Holiday Planning Guide
Holiday Spirit is Spreading Across St. Mary’s
From unique local events that capture the spirit of the season to charming boutiques and markets offering one-of-a-kind gifts, there is something for everyone...
St. Mary's Stories
This Chesapeake Bay destination is brimming with history, outdoor fun, vibrant culture — and passionate people eager to share it all with you.
Travel and History
Read external articles and stories about history and travel in Maryland's Original Destination!
Taste the Trail
St. Mary's Craft Beverage Trail
Taste your way through St. Mary's with handcrafted beer, wine, cider, and spirits.
Farm Fun
Conquered every corn maze? Tucked away on a picturesque farm during summertime is something much more unique, warm, and colorful – a sunflower maze!
Local Cuisine
Whether you are a day tripper or a world traveler, your “best trip ever” story most likely includes some fabulous foods you ate along the way.
Chesapeake Bay, Patuxent, and Potomac Rivers
Created by local store owner, Ken Lamb from The Tackle Box.
Small Town Getaway
Walkable Weekend in Leonardtown
Spend a carefree, car-free weekend getaway exploring Leonardtown.
St. Mary's Supernatural
Learn all about the story and legend of one of St. Mary's most mysterious mavens before Moll Dyer Weekend from February 21-23, 2025 in Leonardtown!
Fresh and Local
St. Mary’s County Fresh Strawberries Guide
Discover where you can pick your own strawberries or buy them fresh from the source.
Island Excursion
Embark on a scenic day trip to Smith Island, Maryland's only inhabited offshore island.
On the Water
Immerse yourself in the natural beauty of St. Mary's waterways on a sunset cruise with Fish the Bay Charters.
Cycle St. Mary's
Come cycle through Maryland’s best kept secret! Clean country air, beautiful vistas, and a diverse and welcoming community await you in St. Mary’s County….so,...
Annual Event
St. Mary's County is known for its Amish heritage, farm markets, and other agricultural traditions.