The Best Hotels to Book in Long Island, New York

Its no surprise the A-listers of the old Hollywood era used to party at Oheka Castle
It's no surprise the A-listers of the old Hollywood era used to party at Oheka Castle | Courtesy of Oheka Castle Hotel & Estate / Booking.com
Nick Dauk

What comes to mind when you think about vacation on Long Island? Are you sipping on the vino at Martha’s Vineyard, meandering through the Gatsby-style mansions, or kicking back poolside after a day spent by the sea? Are you simply desperate for a nautical escape from New York City? No matter what type of traveler you are, and what kind of holiday you need, these Long Island hotels are a breath of fresh (sea) air – all bookable on Culture Trip.

1. Danfords, for nautical-themed rooms

Suite Hotel, Hotel, Spa Hotel

Twin room at Danfords Hotel & Marina, which has two beds with white bedding and dark-wood headboards, as well as dark-wood furniture
Courtesy of Danfords Hotel & Marina / Booking.com

If you’re lucky enough to arrive at this Port Jefferson Village hotel by boat, dock it at the onsite private marina in North Shore. Sip a cool mimosa on the huge wraparound porch as you keep an eye on your baby. Inside, you’ll find nautical-themed rooms with overstuffed armchairs and Keurig coffee machines for your morning brew. Some rooms come with seating areas or balconies but, if they’re taken, console yourself with plate after plate at the well-loved Sunday brunch buffet.

2. Topping Rose House, for a chic weekend getaway

Luxury, Hotel

Modern-looking room at Topping Rose House with a large bed, gray headboard and seating, and large doors leading out to a lawn area
Courtesy of Topping Rose House / Booking.com

Housed in a white clapboard mansion in Bridgehampton with a design-led minimal annex, this ultra-chic hotel will soothe the most uptight New Yorker. If you like period features, choose a paneled room in the main house or pick the additional rooms with modular furniture, modern art and floor-to-ceiling windows; some have terraces. Suites mean you get a rooftop terrace but, if you don’t upgrade, a lounger by the pool is a good enough place to sip a chilled glass of rosé. Take the free five-minute shuttle to the beach, although taking the complimentary Lexus for a spin may prove more tempting.

3. Oheka Castle, for European elegance

Hotel, Luxury, Guesthouse

Aerial view of Oheka Castle Hotel & Estate, including the main grand building, the well-kept lawn and ponds, and the surrounding forest
Courtesy of Oheka Castle Hotel & Estate / Booking.com

Built on Long Island’s highest point, the so-called Gold Coast, in 1919, early A-listers of the old Hollywood era such as Douglas Fairbanks and Charlie Chaplin used to party here. With an impressively long pebbled drive, manicured lawns and a photogenic lake, this chateau-style estate in Huntington woos wedding couples and anyone seeking European-style extravagance. Everything is expensive-looking; there’s a golden quality to rooms lined with original artwork, fireplaces and shiny chandeliers. Up your game at breakfast, bucking the usual croissant for an à la carte dish such as roasted asparagus frittata.

4. The Harbor Rose, for a healthy harborside retreat

Bed and Breakfast

Room at The Harbor Rose Bed & Breakfast with a large double bed, wooden flooring, a fireplace, and walls painted in pastel colours
Courtesy of The Harbor Rose Bed & Breakfast / Booking.com

Perched on the Cold Spring Harbor shoreline, Deirdre, the owner of this white clapboard former rectory goes all out to cosset you with flouncy fabrics draped across beds, real log fires in winter and considerable amounts of antiques. Then there’s the organic vegan farm-to-table breakfast where you can eat as much as you like. And who doesn’t want a guest pantry to pilfer goodies from at any time of the day or night? Being 1mi (1.6km) from Huntington Village means taking your pick of the chef-owned restaurants that line the quaint streets.

5. The Roundtree, for homey relaxation

Luxury, Boutique Hotel

Modern reception area at The Roundtree, Amagansett, with pendant lighting, gray sofas, and a black table and chairs
Courtesy of The Roundtree, Amagansett / Booking.com

Looking for one of the best hotels in the Hamptons? This laid-back base in Amagansett is up there with the finest. Choose from an airy room, spacious suite or three-bedroom, pet-friendly cottage. It’s a home-from-home kind of hotel, with wooden floors, beechwood dressers and fresh flowers on the tables. Tuck into a breakfast of warm pastries, fresh fruit and good coffee from nearby Jack’s Stir Brew. Afterwards, make use of the free bikes to cycle to Indian Wells beach. Come nightfall, it’s not just kids that hang by the s’mores station when the fire pit is lit.

