Who

Town Market LLC 29 Nov 2025

Christmas on the Square & Annual Tree Lighting

Town of Leonardtown 28 Nov 2025

Holiday Kickoff at the Marketplace

23976 Point Lookout Rd, Leonardtown, MD, United States, Maryland 20650 8 Nov 2025

Holiday Sip & Shop

22695 Washington St, Leonardtown, MD 6 Nov 2025

St. Maries Choral Arts Home Concert Carol Sing

First Saints Community Church 15 Dec 2025

Fur Babies with the Grinch and Holiday Market

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

Come Out and See the Grinch & Christmas Shopping Spree

Town Market LLC 13 Dec 2025

Pictures with Santa Clause

Town Market LLC 20 Dec 2025

Holiday Market with The Grinch & Cindy Lou Who

Town Market LLC 28 Nov 2025