Spring Open Market

22675 Washington Street, The Bell Bldg, Leonardtown MD 4 May 2025

Bunny Board Charcuterie Workshop

SIP Ltown 19 Apr 2025

MCA Car Show

Mother Catherine Academy 3 May 2025

Mom's Day Out

Town Market LLC 10 May 2025

Southern Maryland Speakeasy

The Fenwick Inn 26 Jul 2025

SMVFA Parade in Leonardtown Square

Leonardtown Square 27 Apr 2025

GLASS BLOWING June 22nd

23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650 22 Jun 2025

First Saturday of the Month Market Series

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650 3 May 2025

Disco Bingo with Wy’s Words Foundation

22695 Washington St, Leonardtown, MD 24 Apr 2025

St Mary's Crab Festival

St. Mary's County Fairgrounds 14 Jun 2025

Bootleggers at POL Winery

Port of Leonardtown Winery 26 Apr 2025

Adult Prom Night!

22695 Washington St, Leonardtown, MD 17 May 2025

DEVIL IN DISGUISE PRESENTS: RISE

The Rex 19 Apr 2025

FAW Annual Spring Social & Auction

The Fenwick Inn, Leonardtown, MD 2 May 2025

Cars & Coffee Car Show

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 18 May 2025

Ally Venable: Money & Power Tour

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 10 May 2025

Summer Splash ~ Silent Disco

Leonardtown Wharf 23 May 2025

International Dance Day Celebration 2025

Leonardtown Town Square 26 Apr 2025

Cousins Maine Lobster at Port of Leonardtown Winery

23190 Newtowne Neck Rd, Leonardtown, MD 20650 27 Apr 2025

Adult Prom 2025 at The Rex!

22695 Washington St, Leonardtown, MD 17 May 2025