Lodging on the eastern end and North Fork of Long Island tends to be either expensive or rustic, unless you have a fondness for dowdy bed-and-breakfasts. But among the vineyards and beaches are some outstanding options, such as the Harborfront Inn in Greenport and on the South Fork, the luxury Topping Rose House in Bridgehampton and the Maidstone in East Hampton. The Sag Harbor area is your best bet if you want to stay closer to the Hamptons wineries while a few great inns are available for travelers on the western end of the North Fork wine trail.
Please note that prices and other details can often change. We recommend that you call ahead before you go.
143 Main St.
East Hampton, NY 11937
Telephone: (631) 324-1770
Fax: (631) 324-3504
Suites: 1 carriage house
Rates: $310 to $835; carriage house from $835 to $1570
Services / Amenities: Breakfast Included; Free Internet Access; Laundry, Restaurant/Bar, Room Service; Access to East Hampton Point’s swimming pool, tennis court and playground
For more than two centuries, this elegant manor has served as a luxurious respite for visitors to East Hampton. Built in the 1640s as a private residence, the house was converted into an inn in 1770, and these days the six sumptuous rooms come with Frette linens and flat-screen televisions. Those up for trying some local wine can make the 10-minute trip by car to the South Fork wineries, including Channing Daughters or Wolffer Estate. A 45-60 minute drive will get you to North Fork wineries such as Pindar, Bedell and Lieb Cellars. Make dinner reservations at the hotel's popular restaurant, which holds Wine Spectator's Award of Excellence for its wine list; dishes include spicy local fluke tartare with hijiki, wasabi tobiko and radish and local black sea bass with sautéed asparagus, lemon brown butter and slivered almonds.
The American Hotel is located in downtown Sag Harbor, but also near several wineries.
49 Main Street
Sag Harbor, NY 11963
Telephone: (631) 725-3535
Fax: (631) 725-3573
Rates: $200 to $400
Services / Amenities: Free Internet Access, Jacuzzi, Restaurant/Bar, Room Service
An institution since 1846, the American is a three-story brick building in an upscale boating village. Several wineries are just down the road, most notably, Wölffer Estate. Eight guestrooms are tastefully decorated with Victorian antiques, and modern bathrooms have Jacuzzi tubs. The hotel's French restaurant is a Wine Spectator Grand Award winner with a 110-page wine list that has an especially strong selection of French, Californian and Italian wines, and the classic 19th-century bar is ideal for an aperitif.
Each room at the c/o Maidstone is inspired by a different Scandinavian icon.
207 Main St.
East Hampton, NY 11937
Telephone: (631) 324-5006
Fax: (631) 324-5037
Suites: 5, plus 3 cottages
Rates: $275 to $1,472
Services / Amenities: Babysitting, Beach, Concierge, Dry Cleaning, Free Internet Access, Laundry, Pet Services, Restaurant/Bar, Room Service
Back in the late 1700s, the Maidstone was a tannery and private residence owned by the Osbourne family. When the Hamptons became a popular summer destination for well-heeled travelers, the family began taking in overnight guests here and there. By the 1920s, it was a full-fledged inn. The 19th-century mansion was reopened in spring 2009 under c/o Hotels and is run by company founder Jenny Ljungberg. Each room has been completely redone to feature a different Scandinavian icon to celebrate Ljungberg's heritage. Plus, the hotel is focusing on green and sustainable amenities with the ultimate goal of becoming carbon neutral. Wine lovers can dine at the Living Room, the inn's restaurant, which has one of the largest cellars on the east end of Long Island, or take a short drive to area wineries. Wölffer Estate is just 10 minutes away and Duck Walk is a mere 20 minutes, both by car.
Many guestrooms at the Harborfront Inn have balconies overlooking the water.
209 Front St.
Greenport, NY 11944
Telephone: (631) 477-0707
Fax: (631) 702-2206
Rates: $249 to $759
Services / Amenities Breakfast Included, Concierge, Fitness Center, Free Internet Access, Pool, Room Service
There's no better place to stay in North Fork than Harborfront Inn. Rooms come with smart furnishings, flat-screen televisions, high-speed Internet access and luxurious goose-down comforters. Some rooms have balconies overlooking the harbor and Shelter Island, and the Terrace Suite offers a 1,000-square-foot terrace that's bigger than many apartments in Manhattan. Location is another bonus: The inn is on one of Greenpoint's main streets, right next to a picturesque marina and park with carousel. The inn is also within a 30-minute drive of about two dozen wineries and vineyards; among the closest is Corey Creek.
