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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

Friday Nites presents Bay Country Chorus in Federalsburg

The fall season of Friday Nites in Caroline continues in November with The Bay Country Chorus at the Caroline County Public Library’s Federalsburg Branch, on Friday, November 7, 2014, 7:00 pm. Admission is free....

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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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Halloween Bash at Chesapeake Culinary Center November 1st

Join the Chesapeake Culinary Center for a spooktacular time at their inaugural...

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Walls of Bluegrass Reunion Slated for October 18th

An unprecedented reunion is set for Saturday, October 18, 2014 at the...

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October 18th Third Thursdays in Downtown Denton

Where can you enjoy Game Day food and drink specials, shop for Halloween and...

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Haunted Ghost Walk in Denton October 8th!

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

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A Literary Evening with Mark Twain

Celebrate the life and times of the American writer and humorist Mark Twain on...

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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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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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