Leonardtown Kids Events

Leprechaun Lilly's Kids Consignment Sale - 2025 Fall/Winter

42455 Fairgrounds Rd, Leonardtown, MD, United States, Maryland 20650 9 Oct 2025

Christmas on the Square & Annual Tree Lighting

Town of Leonardtown 28 Nov 2025

Chesapeake Mermaid at U.S. Oyster Festival

St. Mary's County Fairgrounds 18 Oct 2025

Holiday Kickoff at the Marketplace

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

Trunk or Treat & Vendor Show

Town Market LLC 25 Oct 2025

Easter Extravaganza

Town Market LLC 22675 Washington Street, The Bell Bldg Unit 106, Leonardown MD 28 Mar 2026

The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours)

41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 7 Nov 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

Awesome Scavenger Hunt! - Leonardtown Loot & Legends Hunt

41680 Tudor Pl 4 Dec 2024