Technically Long Island stretches all the way from Brooklyn to Montauk, but for most people the idea of Long Island only really starts after the city has well and truly receded behind them. Then in front of you are the windswept sand dunes, rolling vineyards, charming old fishing ports and upscale summer resorts of a romantic golden age of glamour. Some of the best places to stay on Long Island are still quite glamorous, though our Guru’s list also includes some great value options.
Long time haven of relaxation, there are many choices when it comes to choosing the best places to stay on Long Island for you. To an outsider the obvious choice might be The Hamptons - made famous by numerous books and films. Historic and historically favoured by both wealthy and artistic communities, The Hamptons are a string of small villages: Southampton for the museums and the beautiful arching beaches, Bridgehampton for the restaurants and shopping, East Hampton favourite of the highest profile celebrities and pretty little Sag Harbour.
South Shore is another Long Island option, easily reached by train from New York, this is the place for beach lovers. Or there’s North Shore, which is even closer to the city, and made desirable by Gatsby-types in the 20s. North Fork has Greenport and the vineyards and the farms. And right at the far tip is Montauk, known for its surf culture and the wonderfully evocative Montauk Point Lighthouse, which has been in operation since 1796.
Bridgehampton (New York State)
Beautifully grand converted home in Bridgehampton, a few miles from unspoiled beaches. Perfectly designed spacious rooms, heated outdoor pool & spa, on-site farm providing for the renowned Jean Georges restaurant, and complimentary cars and bikes to explore the spectacular surroundings.
East Hampton (New York State)
Eclectic and Scandinavian-inspired hotel in the Hamptons with unique and individually designed stylish rooms. Relax in the private gardens, cycle the 1 mile trip to the beautiful white sands of the East Hampton beach, and dine at the intimate and richly decorated American-Scandinavian restaurant.
East Hampton (New York State)
Intimate inn just minutes from the heart of East Hampton Village. Retaining its original architecture and colonial charm, the rooms boast antique furnishings complimented by luxurious, modern amenities. The comfort is enhanced by beautiful gardens, a stylish library, and first-class dining.
Shelter Island (New York State)
Seaside hotel on Shelter Island with spectacular views. A tastefully renovated 1960s motel, the hotel, both intimate and lively, has a popular outdoor restaurant and bar. Each room has a private sundeck, hardwood floors and modern furnishings, and the hotel opens out onto a stunning private beach.
Sag Harbor (New York State)
1846 townhouse has eight rooms, a popular and lively restaurant and an award winning 85-page wine list. Rooms are comfortable with American antiques and private bathrooms. French classical is on the menu, and the staff are top notch. Hop on to the owners 75 foot John Trump houseboat for the day.
East Hampton (New York State)
Arts and Crafts inspired architecture in manicured gardens with a pool and spa. British in feel, rooms are contemporary and luxurious. Breakfast is served in-room or on the terrace. East Hampton offers golf, water sports, tennis, great walks and many dining opportunities with lively bars.
New York State (P.O. Box 1803)
Sophistication pervades every space of this intimate smalltown hotel, lovingly restored to deluxe boutique status. Each of the rooms are decked out in a soothing palette of pastel greens and blues, and hardwood furniture adds a rustic touch. Yoga, massages, on-site bar and dining, and friendly staff
Southampton, New York State
Perfect getaway location, with top-notch hospitality, family-run charm and all the modern amenities you might need. A friendly, professional inn with exquisite breakfasts and five delightful rooms each with unique charm in a historic property. Stunning English garden and seasonal outdoor pool.
New York State
Regal French-style château built as a private residence in 1919, now a remarkable and opulent choice for the discerning visitor to Long Island. Interiors are sophisticated with lavish furnishings. European cuisine at the bar and restaurant, gym, in-room massage and wedding/event planning available.
New York State
Perfect location for guests with a sense for refined elegance. Interiors are Art-Deco inspired, featuring a palette of golds and creams, Serendipity Suite Sleeper Beds with gel infused pillow top mattresses, oversized marble bathrooms and designer throw blankets. Enjoy French/American fusion dining.
Bridgehampton (New York State)
Homey yet up-scale establishment for guests who want to relax while enjoying the fine lifestyle of the Hamptons. Rooms have four poster beds and antiques, private patio access, and well-appointed bathrooms. French-trained chef offers "thoughtfully playful" menus which change with the seasons.
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