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

The refurbished 50s-era hotel is all about cool minimalism, with platform beds and metal accents. Bask in the comfort of our luxurious bedding with Fretter linens.

Cheery, fear-no-color lobby invites you to hang out. Nab a stool at the bar or a spot in front of the TV.

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

Gorgeous, yet understated, sprawling resort on a huge, pristine beach.

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

Outdoor hangouts like the pool, al fresco seating & the BBQ area amp up the vacation vibes.

The sun, the surf, the Hamptons: you've made it.

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

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

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

Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.

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

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

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

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

Feelin' lucky? Onsite casino has your back if ya wanna roll the dice.

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

Immerse yourself in the epitome of luxury where refined interiors meet breathtaking ocean views, creating an unforgettable blend of coastal elegance.

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

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

It’s a turn-of-the-century 1905 historic home, but the interior design is anything but dated (style vibe is more streamlined & ultra-modern).

Long Island’s only green-built Feng Shui design. (My, don’t you feel harmonized with your surroundings?)

Triple-sheeted bedding, DIRECTV, Nintendo 64 and free WiFi... better double-check that you’ve put the ‘do not disturb’ sign outside.

Streaming your favorite playlists is a breeze with free WiFi.

Go ahead & hit that snooze button again. Airport’s less than a mile away (and there’s a free shuttle, obvi).

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

All rooms are suites of the plush, elegantly modern variety (with kitchens!).

Primo spot on the Gold Coast, strolling distance to antique shops, boutiques, galleries and restaurants.

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

Lovingly reno’d historic property, with many original details intact: ceilings, doors, fireplaces, built-in antique bathtubs and more.