Stunning landscapes, outdoor adventures, heritage experiences & small town charm…
Located on the Eastern Shore of the Chesapeake Bay and bisected by the Choptank River, Caroline County is a rural haven of agriculture, historic landscapes, and outdoor recreation. Less than two hours from Baltimore, Philadelphia, and Washington, D.C., it’s is the perfect destination for history buffs, nature lovers, and those seeking a quiet getaway.
Here you’ll find a relaxing lifestyle where you can retrace Underground Railroad pathways and visit captivating settings. Enjoy Caroline’s wealth of historic sites, nature preserves and parks, winding waterways, scenic countryside, and dining options.
Download our Group Tour Profile sheet here, or check out our sampling of group tour attractions below.
SIP, COOK, DINE, ENJOY
The Chesapeake Culinary Center offers cooking classes and catered lunches to groups of all sizes! They are also home to Shore Gourmet, a market and cafe that offers Maryland-made specialty products.
Faulkner Branch Cidery & Distilling Co. is a local distilling company that utilizes fruit grown from the on-site Blades Orchard. Explore their market or sample cider in their tasting room.
Harvest Ridge Winery offers wine tours and tastings to groups of all sizes.
Steve Konopelski, Patissier of Turnbridge Point, a waterfront B&B, offers cooking classes, catering, high tea and more. Chef Steve was a finalist on Food Network’s Holiday Baking Championship and is renowned for his pastries, cakes and culinary creations.
DISCOVER OUR HISTORY
The Harriet Tubman Underground Railroad Byway highlights the stories of Harriet Tubman, the Underground Railroad, freedom seekers and abolitionists. Stops include the James H. Webb Cabin, the Linchester Mill, Tuckahoe Neck Meeting House, the Caroline Courthouse Green and more.
The Museum of Rural Life in Denton highlights Caroline County’s rich agrarian history and includes portions of four historic houses.
The Linchester Mill was one of the last water-powered mills on the Eastern Shore. The campus features the mill, miller’s dwelling, Hog Island School, Hunting Creek, a nature trail and guided tours by appointment.
The Choptank River Heritage Center, housed in a turn of the century steamboat warehouse, tells the story of the heritage of this commercial and cultural trade Mecca.
EXPLORE OUR LOCAL ARTS SCENE
FACES (Fiber Arts Center of the Eastern Shore), is a destination for the area’s many quilt and fiber art enthusiasts. View works by fiber artists from the Delmarva Peninsula.
The Foundry is an art gallery and gift shop featuring the work of more than 40 local artists.
ENJOY THE OUTDOORS
Adkins Arboretum is a 400-acre garden and preserve with pathways that meander through native woodlands, meadows, streams and wetlands. Offerings include a visitor center, gift shop and gallery.
Schrader’s Bridgetown Manor features a 24-station sporting clay course, 25,000 acres of prime hunting property, certified instruction and a charming Bed & Breakfast.
FIND A TREASURE
There are many unique shopping experiences in Caroline County. Find a treasure at one of our many antique stores, stroll through the shops in our charming downtowns or bring home farm fresh produce from our many farm stands, including local-favorite Clayton Farms.
Contact us to help plan your tour at 410.479.0655 or firstname.lastname@example.org.
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- Agritourism Adventures
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- Heritage Experiences
- The Great Outdoors