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United States›Maryland›Caroline County

Caroline County, Maryland

Local news, businesses, events, jobs, homes and marketplace for Caroline County, Maryland.

Entertainment in Caroline County

Music, film, theater and nightlife

Entertainment

Caroline County Live on the Waterfront

An upcoming entertainment listing in Caroline County, Maryland, open to the public.

Date
September 3, 2026
Venue
North Shore Hall, Caroline County
Admission
Free

Caroline County Farmers Market

Date: August 18, 2026

Caroline County Art Crawl

Date: August 21, 2026

Caroline County Trail Days

Date: August 25, 2026

Caroline County Food Truck Rally

Date: September 2, 2026

Entertainment

Caroline County Community Concert

An upcoming entertainment listing in Caroline County, Maryland, open to the public.

Date
August 31, 2026
Venue
Ironwood Hall, Caroline County
Admission
Free

Entertainment

Caroline County Maker Fair

An upcoming entertainment listing in Caroline County, Maryland, open to the public.

Date
September 4, 2026
Venue
Union Hall, Caroline County
Admission
Free

Entertainment

Caroline County Winter Market

An upcoming entertainment listing in Caroline County, Maryland, open to the public.

Date
September 25, 2026
Venue
Prairie Hall, Caroline County
Admission
Free

Entertainment

Caroline County Live on the Waterfront

An upcoming entertainment listing in Caroline County, Maryland, open to the public.

Date
September 6, 2026
Venue
Harborline Hall, Caroline County
Admission
Free

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