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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

Fiber Arts Bazaar at FACES

The Fiber Arts Center of the Eastern Shore (FACES), located at 7 N. 4th Street in the Denton Artsway, invites you to their Fiber Arts Bazaar: A Celebration of Craft. The exhibit runs through January 3rd and...

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Third Thursdays in Denton December 18th

Rediscover downtown Denton as restaurants and businesses extend their hours on the 3rd Thursday of every month!  This month’s event will take place on Thursday, December 18th from 5:00 pm – 7:00 pm. December’s...

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Candlelit Caroling Celebration at Adkins Arboretum

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

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Gingerbread House Contest & Workshop

The Chesapeake Culinary Center invites you to participate in their Gingerbread...

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Miracle on Market Street Returns to Denton Dec. 13th

Downtown Denton invites you to celebrate the season at Miracle on Market...

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Third Thursdays in Downtown Denton

Rediscover downtown Denton as restaurants and businesses extend their hours on...

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Country Christmas House Tour in Preston

The Community Club of Preston, Maryland, will help you catch the holiday...

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