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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

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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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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