Leonardtown Christmas Events

Christmas events Happening Next in Leonardtown, MD

Small Business Saturday with The Grinch & Cindy Lou Who

 Town Market LLC 29 Nov 2025
SHOPPING

Christmas on the Square & Annual Tree Lighting

 Town of Leonardtown 28 Nov 2025
HOLIDAY

Social’s Naughty Santa Party!

 41655 Fenwick St, Leonardtown, MD 20 Dec 2025
PARTIES

SANTA MINIS “Photos with Santa “2025”

 Starrella Photography by Aprilynn 29 Nov 2025
PICTURES-WITH-SANTA

Holiday Kickoff at the Marketplace

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

Fur Babies with the Grinch and Holiday Market

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

Come Out and See the Grinch & Christmas Shopping Spree

 Town Market LLC 13 Dec 2025
SHOPPING

Pictures with Santa Clause

Town Market LLC 20 Dec 2025
PICTURES-WITH-SANTA