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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

Holiday Open House at Outstanding Dreams Alpaca Farm

Outstanding Dreams Alpaca Farm invites you to get a head start on your holiday...

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Friday Nites presents Bay Country Chorus in Federalsburg

The fall season of Friday Nites in Caroline continues in November with The Bay...

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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...

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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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