Set snug against the sandy Sound shores, perfect for a sunset glass of vino.

Set snug against the sandy Sound shores, perfect for a sunset glass of vino.

In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.

Stretch those Jitney-cramped legs in spacious, beach cottage-inspired guestrooms. Arrive by boat? The 232-slip marina awaits.

Tucked in the heart of the village, with killer views over the Peconic Bay. Gaze accordingly.

Exudes airy 50s-era nostalgia yet doesn't forgo modern must-haves like WiFi, mini-fridges & flat screens.

Ocean views from every room and balconies to enjoy ’em.

Minutes from the famous Cooper’s Beach. Sunscreen up and go!

Revel in the oceanside pool, house cruiser bikes and bath amenities from Le Labo.

Brand new rustic hideaway, with a spot-on location between East Hampton and Amagansett. Also: private pool(!).

This Greek revival mansion fosters a classic-contemporary vibe with mid-century furnishings and original modern art.

Fresh revamp of a 1960s hotspot gives a nod to past celeb guests from Paul Newman to Jackson Pollock.

Small touches like free coffee and bottled water make a point by welcoming us warmly.

A dreamy Shelter Island resort that is only accessible by ferry offers direct beach access and endless opportunities to sit back and relax.

Well-connected home base 8 miles from the airport and 5 from Ronkonkoma station (LIR) – plus a free shuttle to both.

Soft & comfortably minimalist rooms are like that fave pair of jeans that’s broken in just right.

Idyllic setting just 100 feet from Sunset Beach and steps from Montauk Harbor.

Traditional style honors the hotel's historic past – it's been in operation since way back in 1874.

Inviting rooms rock daily housekeeping and free WiFi. Beds too, but that’s pretty much a given.

Stunner of a getaway in historic Port Jefferson Village, with enviable views of Long Island Sound.

Complimentary breakfast kick-starts both your metabolism and your day.

Chic and comfortable starting point for exploring Long Island's eastern beach towns.

First floor art gallery – and just ten rooms, all with playful palettes and well-stocked minibars.

This seaside stunner pulls out all the stops to provide that much-needed R&R. (Inner peace, consider yourself found.)

All-suite spaciousness with an open-plan layout and living/bedroom combo, plus free breakfast and 24/7 gym access.

Bearing the name of the 75-year-old tree in the center of Greenport Village’s central square, and just as beautiful.