Cutchogue is packed with seven wineries — including Long Island’s very first. Most of them sit nearly shoulder to shoulder on Main Road, and feature some of the island’s most revered and picturesque tasting rooms.
A historic hamlet that beckons you to linger
The name Cutchogue is from an Algonquin word meaning “principal place,” and that’s an apt description. This agricultural hub consists of only 10 square miles but features everything that makes the North Fork so desirable. The charming village has intriguing shops. The Cutchogue Village Green features the Old Cutchogue Burying Ground (dating from 1717) and six other historical sites, including the 1698 Old House. The farmland scenery that unfurls toward the water is stunning, and the wineries often double as social hubs of the hamlet, hosting regular events and music year-round.
Distinctive homes in serene settings
The variety of homes for sale in Cutchogue, combined with the hamlet’s many attractions, makes this area an especially alluring destination. Nassau Point has some of the finest white sand beaches and grandest homes around. You can also find capes and farmsteads, squat shingled beach shacks and colonials that still have throwback features like fireplaces in every bedroom. There’s even some new, 2-bedroom condos aimed at active 55-and-older homeowners.
This farm, which began in 1661, allows you to pick your own strawberries, raspberries, cherries, blueberries, apples, and peaches. Or try their fresh apple juice and cider donuts.
Wine Enthusiast has named Bedell one of the Top 25 tasting rooms in America for its excellent vintages and expansive, 100-year-old barn and veranda tasting room.
This versatile Italian restaurant is owned by a father-son duo. Their wine list earned a Wine Spectator Award of Excellence in 2016.