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:
.png)


Moll Dyer
& Local Legends Weekend
February 21-23, 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!
Quick Links

Schedule of Events
All Weekend, Feb 21-23
- Local Legend Scavenger Hunt (Pick up Scavenger Hunt Sheet & Instructions at Town Hall, Old Jail Museum, or on the Leonardtown Trolley)
- Spirits for Spirits: Cocktail Contest (Enjoy Cocktails or Mocktails at participating Leonardtown restaurants & bars & vote for your favorite! More details coming soon.)
-
Moll Dyer Themed Crossword Puzzles & Word Searches (Pick up at Town Hall, Old Jail Museum, or on the Leonardtown Trolley)
-
Moll's Curated Gift Basket Raffle at Marie & Nash (with purchase)
-
Rose Quartz Tumbler Stone at Happy & Zen Crystals (with purchase)
-
"Witchy Woman" smoothie at The Good Earth Natural Food Co.
-
"The Moll House" Raffle for Charity
Friday, Feb 21
-
11:00 AM – 3:00 PM | Brunch at Antoinette’s Garden
-
2:00 PM – 8:00 PM | Blue Scarab Specials: Piercing Potion and Moll Dyer Flash Tattoo
-
5:00 PM – 10:00 PM | Leonardtown Trolley Running
-
6:00 PM – 8:00 PM | Paranormal Investigations in Leonardtown (Purchase Tickets Here)
-
8:00 PM – 12:00 AM |Country Line Dance Night at Brudergarten
-
8:30 PM – 10:30 PM | Paranormal Investigations in Leonardtown (Purchase Tickets Here)
Saturday, Feb 22
-
8:00 AM – 11:00 AM | Being Kind is Free, 10% off is nice at SPICE Studio (10% off lobby retail items)
-
9:00 AM – 4:00 PM | Chessie the Chesapeake Sea Monster Activity at Town Market
-
10:00 AM – 3:00 PM | Brunch at SIP LTown
-
10:00 AM – 5:00 PM | Tarot Card Readings at Fenwick Street Books
-
10:00 AM – 5:00 PM | One:Eleven Pottery Pop-Up at Fenwick Street Used Books
-
11:00 AM | Paper Mache Skull Decorating Workshop at Action Lounge w/ Freedom Palette
-
11:00 AM – 6:00 PM | Brunch at Antoinette’s Garden
-
12:00 PM – 4:00 PM | Community Skull Ornament Painting in the Square w/ Freedom Palette
-
12:00 PM – 4:00 PM | Murphy’s Apothecary in the Square (teas, salves, ointments, dried herbs)
-
12:00 PM – 4:00 PM | Axe Throwing in the Square w/ Viking Axe Throwing
-
12:00 PM – 4:00 PM | Crafts in the Square (Walking Sticks, Brooms, Wands) w/ Viking Axe Throwing
-
1:00 PM – 9:00 PM | Blue Scarab Specials: Piercing Potion and Moll Dyer Flash Tattoo
-
1:00 PM – 3:00 PM | Paper Snowflake Craft Activity at St. Mary's County Arts Council.
-
2:00 PM – 10:00 PM | Leonardtown Trolley Running
-
7:30 PM – 10:30 PM | Live Music with Fresh Pint Acoustic at Brudergarten
-
8:00 PM | The Evasons: Mentalist Duo at The Rex (Purchase Tickets HERE)
Sunday, Feb 23
-
9:00 AM – 11:00 AM | Being Kind is Free, 10% off is nice at SPICE Studio (10% off lobby retail items)
-
10:00 AM – 5:00 PM | Brunch at SIP LTown
-
10:00 AM – 12:00 PM | Enchanted Mushroom Terrarium Workshop w/ Freedom Palette at Action Lounge & Billiards
-
10:00 AM – 4:00 PM | Book Signing with Local Author, Charlotte Marie at Fenwick Street Used Books
-
11:00 AM – 4:00 PM | Visiting Vendor: The Dazzler Hair Tinsel at Shepherd’s Old Field Market
-
11:00 AM – 6:00 PM | Brunch at Antoinette’s Garden
-
12:00 PM – 4:00 PM | Axe Throwing w/ Viking Axe Throwing
-
12:00 PM – 4:00 PM | Crafts in the Square (Walking Sticks, Brooms, Wands) w/ Viking Axe Throwing
-
2:00 PM – 3:00 PM | Blue Sky Puppet Theatre Show: Rufus at Rex Theatre
Schedule accurate as on 2/3/25. Check w/ individual businesses for pricing or tickets.
Curated Offerings
Whether you're looking to do something with the whole family, a little nightlife fun, or something crafty - we've got you covered! Check out our curated offerings for Moll Dyer Weekend!




