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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

Four Seasons, Plein-Air Oil Paintings by Julia Sutliff, on View at Adkins Arboretum

Guaranteed to lift the spirits even in the sultriest days of summer, Julia...

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August Third Thursday in Downtown Denton

You’re not going to want to miss this month’s Third Thursday in Denton on...

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2016 Heartland Quilters’ Shop Hop

Heartland Quilt Guild of the Eastern Shore will be hosting it’s 8th annual One...

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2016 Caroline Summerfest: Jazzin’ in the Streets

Caroline Summerfest is a free two-day family arts and entertainment festival...

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2016 Paddlefest on the Choptank

The 7th Annual “Paddlefest on the Choptank” hosted by the Caroline...

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September Events at the Preston Historical Society

September is a busy month at the Preston Historical Society. The museum,...

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July Third Thursday in Downtown Denton

You’re not going to want to miss this month’s Third Thursday in...

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