The Hamptons are considered the ultimate Long Island destination, but locals in nearby Greenport, as well as tourists who stumble across this hidden gem on the North Fork, don’t usually mind that. Sleepy charm looks good on this beachside village right on the Peconic River. But with a thriving restaurant and arts scene, you also won’t run out of things to do.

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To get a feel for the region around Greenport, check out Kontokosta Winery or spend a day at Island’s End Golf and Country Club. Enjoy the scenery of Inlet Pond County Park. Or if you’re willing to make the drive, head out on an adventure to the beautiful Orient Beach State Park.

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