Relax and unwind in Caroline County, Maryland. Situated on Maryland’s Eastern Shore between the Chesapeake Bay and the Atlantic Ocean, Caroline County’s natural beauty beckons visitors to explore. Among the pristine waterways and countryside, you’ll find a region brimming with rich heritage experiences, outdoor excursions and agritourism adventures.
Take an inspiring journey on the Harriet Tubman Underground Railroad Byway, a self-guided driving tour that follows in the footsteps of Tubman and other freedom seekers fleeing slavery in the 1800s. The byway takes you to the places Tubman lived, fled, and returned to repeatedly to lead her friends and family out of slavery. There are more than 30 sites for you to explore, including the Linchester Mill, set amid a secret network of abolitionists’ safe houses, and the James H. Webb Cabin, a hand-hewn log home built by a free African-American farmer around 1852.
Caroline County is home to great spots to hike, pedal, paddle, fish, and horseback-ride! Explore forested trails that wind along creeks at Martinak and Tuckahoe State Parks, hike through Idylwild Wildlife Management Area on the Marshyhope, or meander through the native gardens of Adkins Arboretum, a 400-acre native garden and nature preserve.
Those looking to get out on the water will find unspoiled waterways teeming with wildlife and numerous public landings to launch your boat. If you prefer to cruise, a pontoon boat will carry you and your friends up the Choptank River to enjoy a narrated picnic or crab feast. Anglers will enjoy great fishing on the Choptank, Tuckahoe, and Marshyhope, and outdoor sportsmen and women will find prime hunting opportunities with knowledgeable local guides or on their own.
Spend a day exploring Caroline’s charming small towns. Find the perfect treasure to bring home from our shops and galleries. Discover local art at the Foundry, Caroline County’s community art gallery, or check out the latest exhibit at the Fiber Arts Center of the Eastern Shore (FACES)! Grab a pint at the Market Street Public House, savor fine dining at Harry’s on the Green, experience authentic Spanish-American flavors at Tenchi, or enjoy lunch and a scoop at the Ridgely Ice Cream Parlor, a delightful old-fashioned luncheonette.
While you’re here, be sure to visit one of the Green Garden County’s farm or farmstands. From alpacas and horses to pick-your-own farms and orchards, experience the locally grown fun Caroline County has to offer.
History enthusiasts won’t want to miss Caroline County’s many heritage attractions. The Museum of Rural Life, located just off the picturesque Courthouse Square in downtown Denton, pays homage to Caroline County’s agrarian roots. Visitors to the museum will find portions of four historic houses, including an entire circa 1824 log cabin home of a tenant farmer. Other heritage destinations include the Ridgely Train Station, the Greensboro Museum, the Preston Historical Society Museum, and the Federalsburg Area Heritage Museum.
There’s always something fun happening in Caroline! From the annual Lavender Festival and the festive Caroline Summerfest to classic car shows and inspired art classes, check out the Caroline Office of Tourism’s online Calendar of Events to see what’s happening. You belong here!
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