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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

Dr. Martin Luther King, Jr. Freedom March

Support and celebrate freedom at the Dr. Martin Luther King, Jr. Freedom March...

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Celebrating the Life & Works of J.R.R. Tolkien

The Caroline County Council of Arts is hosting their annual Literary Supper on...

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January Events at the Riverside Country Inn

The Riverside Country Inn in historic Greensboro has a full lineup of great...

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Miracle on Market Street

Miracle on Market Street Friday, December 2nd 5:30 pm – 8:30 pm Downtown...

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26th Annual Turkey Trot

This event is a 2-mile walk, run, jog challenge from Denton Elementary school...

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The Rogues come to Caroline!

Friday Nites in Caroline brings the Celtic sounds of The Rogues to the North...

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43rd Annual Holiday Bazaar

Come out for this weekend for the 43rd Annual St. Benedict/St. Elizabeth...

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