The Leonardtown Trolley

The Leonardtown Trolley will be back making rounds through Leonardtown. Track the Trolley HERE
Friday, February 21st 5 - 10pm
Saturday, February 22nd 2 - 10pm


"The Moll House"
Raffle for Charity
"The Moll House" is a meticulously handcrafted creation by local craftsman Kraig Eriksen, inspired by the legend of Moll Dyer and the enduring message of kindness and acceptance. Net proceeds from the raffle will benefit Seeds of Courage, a local nonprofit dedicated to making a positive impact in the community.
Purchasing Tickets
This 3-story, Vermont farmhouse-style dollhouse is fully furnished and beautifully decorated. Each room features lighted fixtures, and the structure has been expertly crafted for durability, ensuring it remains sturdy and suitable for extended use.
Tickets are available for purchase starting February 3rd until February 23rd. CASH ONLY
The drawing will be held on February 24th - The winner will be notified and posted on social media.
February 3-20
Mon-Fri
Leonardtown Town Hall
8:30am - 4:30pm
February 21
Friday
Leonardtown Town Hall
8:30am - 9:30pm
February 22-23
Sat & Sun
Leonardtown Square
12pm - 4pm
Seeds of Courage’s mission is to provide financial assistance and resources to aid domestic violence survivors to obtain financial freedom and independence.
For more information, visit: www.seedsofcourage.org

Scavenger Hunt
Southern Maryland is known for it’s rich history and early settlement. For 2025 Moll Dyer & Local Legends Weekend, we are highlighting notable legends in Leonardtown and the surrounding areas. The legends can be people, ideas, places and even recipes! This Scavenger Hunt is family friendly and will take you to businesses throughout Downtown Leonardtown. Be sure to lace up those shoes and get ready for a trip around Town!
Prize & Participation: All entries must be turned into the final location by Sunday, February 23rd at 8 pm. Entries will be verified for accuracy. Three winners will be selected at random and notified by February 26th. Winners will a receive swag bag and a $50 gift card to a Leonardtown Business.