6. The Garden City Hotel, for a couples' retreat

Luxury, Spa Hotel

The indoor pool at Garden City Hotel with warm lighting, deck chairs and potted plants.
Courtesy of Garden City Hotel / Expedia

We’re all for first-class vacations without the long flights. The Garden City Hotel – in Garden City, no less – is just 22mi (35km) from Manhattan. Before you know it, you’ll be dining on pastrami salmon and cheesecake lollipops at the Red Salt Room. It’s not coastal, and the room look is corporate-cool, but it’s an agreeable oasis for weddings and romantic escapes. On which note, the plush Luxe Dreams pillow-top mattresses are made for making the most of, so why not dial the room service to get some exquisite meals delivered right to your room?

7. Preston House and Hotel, for design fans

Boutique Hotel

The dining area at Preston House, including wooden tables, gray seating and wood-panelled walls
Courtesy of Preston House / Expedia

With a charging station for your Tesla, it’s clear that the century-old Preston House and Hotel in Riverhead is ahead of its time. The decor is Scandi-funky (pale wood and Japanese-look ceramics in the rooms), and there are indoor/outdoor pools for any-season soaking. But it’s the old-world hospitality that speaks volumes about this hotel’s eternal popularity. The staff rocks up promptly for the nightly turn-down service, and there’s round-the-clock assistance for hair and make-up. Indulge in New American dining here: the restaurant does a great lobster roll with citrus mayo and fries.

8. Inn at Great Neck, for 1920s style

Boutique Hotel

Twin room at the Inn at Great Neck with two double beds, maroon-coloured carpet and walls, with artwork on the walls
Courtesy of Inn at Great Neck / Expedia

Here’s a travel hack for your next NYC getaway: go budget in Manhattan, then take the train for 20 minutes out to Long Island’s Gold Coast for the splendor of the Great Gatsby era at the Inn at Great Neck. The bar and brasserie are zingy odes to the Jazz Age, with dashes of art deco. The rooms and suites, if more orthodox decoratively (fitted carpets, well-dressed beds) are super-comfy. There’s even a hydrotherapy suite with a two-person whirlpool tub. The restaurant does NY strip and drunken mussels (in wine). And Riverhead has some fine sandy beaches, too.

9. Viana Hotel & Spa, for a sustainable stay

Eco Hotel

Room at Viana Hotel with a double bed, a large beige headboard, beige carpets and beige wallpaper
Courtesy of Viana Hotel / Expedia

Reduce that carbon footprint at Viana Hotel & Spa, the only LEED-certified green-built hotel on Long Island. It’s a business-like rather than a boutique place to look at, with bamboo towels and robes for cozying up after a soak in the marble bath. Botanically based skincare treatments will rejuvenate you at the spa. Just don’t come expecting the ocean on your doorstep. That said, (gluten-free) Long Island Little Neck steamed clams are among the local produce on the menu at Marco Polo’s – the perfect fuel for when you’re done playing at the indoor lap pool with your kids.

10. Hotel Indigo East End, for pet-friendly lodgings

Chain Hotel, Spa Hotel, Hotel

A room at Hotel Indigo East End with two double beds, a TV and a work desk.
Courtesy of Hotel Indigo / Expedia

See, hear and taste the best of Long Island at Hotel Indigo East End. Before you hop on the North Fork Wine Trail, stop at Hotel Indigo’s Bistro 77 for a glass of vodka distilled from Long Island potatoes. After buying the perfect souvenir at the boutique shops on Riverhead’s Main Street, find inner peace with a massage and a facial at the hotel spa. Split your time, taking in picturesque ocean views and studying the insides of your eyelids as you sink into a comfortable bed – perhaps even with your four-legged friend beside you. Pets are purrfectly welcome.

11. Montauk Manor, for old school charm

Independent Hotel, Hotel

Aerial view of Montauk Manor, including the grand main building, the outdoor swimming pool and the surrounding lawn area
Courtesy of Montauk Manor / Expedia

Carl Fisher – the man who conceived Miami Beach – was also the force behind this majestic pile: arrestingly English Tudor architecturally and magnificent, sitting high on a verdant hill. It’s redolent of Jay Gatsby today, with its Spanish arches, potted ferns and generous armchairs with lion-paw feet. But modernity is in the mix, too: the day spa peddles stone therapy and pre-natal massages. You’ll love hitting balls in the Montauk Manor Tennis Program, and you’ll have to at least once hit the beach – it’s all laid on for you, with chairs, umbrellas and bonfires, too.

Jo Fernandez contributed additional reporting to this article.

Looking for more stays on Long Island? Check out the best hotels in the Hamptons, New York, bookable with Culture Trip.

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