Leonardtown Parties Events

St. Mary’s Freedom Fest

St. Mary’s Freedom Fest 3 Jul 2026

Luck of the Draw

25470 Point Lookout Rd Leonardtown, MD 20650 24 Jan 2026

2026 SOUPER Bowl!

22730 Washington St, Leonardtown, MD, United States, Maryland 20650 7 Feb 2026

Anti-Valentines Day Event

41655 Fenwick St, Leonardtown, MD 13 Feb 2026

SDVFDRS Auxiliary Spring Craft Vendor Fair & Community Yard Sale

St. Mary's County Fairgrounds 7 Mar 2026

Spring Fling Open Market & Car Show

22675 Washington Street, The Bell Bldg, Leonardtown MD 26 Apr 2026

Galentine's Sip & Shop Happy Hour

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 12 Feb 2026

Charcuterie Date Night w/ Hicks Creations

23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650 30 Jan 2026

Valentines Day Event at MJ Luxe Medi Spa

25450 Point Lookout Rd Suite 1, Leonardtown, MD 7 Feb 2026

Hot Ice Live @ Action Lounge and Billiards

25470 Point Lookout Rd, Leonardtown, MD 20650-3828, United States 28 Feb 2026

Escape to the Tropics Party 🌴🐠

21935 Society Hill Rd, Leonardtown, MD 24 Jan 2026

Red Light, Green Light DJ Night

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 30 Jan 2026

Single & Ready to Buck PBR Night @ The Rex

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 7 Feb 2026

Easter Extravaganza

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

Women’s Luncheon by JAG Consulting

The Inn at Leonardtown 27 Jan 2026

Social's St Patrick's Day Event

41655 Fenwick St, Leonardtown, MD, United States, Maryland 20650 14 Mar 2026

Valentines' Day Sweets & Treats

Town Market LLC 14 Feb 2026

January Winter Pack Stroll

Shepherd's Old Field Market 24 Jan 2026

Beat the Winter Blues and escape to the tropics with Mixtape (a Straight Vibin' Production)

Breton Bay Golf & Country Club 24 Jan 2026

Easter Extravaganza

22675 MD-326, Leonardtown, MD 20650-3848, United States 28 Mar 2026