Research & Resources for the Local Legends
Sourced directly from “The Old Jail: 1876-1945 Pamphlet” https://www.facebook.com/TheOldJailMuseum/photos/a.3395494013811632/4285543918139966/?paipv=0&eav=AfZKeP2WgwBVsdcvJAIcc3pUZQ3lIGAPYEZPNzVlhipQDkKg_OQN4SC00E0bvuy-lBY https://www.hsmcdigshistory.org/ https://www.smcm.edu/about/ https://en.wikipedia.org/wiki/St._Mary%27s_City,_Maryland https://somd.com/announcements/obits/name/2225-Dr-James-Alexander-Forrest.html https://thebaynet.com/listings/items/dr-james-alexander-forrest-html/ https://www.somdnews.com/downtown-leonardtown/image_64cdf773-9b4d-5a4a-9ba4-3427a5458fa8.html https://leonardtown.somd.com/tour/tour-12.htmlhttps://en.wikipedia.org/wiki/Thomas_Stone#:~:text=Thomas%20Stone%20(1743%20%E2%80%93%20October%205,Articles%20of%20Confederation%20in%201777. https://www.nps.gov/people/thomas-stone.htm https://www.theconstitutional.com/blog/2020/01/08/thomas-stone-one-americas-founding-fathers https://en.wikipedia.org/wiki/Samuel_Mudd https://drmudd.org/about-dr-mudd/ https://www.smithsonianmag.com/history/how-samuel-mudd-went-lincoln-conspirator-medical-savior-180954980/ https://guides.loc.gov/chronicling-america-dr-mudd https://wamu.org/story/22/06/16/the-story-behind-stuffed-ham-southern-marylands-hyper-local-delicacy-in-st-marys-county/ https://cooking.nytimes.com/recipes/1019226-stuffed-ham-southern-maryland-style https://leonardtown.somd.com/tour/tour-1.htm https://www.visitstmarysmd.com/directory/tudor-hall/ https://www.visitmaryland.org/listing/arts-culture/tudor-hallst-marys-county-historical-society https://destinationsouthernmaryland.com/places/tudor-hall/ https://www.lvfd1.org/content/front/file/Chronicles.pdf “A Most Convenient Place: Leonardtown, MD – 1650-1950” by Aleck Loker, 2001 https://en.wikipedia.org/wiki/Leonard_Calvert https://msa.maryland.gov/megafile/msa/speccol/sc3500/sc3520/000100/000198/html/198bio.html https://www.britannica.com/biography/Leonard-Calvert https://msa.maryland.gov/megafile/msa/speccol/sc3500/sc3520/014000/014030/html/14030bio.html#: https://en.wikipedia.org/wiki/Andrew_White_(Jesuit) https://www.newadvent.org/cathen/15610b.htm https://oldsite.hsmcdigshistory.org/research/history/father-andrew-white/ https://en.wikipedia.org/wiki/Dashiell_Hammett https://www.newyorker.com/magazine/2002/02/11/tough-guy https://www.britannica.com/biography/Dashiell-Hammett https://www.encyclopedia.com/education/news-wires-white-papers-and-books/gough-alfred https://www.imdb.com/name/nm0332184/ https://en.wikipedia.org/wiki/Alfred_Gough https://www.stmaryscountymd.gov/dpw/CaptDuke/ https://leonardtown.somd.com/OLDSITE/services/memorabilia-Duke.htm https://www.findagrave.com/memorial/56772638/walter-francis-duke https://www.npr.org/2006/04/11/5336207/where-the-10-ounce-bud-is-the-king-of-beers https://nowiknow.com/why-marylanders-pay-more-for-a-little-less-beer/ https://www.visitstmarysmd.com/blog/legend-of-moll-dyer/ https://en.wikipedia.org/wiki/Moll_Dyer https://www.atlasobscura.com/places/moll-dyer-rock https://thebaynet.com/a-halloween-tale-the-legend-of-moll-dyer-html/

"Spirits for Spirits"
Cocktail Contest
Bottoms up this weekend for “Spirits for Spirits”, the infamous cocktail contest for Moll Dyer & Local Legends Weekend!
Creative mixologists from some of your favorite businesses in Leonardtown have conjured up their eerie elixirs for a chance to be crowned the 2025 Spirits for Spirits Winner by you. Sip, savor, and vote for your favorite cocktail in 3 categories: best overall, taste and creativity.
Visit any of the participating locations to try each potent potion and vote for your favorite - Happy tasting!

Participating Locations
Action Lounge, Full Tilt
Antoinette's Garden, Last Dream Margarita
Brudergarten, The Toasty Cabin
Flour Donuts & Bakery, The Healer's Garden
The Front Porch, The Spell Jar
Il Piccolo Morso, The Etched Rock
Mac's Tap & Table, The Remedy
The Rex, The Cauldron
SOCIAL Coffeehouse, Dyer's Bourbon Brew