Greenport

Greenport sits at the eastern end of Long Island’s North Fork, where vineyards, farms and small towns eventually meet the waters of Peconic Bay and Long Island Sound. Once a major shipbuilding and fishing port, the village still wears its maritime history openly: clapboard houses, old storefronts, docks and 19th-century buildings surround a working harbour rather than a manicured resort waterfront. In recent years, designers, restaurateurs and independent hoteliers have added another layer, reviving old motels, inns and commercial buildings with a relaxed East Coast aesthetic. Compared with the Hamptons across the water, the North Fork remains pleasingly agricultural, nautical and a little less interested in showing off.

Food and drink are a major reason to be here. Farms, orchards and roadside stands supply restaurants with exceptional seasonal produce, while oysters, clams and fish connect the kitchen directly to the surrounding bays. The North Fork is also the heart of Long Island wine country, with vineyards producing increasingly convincing Chardonnay, Cabernet Franc, Merlot and sparkling wines. Greenport adds seafood shacks, bakeries, independent restaurants and bars to the mix, making it particularly well suited to the kind of day where a vineyard tasting somehow turns into oysters, another bottle of local wine and dinner by the harbour.

Greenport’s most interesting hotels reflect the North Fork’s reinvention. Historic inns and waterfront buildings coexist with restored roadside motels and design-led retreats that replace nautical clichés with good furniture, natural materials and a more contemporary interpretation of coastal America. At DNA Hotels, we curate the places where architecture, food, wine and maritime culture come together—hotels that capture Greenport at its best: salty, independent and stylish, but still recognisably a harbour town rather than the Hamptons in disguise.