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Come spend the weekend with Caroline!

Welcome to Caroline County

Located on the Chesapeake Peninsula between the Choptank River and the Mason-Dixon Line, Caroline is the perfect destination for heritage enthusiasts and outdoor adventurers. Here you’ll find a rural and relaxing lifestyle where you can ease all the way back to the 1700’s, retrace Underground Railroad pathways, and revisit captivating stories of the Civil War. Enjoy Caroline’s wealth of unique heritage experiences, nature preserves, winding waterways, gently curving countryside, small town charm and one-of-a-kind group excursions.

Most Recent Articles

Bayside Art Bee exhibits at FACES August 25 – November 15

The Fiber Arts Center of the Eastern Shore invites you to explore Art from the Edge featuring the artists from the Bayside Quilters Fiber Arts Bee.  This exhibit showcases the quilters’ imagination and creativity,...

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Third Thursdays in Downtown Denton September 18th

Where can you shop for Fall decor, get your car washed by a Denton Police Department Explorer Cadet, enjoy delectable dining, check out some of latest Open Houses in Denton or get in a quick workout? Downtown...

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Linchester Mill to Host Antique and Art Festival

Come join the fun at the Linchester Mill’s Antiques and Art Show on...

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September Offerings at Tuckahoe & Martinak Parks

September is right around the corner and the Tuckahoe State Park Complex in...

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Outstanding Dreams Alpaca Farm to Host Alpaca Festival

Outstanding Dreams Farm invites you to their 6th Annual Alpaca Festival on...

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Haunted Ghost Walk in Denton

Feeling brave? Chesapeake Ghost Walks will be leading a haunted stroll through...

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Farmers’ Market Returns to Downtown Denton

The Denton Farmers’ Market has returned for the season to a new location. The...

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Federalsburg Farmers’ & Flea Market

Saturdays through November 7:00 a.m. – 2:00 p.m. Market Place Parking...

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Stitching Stories of Freedom Quilt Trail Honors Underground Railroad

“Stitching the Stories of Freedom: A Byway Quilt Trail Honoring the...

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Adkins Arboretum Launches Underground Railroad Audio Tour

The Eastern Shore’s natural landscape provided a passageway to freedom along...

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Shop Local at Third Thursday August 21st in Denton

 Where can you find one-of-a-kind gifts and home decor, dine on the porch with...

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