FEATURED EVENTS
FEATURED EVENTS

VALENTINE'S DAY IN LEONARDTOWN

VALENTINE'S DAY IN LEONARDTOWN


Discover All There is to Love About Leonardtown Valentine's Day Features:
Discover All There is to Love About Leonardtown Valentine's Day Features:

Moll Dyer
& Local Legends Weekend
February 20-22, 2025: The Town of Leonardtown, Leonardtown Business Association, Visit St. Mary's & participating area businesses will host scavenger hunts, cocktail contests, activities, shows, ghost tours and more! This year we are adding activities to highlight other local legends along with Moll! Be kind to others and spread that message with those you meet!

Event Sneak Peek
Take a sneak peak of some of the events happening Moll Dyer Weekend.
Click on the graphic to see more information about each event.
Weekend Itinerary
$ Indicates a cost/advanced registration
All Weekend Long:
$ Cocktail Contest at Participating Area Restaurants VOTE HERE Enjoy a custom Moll Dyer Cocktail at Brudergarten, The Front Porch, Il Picolo Morso, Port of Leonardtown Winery, The Rex, or Rucci's Italian Grille
$ Be Kind Special: Buy 2 Classes, Get Two Classes Free at SPICE Studio
- Moll Dyer & Local Legends Scavenger Hunt – Pick Up Instruction Sheets at the Old Jail Museum (Fri–Sat, 10am – 7pm or Sun 10am-5pm) or from Leonardtown Town Hall (Fri, 9am-4pm or Sat-Sun, 12pm-5pm)
$ Room Block at the Inn at Leonardtown Book Now
$ FREE Rose Quartz Tumbler with purchase at Happy & Zen Crystals. (Mention Moll Dyer Weekend at checkout)
Friday, February 20th
- 9am – 4pm | Information, Scavenger Hunt & Game Sheets at Town Hall
- 10am – 5pm | Watkins Bakery Pop-up at Fenwick Street Used Books
- 10am – 7pm | Visit the Old Jail Musuem open for extended hours
$ 12pm – 2pm | The Moll Dyer Crab Ball Special at T&J's Cove
$ 12pm – 6pm | The Familiars Mark: Make-and-Take Felt Cat Toy Activity at Meow Dyer Cat Cafe Get Tickets
- 5pm – 7pm | St. Mary’s County Historical Society with Information & Resources under the porch at Tudor Hall Manor
- 5pm – 7pm |Paint Kindness Rocks with St. Mary’s County Historical Society at Tudor Hall Manor.
- 5pm – 10pm | Catch the FREE Leonardtown Trolley
$ 6:30pm - 8pm | Paranormal Investigation in Leonardtown Get Tickets
- 8pm | Live Karaoke with Jack Allen at Brudergarten
$ 8:30pm – 10pm | Paranormal Investigation in Leonardtown Get Tickets
Saturday, February 21st
- 10am – 3pm | Chessie the Chesapeake Sea Monster Craft at Town Market
- 10am – 3pm | Vendor Market at Town Market
$ 10am – 5pm | Tarot Card Readings with Kathleen Stark at Fenwick Street Used Books
- 10am – 5pm | One:Eleven Pottery (visiting vendor) at Fenwick Street Used Books
10am – 7pm | Visit the Old Jail Musuem open for extended hours
$ 11am – 4pm | The Hair Dazzlers back at Shepherd's Old Field Market - Text Jean at 301-938-3624 to reserve your spot!
$ 12pm – 2pm | The Moll Dyer Crab Ball Special at T&J's Cove
- 12pm – 4pm | St. Mary’s County Historical Society with Information & Resources under the porch at Tudor Hall Manor
- 12pm – 4pm | Paint Kindness Rocks with St. Mary’s County Historical Society at Tudor Hall Manor.
- 12pm – 5pm | Information, Scavenger Hunt & Game Sheets at Town Hall
- 12pm – 5pm |Business StoryWalk with the Mobile Library in LTown Alley
- 12pm – 5pm | Moll’s Maker Market at the Vault
- 1pm – 3pm | Free Craft Activity at the St. Mary’s County Arts Council
- 2pm – 4pm | The Madness of Moll Dyer, book release + signing with local author, Christine Trent at Marie & Nash
- 2pm – 10pm | Catch the FREE Leonardtown Trolley
- 4pm – 5pm | Kindness Walk: Moll Dyer Remembrance Pack Walk at Balanced Paws Pet Care
- 4pm – 7pm | Vegan & Gluten Free Smore’s Making Outside at the Good Earth (while supplies last)
- 4pm – 7pm | Soup Cauldrons at the Good Earth (while supplies last)
$ 8pm | Mocktallica – Metallica Tribute Band Concert at the Rex Theatre Get Tickets
Sunday, February 22nd
- 10am – 4pm | One:Eleven Pottery (visiting vendor) at Fenwick Street Used Books
$ 10am – 4pm | REIKI + Sound Immersion Special at Whole Soul Wellness Riverside (Code REIKI26 when booking for $15 off) - Book Now
$ 12pm – 2pm | The Moll Dyer Crab Ball Special at T&J's Cove
- 12pm – 4pm | St. Mary’s County Historical Society with Information & Resources under the porch at Tudor Hall Manor
- 12pm – 4pm | Paint Kindness Rocks with St. Mary’s County Historical Society at Tudor Hall Manor.
- 12pm – 5pm | Information, Scavenger Hunt & Game Sheets at Town Hall
- 12pm – 5pm |Moll’s Maker Market at The Rex Theatre
$ 12pm – 6pm | Make Your Own Dyer Potions at Crafts N Stitches
- 2pm – 4pm | Movie Showing at Town Market
- 2pm – 2:30pm | Nightingales Performance at the Rex Theatre
$ 12pm – 9pm | Sunday Bucket Special at Olde Town Pub ($5 off buckets of beer – Whiteclaw, craft beer, domestic bottles)
2026 Cocktail Contest
Celebrate Leonardtown’s most mysterious madame while trying some potent potables!
Restaurants and bars in Leonardtown have concocted original cocktails to celebrate the Legend of Moll Dyer, Leonardtown, the metaphysical, or Moll Dyer’s theme “Be Kind”. You are the judge this year! Judging is based on the following categories: Best Overall, Taster’s Choice and Most Creative. VOTE HERE
Cocktail Listings:




















The Leonardtown Trolley

The Leonardtown Trolley will be back making rounds through Leonardtown.
Friday, February 20th 5 - 10pm
Saturday, February 21st 2 - 10pm
























