This bed-and-breakfast in fact does date from 1708. There are four eighteenth-century guest rooms with original wood floors, beamed ceilings, four-poster beds, and clawfoot tubs and also more modern rooms and cottages. The cellar, dating to 1648, is an atmospheric place to have a glass of wine. Location is unbeatable: you can walk to the center of Southampton and the beach.
Beautiful, luxurious Everything about the 1770 House is luxurious and the staff goes out of their way to be charming. Originally built as a private residence for William Fithian in 1663, this place has been an inn since 1770. The six guest rooms and carriage house are all beautifully appointed; some rooms even have fireplaces and private entrances. The restaurant is also top-notch.
Landmark, atmospheric You feel like a guest in an old-fashioned mansion at the American Hotel. The hotel was built in 1846 at the height of Sag Harbor’s whaling heyday, but today, the American Hotel is one of the most elegant and charming hotels in the Hamptons, and offers a noted restaurant and bar. If that’s not enough, it is reputedly haunted by drowned whalers.
Unique, lovely Nowhere else on the East End will you find a hotel that looks like this. The public rooms and guest rooms are beautifully decorated in William Morris floral wallpapers and fabrics. Originally an eighteenth century house, the building was remodeled the house in the English Arts and Crafts style. Each guest room is different, and the spacious public rooms are inviting places to gather. The hotel is right on East Hampton’s Main Street, walkable to shops and restaurants.
Charming, luxurious The Maidstone (aka the William L.H. Osborn House) is another old East Hampton inn, built in 1840. But there’s no stuffiness here. The Scandinavian c/o hospitality group remodeled four years ago; now the guest rooms are filled with Scandinavian antiques and the bathrooms are luxurious. Freestanding cottages out back are frequented by celebrities to hide from the paparazzi. Want to sneak away from your adoring public? Borrow one of the vintage Scandinavian Kronan bikes available for guests.
Unpretentious, homey Briney Breezes is the quintessential Montauk family motel, right across from Umbrella Beach and a short walk to the village. It’s clean, relaxing, and has a huge greensward in front of the pool on which children play on summer nights. Many rooms are efficiencies, which makes it even more useful for family stays.
Cozy, pretty At the Hedges Inn, each well-appointed room overlooks either Town Pond or the beautiful gardens. The Hedges was built in 1873 as a summer boarding house and has been recently renovated with 21st century comforts. The front porch has been a favorite relaxing spot for generations of visitors to East Hampton and the inn is particularly renowned for its wonderful breakfasts.
There aren’t many places you can stay that have been an inn since the American Revolution. The oldest part of the house was built for Rev. Nathaniel Huntting in 1699. David Gardiner, the East Hampton historian described in the 1840s, described the “High merriment and frolicking, the oceans of flip” to be found at the Huntting Inn. While you’re not that likely to find flip on the menu of the Palm restaurant onsite, the rooms are picturesque and comfortably furnished with antiques, and the Main Street location means guests can walk to shops and the movies.
Private, relaxing At The Inn at Windmill Lane (formerly known as The Reform Club), privacy for guests is ensured: many have their own patios and seating areas. It combines European style with Hamptons relaxation. You can walk to the village; you can walk to the ocean, and the staff is extremely friendly and accommodating.
Cozy, chic The pet-friendly hotel, close to Crescent Beach, is a Victorian mansion that has been recently updated with modern beach chic and a French vibe. Each room overlooks the beautiful gardens; there’s also an outdoor bar in the garden and a bakery on th