The Almanac · Nine destinations · West → East
The gazetteer of the East End.
Nine villages strung along the South Fork, in the order the road reaches them from Manhattan. Each lists its distance, its character, and the passages that serve it directly.
Westhampton Beach
82 mi · 1 h 55 mWesthampton Beach is the western threshold of the South Fork and the quickest of the nine to reach from the city. A compact Main Street, the performing-arts center and a long run of ocean dune make it the fastest way to stand on a genuine Hamptons beach. Gabreski Airport just inland gives it a helicopter landing the smaller villages lack.
Quogue
84 mi · 1 h 58 mQuogue is Westhampton’s quiet neighbor — a small, tree-shaded village of understated estates, a nature refuge and a beach-club culture that keeps the volume down on purpose. It has no station of its own; the train leaves you a few minutes west at Westhampton.
Hampton Bays
88 mi · 2 h 0 mHampton Bays sits right at the Shinnecock Canal, the hinge between the western and eastern Hamptons. It is the down-to-earth one — fishing docks, casual seafood shacks and the long sweep of Ponquogue Beach — and the last village before the canal toll on a summer Friday turns the road to syrup.
Southampton
96 mi · 2 h 10 mSouthampton is the oldest English settlement in New York and the most established of the Hamptons: clipped hedgerows, the boutiques of Jobs Lane, and Coopers Beach, regularly ranked among the best in the country. It is the marquee western village and a common helicopter set-down.
Bridgehampton
101 mi · 2 h 20 mBridgehampton is the agricultural middle of the South Fork — potato fields turned vineyards and horse farms, the summer polo scene off Scuttlehole Road, and a short, high-end Main Street sitting exactly between Southampton and East Hampton.
Sag Harbor
104 mi · 2 h 28 mSag Harbor faces north onto the bay rather than the ocean — a former whaling capital with a deep harbor, a windmill-era Main Street and a writerly, bohemian streak the ocean villages lack. It is the natural end of the ferry crossing, just across the water from North Haven.
East Hampton
106 mi · 2 h 32 mEast Hampton is the name most people mean by "the Hamptons" — the village pond and windmill, Main Beach, and the busiest seasonal airport and heliport on the East End. It is the headline destination for air arrivals and the hinge of the eastern villages.
Amagansett
108 mi · 2 h 38 mAmagansett is the low-slung, surf-leaning village just east of East Hampton — clam bars, a historic Main Street, and some of the most coveted ocean stretches on the South Fork before the road thins out toward Montauk.
Montauk
120 mi · 2 h 55 mMontauk is the literal end of the line — "The End," where Long Island runs out at the lighthouse. It is the furthest, wildest and most independent of the nine: a fishing and surf town that became a scene without losing its docks. From Manhattan it is the longest haul by every passage, which is exactly why the air routes earn their fare here.