Christmas Candlelight Yoga & Sound Bath

First Saints Community Church 21 Dec 2025

Social’s Naughty Santa Party!

41655 Fenwick St, Leonardtown, MD 20 Dec 2025

SoMD Santa Social - Free Photos, Crafts, & Cookies with Santa!

Clark's Rest Community 20 Dec 2025

Easter Extravaganza

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

All Sinners Night @ The Rex w/Smoke Signals & DJ PAPERS (Free Show)

The Rex 26 Dec 2025

D&D one shot The Midwinter Wail

The Griffon’s Court Games & Collectibles 21 Dec 2025

Begin Where You Are: A Yoga Workshop

23140 Moakley St. Suite 6, Leonardtown, MD, United States, Maryland 20650 7 Jan 2026

Sound bath Journey

22660 Washington St 27 Dec 2025

Rucci’s Italian Kitchen – Leonardtown Grand Opening!

22685 Washington Street, Leonardtown, MD, United States, Maryland 20650 22 Dec 2025

Extended Thursday Hours for Holiday Shopping!

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 18 Dec 2025

🎉 RΞΦ Party House Presents: The Rex House Rager 🎉

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 27 Dec 2025

MTC Holiday Meet-Up | Leonardtown Scavenger Hunt

The Inn at Leonardtown 16 Dec 2025

Photos with Santa! (Pet **all species** and kid friendly)

Shepherd's Old Field Market 14 Dec 2025

THE BASSMENT – A 7SOUNDSCAPE TAKEOVER

The Rex Theatre 17 Jan 2026

Galentine's Sip & Shop Happy Hour

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

Bob Pinnola and Rosa Hance at Port of Leonardtown Winery on December 27th, 2pm-5pm

Port of Leonardtown Winery 27 Dec 2025

Socials Obsidian Masquerade

41655 Fenwick St, Leonardtown, MD 31 Dec 2025

Movie Night & Coping Skills Workshop

Dr. James A. Forrest Career And Technology Center 19 Dec 2025

DMATF@The Rex Leonardtown

The Rex 24 Jan 2026

Annual Winter Solstice Wreath Making & Soundbath

22525 Washington Street , Leonardtown, MD, United States, Maryland 20650 21 Dec 2025