The bar area features a sitting area where guests can sip local Long Island wines by the glass.
Jedediah Hawkins Inn & Restaurant
400 South Jamesport Ave.
Jamesport, NY 11947
Telephone: (631) 722-2900
Fax: (631) 722-2901
Rates: $250 to $800
Services / Amenities: Breakfast Included, Free Internet Access, Restaurant/Bar
At the western end of the North Fork winery trail is Jedediah Hawkins Inn, the renovated 19th-century Italianate villa of sea captain Jedediah Hawkins. Each guest quarters is unique, decorated by individual designers; Cider, for example, is done in earth tones with accents of red, while Cocoa features rich browns, cream and light purple with suede walls. At Jedediah's, the inn's fine-dining restaurant, dishes are made with local ingredients, some even grown in the inn's own garden. Past dishes include native lobster with potato risotto, truffle and apple and lamb ribs. The wine list offers many Long Island wines, as well as international labels, by the glass and the bottle, ranging from $30 to $200.
The North Fork Table & Inn is run by Manhattan restaurant veterans from places like Gramercy Tavern and Aureole.
North Fork Table & Inn
57225 Main Road
Southold, NY 11917
Telephone: (631) 765-0177
Fax: (631) 765-0179
Rates: $250 to $275
Services / Amenities: Beach, Breakfast Included, Free Internet Access, Restaurant/Bar
The hip North Fork Table & Inn was launched in summer 2006 by an experienced Manhattan restaurant team: Aureole chef and chef/owner of Amuse Gerry Hayden, former Gramercy Tavern pastry chef Claudia Fleming and Mike and Mary Mraz of Hearth and Gramercy Tavern. The inn, which is on the eastern end of the North Fork winery trail, is decorated in a style that Fleming describes as "minimalist as well as comfortable," a pared-down aesthetic. Rooms offer queen-size beds, private bathrooms, flat-panel televisions and wireless Internet access. The spare but elegant dining area, with nooks and open spaces, gives diners privacy simply by the angled layout of the tables. The all-American fare changes with the seasons; past dishes include wild striped bass, East Coast swordfish and Long Island duck. The wine list features a mix of local and international wines.
Shinn Estate Farmhouse has a country feel but not in the literal sense, with its modern furnishings and amenities.
Shinn Estate Farmhouse
2000 Oregon Road
Mattituck, NY 11952
Telephone: (631) 804-0367
Fax: (631) 298-0216
Rates: $229 to $369
Services / Amenities: Breakfast Included, Complimentary Wine Tasting, Free Internet Access
Wine lovers stay in a century-old farmhouse on the grounds of Shinn Estate Vineyards, which pours a range of wines, from a blanc de blancs sparkler and a Sauvignon Blanc-Sémillon blend to Merlot and Cabernet Franc, in its tasting room. Guests can explore the grounds on foot or take a bike tour of the North Fork. Guestrooms offer views of the vines, earthy decor with splashes of color, and plenty of privacy, making this inn ideal for couples seeking romantic respite. Breakfast is served each morning, dishes like slow-cooked eggs with fresh griddled sausage, creamed leeks with fluffy biscuits and sunnyside-up duck eggs with asparagus risotto and maple-smoked bacon.
A beautiful neoclassical facade hides a host of luxury modern renovations.
Topping Rose House
One Bridgehampton-Sag Harbor Turnpike
Bridgehampton, NY 11932
Telephone: (631) 804-0367
Fax: (631) 537-0870
Rates: $395 to $3,000
Services / Amenities: Bicycles, Complimentary Car Service, Fitness Center, Free WiFi, Pool, Jacuzzi, Restaurant/Bar, Spa
Topping Rose is a stately white neoclassical house dating back to the 1840s, but while the hotel radiates old-fashioned charm, renovations and additions have brought the property into the 21st century. An emphatically modern extension was completed in 2013, adding 15 guestrooms, a spa and a fitness center to go along with the 7 rooms in the main building. The rooms are subtly stylish, underscoring the mix of old and modern themes. The hotel offers a complimentary car service but a bike may be all you’ll need to get around Bridgehampton. Two wineries—Wölffer Estate and Channing Daughters—are less than two miles away and the beach is within three. At the end of the day, have dinner in Tom Colicchio’s onsite restaurant or just have the food brought to your room.