St. Mary’s Freedom Fest

St. Mary’s Freedom Fest 3 Jul 2026

[STELLAR SESSIONS] [A TRIBUTE TO INCUBUS] [PERFORMED BY HYDRAFX]

The Rex Theatre 27 Jun 2026

SUMMER SMASH

The Rex 20 Jun 2026

Rabies Clinic with SMAWL @ St. Mary's Fair Grounds

St. Mary's County Fairgrounds 13 Jul 2026

SMBC Boat Regatta the Wharf

Leonardtown Wharf 25 Jul 2026

Monster Mash Bash

Leonardtown Wharf 24 Oct 2026

Arts & Entertainment Celebration First Friday

Leonardtown Square 4 Sep 2026

Outdoor Art & Movie Night

Town Market LLC 19 Sep 2026

Paws & Popcorn Movie Night featuring: Sing 2

Meow Dyer Cat Cafe, LLC 26 Jun 2026

16th Annual Crime Solvers Golf Tournament ⛳️

Breton Bay Golf & Country Club 25 Jun 2026

Infinity Day Celebration

Port of Leonardtown Park & Kayak Launch 8 Aug 2026

Rabies Clinic with SMAWL @ St. Mary's Fair Grounds

21580 Peabody St, Leonardtown, MD, United States, Maryland 20650 10 Aug 2026

Christmas In July @ The Rex Theater 🎄

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 25 Jul 2026

Friday Summer Skate

Leonard Hall Rec Center 26 Jun 2026

Harry Potter Mystic Market & First Saturday of the Month

22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 7 Nov 2026

Trunk or Treat & Vendor Show

Town Market LLC 24 Oct 2026

2026 First Friday Audience Participation Drum Circle

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 5 Jun 2026

2026 Sultana Adult Paddling Experience-St. Mary's, MD

The Inn at Leonardtown, Ascend Hotel Collection 8 Sep 2026

Cocktail Party and Fundraiser with Chuck!

Port of Leonardtown Winery 27 Jun 2026

Heroes on the Water, Maryland Chapter - Kayak Fishing at Saint Mary's Lake

Saint Marys River State Park 8 Aug 2026