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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

Miracle on Market Street Returns to Denton Dec. 13th

Downtown Denton invites you to celebrate the season at Miracle on Market Street, an all day celebration on December 13th in historic Denton.  This family-friendly event will feature the Holiday Marketplace, Santa...

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Country Christmas House Tour in Preston

The Community Club of Preston, Maryland, will help you catch the holiday spirit with their Country Christmas House Tour on Saturday, December 6, 2014.  Five waterfront homes near Preston will open their doors that...

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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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Third Thursdays in Downtown Denton

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

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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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