#Luxury

#Wellness

#Coastal

#Boutique

From Montauk's surf-chic shoreline to Gatsby-coded Gold Coast castles, Long Island is the East Coast's most underrated luxury escape — and yes, I've stayed at all of these (it's research, babe). I hand-picked the properties that hit every aesthetic — coastal grandmother, wellness girlie, dark academia, old-money Americana — so you can stop doom-scrolling Instagram and start booking. IYKYK.

Hand-Picked Guide to Long Island's Most Iconic Luxury Hotels

8 Places

Gurney's Montauk Resort & Seawater Spa

Topping Rose House

The Maidstone

Shou Sugi Ban House

Marram Montauk

Baron's Cove

Sound View Greenport

Oheka Castle

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Hand-Picked Guide to Long Island's Most Iconic Luxury Hotels

by Vito

#Luxury

#Wellness

#Coastal

#Boutique

8 Places

Gurney's Montauk Resort & Seawater Spa

Montauk, NY

Iconic 1,000-foot private beach resort with the only seawater spa in North America — sunset cocktails on the deck, and the unofficial center of Montauk's luxury scene since the 1920s.

Topping Rose House

Bridgehampton, NY

Restored 1842 Greek Revival mansion with a Jean-Georges restaurant, a 1.5-acre on-site farm, and an Aman-coded pool scene — Hamptons luxury at its most intentional.

The Maidstone

East Hampton, NY

Scandi-chic boutique inn on Main Street with rooms named after Nordic icons (Greta Garbo, Ingmar Bergman) — coastal grandmother aesthetic with a Stockholm twist.

Shou Sugi Ban House

Water Mill, NY

Japanese-inspired wellness retreat with cedar-clad guest studios, an onsen-style hydrotherapy circuit, and plant-forward tasting menus — the wellness-girlie pilgrimage.

Marram Montauk

Montauk, NY

Surf-luxury beachfront boutique by the Bluestone Lane team — minimalist driftwood-toned rooms steps from the Atlantic and an outdoor firepit lounge that's basically a Pinterest board.

Baron's Cove

Sag Harbor, NY

Restored mid-century Sag Harbor classic by the Cape Resorts group with marina views, a heated saltwater pool, and a rocking-chair porch made for spritz hour.

Sound View Greenport

Greenport, NY (North Fork)

Mid-century motor lodge reimagined as North Fork beachfront chic — every room faces Long Island Sound, and the on-site Halyard restaurant is the move at sunset.

Oheka Castle

Huntington, NY (Gold Coast)

127-room French chateau-style estate built in 1919 — second-largest private residence ever built in America, an inspiration for Gatsby, and yes, you can actually book a suite.