St. Mary's County Maryland Visitor Guide 2025 - Magazine - Page 13
L EO N A R DTOW N
A WALKABLE WEEKEND
in Leonardtown
L
ooking for a weekend escape?
Plan a visit to Leonardtown,
where you can park your car and
spend the weekend exploring on foot.
SATURDAY
Set your GPS for The Inn at Leonardtown—this boutique
hotel in the heart of Leonardtown will serve as your home
base for the weekend.
Start the morning with fresh coffee and pastries at
Kneaded Bakery or grab made-to-order donuts at
Flour Donuts and Bakery.
Learn the story of Benjamin Hance at the Old Jail Museum,
a National Park Service Underground Railroad Network to
Freedom site and home to the Leonardtown Visitor Center.
Head outside to the famous Moll Dyer Rock. Do you believe
this local legend?
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VISIT ST. MARY’S MARYLAND
Soak up the charm of the town square while dining al fresco at Sweetbay.
Enjoy a laid-back shopping experience along the town square. Pop into New View
FiberWorks, a working studio and boutique offering a variety of artisanal, women-made
goods. Turn the corner to grab an armful of treasures from Fenwick Street Books and
find the artwork your home is missing at North End Gallery and St. Mary’s Arts Council
Gallery & Gift Shop. Or, lean into your creative side and make your own art at MADE
by you kids studio or Board & Brush. Walk just a few blocks from the town square to
Shepherd’s Old Field Market and browse the goods of over 90 small businesses all
under one roof!
Unwind from your day of walking with a glass of wine at Antoinette’s Garden, or keep
the party going at Olde Town Pub, The Rex, or Brüdergarten.
