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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

Explore Downtown Denton During Third Thursdays on November 19th

From a three course wine-tasting menu and live music at Harry’s on the Green...

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Ring in the Yuletide with Adkins Arboretum

Enjoy the magic of caroling along candlelit woodland paths when Adkins...

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Chef Steve Konopelski to Teach Thanksgiving Baking Classes

Steve Konopelski, pastry chef and owner of Turnbridge Point bed and breakfast...

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Caroline Weekly: Mid-October Edition

The Mid-October edition of the Caroline Weekly highlights events taking place...

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October 15th Third Thursdays in Denton

From an Octoberfest-inspired menu and live music at Harry’s on the Green to an...

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Second Saturdays at the Foundry: Pumpkin Painting

On Saturday, October 10, 2-4pm, the Foundry community art gallery will offer a...

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Adkins Arboretum Offers Free Admission Sept. 26

Adkins Arboretum will waive admission fees on Sat., Sept. 26 in recognition of...

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