Caroline County, MD

Nestled between the Chesapeake Bay and the Atlantic Ocean on Maryland’s Eastern Shore, just an hour’s drive from Baltimore and Washington, DC, Caroline County beckons you to come kick back, and explore! 

Take an inspiring drive along the Harriet Tubman Underground Railroad Byway that follows in the footsteps of Tubman and others who fled from slavery in the 1800’s. Visit sites from Tubman’s early years and the Harriet Tubman Underground Railroad State Park and Visitor Center. Learn the stories of her escape and repeated returns to rescue her friends and family. More than 30 sites in all, including the Bucktown Store where she was severely injured as a child, Linchester Mill, set amidst a secret network of abolitionists’ safe houses, the James H. Webb Cabin, a hand-hewn log home built by a free African American farmer around 1852, and more.

Caroline’s arts scene always offers something new in – music, classes, festivals, and studio tours. The culinary sector in Caroline will dazzle your tastebuds. Local farm stands ensure field to table freshness. Our local, gourmet baker will make your wedding cake memorable, and our culinary center housed in a renovated schoolhouse serves up healthy meals to eat in or take out and full-scale catering services. If you’re in the mood for a toddy, our brew pubs and cider tasting rooms offer unique and comfortable settings to destress and relax at the end of the day.  

With two State Parks, as well as private campgrounds, Caroline County is an outdoor lover’s dream. The parks offer off-road bike trails and other fun activities, and a self-guided cycling brochure offers six routes through gently rolling landscapes. Paddlers will find our unspoiled waterways calming and teeming with wildlife. 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. Of course, you can fish on the Choptank or Tuckahoe rivers for your dinner, and hunt on thousands of acres of state and privately-owned lands with aknowledgeable local guide or on your own. Check local seasons and requirements. 

You’ll find Caroline’s small towns are hubs of shopping and dining activity. Visit galleries, boutiques and antique shops to find the perfect treasure to take home. Take a cooking or an arts class, or catch a band at the local pub. History enthusiasts will want to visit 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.

Those looking to extend their stay will find an assortment of accommodations for all pocketbooks from a waterfront bed and breakfast known for its incredible service and bakery, to a family friendly motel, to full service campgrounds. So, come get rural in Caroline County, Maryland. You belong here!