DAYTRIPS: 10 Towns

10 Most Welcoming Towns In Maryland's Countryside

Maryland might be famous for big cities like Baltimore, known for its vibrant culture and thriving culinary scene, but step outside the major urban hubs and you'll encounter a charming array of adorable towns and villages that don't get much fanfare. These countryside gems are custodians of Maryland's untamed natural beauty, shadowed by rolling mountains, dense forests, vast lakes, and secluded shorelines. Together, they provide an authentic experience that highlights the true heart and soul of the Old Line State. From watching live theater in Easton to sailing on the Chesapeake Bay in Crisfield, here are some of the most welcoming towns in Maryland's countryside.

Pocomoke City

American Flag flying over white bridge in Pocomoke City, Maryland.

Known as "the friendliest town on the Eastern Shore," Pocomoke City is an inviting community in Worcester County with a lovely mix of historical charm and creative heritage, just 40 miles from Ocean City. Its walkable downtown district is home to notable points of interest, including the Costen House Museum. Built in the 1870s, the stately dwelling depicts the lifestyle of the town's first mayor and his family. The Sturgis One Room School Museum preserves a piece of African American heritage, once the only school to serve the community in 19th-century Worcester County.

Art lovers, film buffs, and live theater enthusiasts are all avid supporters of the Mar-Va Theater, a performing arts center FINISH READING HERE

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