LEONARDTOWN, Md. — Get ready to walk, shop, sip and savor your way through Leonardtown during the Leonardtown Crab Walk & Shop Crawl on Saturday, August 29, beginning at 12 PM.
This fun, town-wide event brings together Leonardtown’s restaurants, shops, galleries and local businesses for a day dedicated to two things Southern Maryland loves — crabs and supporting local!
CRAB WALK
Beginning at noon, visitors can make their way through participating restaurants and eateries to enjoy crab-inspired bites, creative dishes and specialty drinks. There is no set ending time, so guests are encouraged to take their time, explore downtown and enjoy everything Leonardtown has to offer.
Participating Crab Walk locations include:
Olde Town Pub • The Front Porch • Everyday Saint • Boones Bagels • Smash House • Social Coffeehouse • Antoinette’s Garden • Kneaded Baking Co. • Rucci’s • The Rex • T&J’s Cove • The Slice House • Bruder Garten • Botanic Café • Il Piccolo Morso
SHOP CRAWL
The fun doesn’t stop with food! Visitors are encouraged to shop their way through Leonardtown and support the many unique locally owned shops, boutiques, galleries and markets throughout town.
Participating Shop Crawl locations include:
Town Market • A&D Woodcrafts • The Vintage Collective • Crafts N Stitches • New View Fiberworks • Shepherd’s Old Field Market • Marie & Nash • The Inn at Leonardtown Gift Shop • St. Mary’s Arts Council Gallery • Uptown Girl Boutique • Iron & Hyde • Knot Ordinary • Kings of Cards • SOF Market
Whether you come for the crab creations, specialty drinks, shopping—or all of the above—the Leonardtown Crab Walk & Shop Crawl is the perfect opportunity to spend the day exploring historic downtown Leonardtown while supporting the businesses that make the community so special.
Saturday, August 29, 2026
Festivities begin at 12 PM
Downtown Leonardtown, Maryland
Come hungry, bring your friends and make a day of it!
Shop Local. Eat Local. Love Leonardtown.
