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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

September Offerings at Tuckahoe & Martinak Parks

September is right around the corner and the Tuckahoe State Park Complex in Caroline County will debut several month-long programs for both children and adults that are guaranteed to keep the season of outdoor fun...

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Outstanding Dreams Alpaca Farm to Host Alpaca Festival

Outstanding Dreams Farm invites you to their 6th Annual Alpaca Festival on Saturday, September 20th from 11:00 am – 5:00 pm and Sunday, September 21st from noon- 5:00 pm.  The farm, which is located at 24480...

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So Long Summer: Chesapeake Culinary Center to host End of Summer Celebration

Come enjoy the last days of summer with burgers and brews at the inaugural End...

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2014 Tubing on the Choptank to take place on August 30th

Join the fun and come float or boat down the Choptank to benefit the Caroline...

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August Events in Caroline County

Summer is in full swing in Caroline County and there are tons of fantastic...

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Farmers’ Market Returns to Downtown Denton

The Denton Farmers’ Market has returned for the season to a new location. The...

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FACES presents “The Art in Dolls”

  On exhibit at FACES June 19th – August 23rd FACES (Fiber Arts...

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Federalsburg Farmers’ & Flea Market

Saturdays through November 7:00 a.m. – 2:00 p.m. Market Place Parking...

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Stitching Stories of Freedom Quilt Trail Honors Underground Railroad

“Stitching the Stories of Freedom: A Byway Quilt Trail Honoring the...

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Adkins Arboretum Launches Underground Railroad Audio Tour

The Eastern Shore’s natural landscape provided a passageway to freedom along...

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Haunted Ghost Walk in Denton

Feeling brave? Chesapeake Ghost Walks will be leading a haunted stroll through...

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Shop Local at Third Thursday August 21st in Denton

 Where can you find one-of-a-kind gifts and home decor, dine on the porch with...

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Caroline Summerfest: Cruising Back to the 50s

Caroline Summerfest, the traditional end of the summer celebration in historic...

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