20 Best Hotels in Long Island, New York

"Top Chef" judge and renowned chef Tom Colicchio oversees both the restaurant and rooms at this posh, culinary-focused Bridgehampton inn, centered around a Greek Revival-style mansion built in the 1840s for Judge Abraham Topping Rose. The property later passed into the hands of other prominent families before housing a series of inns and restaurants. In 2010 it was purchased by two big-time former CEOs who spent about two years renovating and expanding the place to its current incarnation. In addition to snagging Colicchio as the overall operator, the inn has assembled an industry dream team to serve as general manager, chef de cuisine, food & beverage director and pastry chef—a lot of firepower for a place with just 14 accommodations. Rooms are spread over three locations: the original mansion houses king and twin rooms and two one-bedroom suites; the modern, loft-like Studio has three large king rooms; and four three-bedroom Cottages—each with private outdoor space—are located between the inn's orchard and farm. (Cottages can be booked as one unit or divided into three separate rooms.) All options have Frette linens, Naturopathica bath products, flatscreen TVs, and customizable mini-bars. Amenities include a swimming pool, complimentary bikes and a beach shuttle, yoga and Pilates classes, and a Naturopathica spa. The real draw, of course, is the restaurant, with its wraparound porch, two-fireplace bar, and upscale American menu highlighting local wines, seafood, meats, and produce from the Topping Rose Farm.

This 1929 colonial-style inn has a colorful history, including being a 1970s disco with lederhosen-clad dancers, but today it's a peaceful retreat, with staff that makes you feel like family. Tucked away in a secluded spot at the end of Ram Island, its lawns, scattered with Adirondack chairs, slope down to Coecles Harbor with a small and scenic beach for swimming or sailing. Rooms, furnished in simple country style are bright, and special rates and packages are offered throughout the year. The restaurant is known for outstanding seasonal fare and its Sunday sunset jazz dinner (May to late October).

Deep red walls, antique furnishings, oversized mirrors, and chandeliers make this classic Victorian home a little bit eclectic and a little bit sexy, and place it in a class of its own. The owner—a California transplant who visited Greenport several years ago and loved it so much that she never left—will always welcome you with open arms. It's got a great porch on which you can enjoy a bottle of local wine or beer from the neighboring Greenport Brewery. It's also just steps away from Main Street shops and restaurants. Breakfast includes local farm eggs and vegetarian and vegan options. By design, rooms don't have TVs to allow guests here a true retreat and digital decompression.

This historic home in the heart of Southampton Village fulfils many a wish list, with its central location and quintessential colonial style, from the wide clapboards outside to the wood beams and four-poster beds within. The name dates it as accurately as possible, and it sits on an earlier cellar dating to 1648. Antiques, Asian rugs, and rich fabrics abound, and public areas include an informal card room, a more formal dining room, and an even more formal parlor. Some rooms are elegantly rustic; others are simply elegant, and all are true to the age and style of the house. Children under 12 are welcome in the cottages, which also feature kitchens. Breakfast, afternoon tea, and unlimited soft drinks and beach parking passes in season are included.

There's an intimate feel to this gracious 18th-century inn, where rooms are furnished with an eclectic collection of early-American and English antiques, and little extras like gourmet snacks add a welcoming touch. Each room is equipped with a flat-screen TV, top quality bed linens and duvet, and Internet access, and some have fireplaces and private entrances. Outside, guests can relax in the flower-bordered patio and yard. Dinner is available at the highly-regarded restaurant, which consistently earns rave reviews for its innovative and fresh approach.

Minutes from the Long Island Sound, world-class golf courses, vineyards, and restaurants, this reasonably-priced North Fork inn features a main house and a few nearby properties including family-friendly efficiencies. A lovely Victorian house has three simple but nicely-appointed suites and four efficiencies, further efficiencies out back have fully-stocked kitchenettes, there's a cottage with two bedrooms, and an apartment that sleeps five and has a porch overlooking the neighboring lavender farm. They all share the outdoor pool and picnic area, making it a popular choice for families.

There's an upscale yet homey country feel to this stately 1795 clapboard inn within walking distance of the village center, and it's operated by the same family that owns the Loaves & Fishes food shop in Sagaponack. Beautiful antique dressers and mirrors decorate the rooms, and many of them have four-poster beds. An expansion project will provide greater capacity, in the same cozy style, for 2015. The sumptuous English breakfast, served in the dining room or on the veranda, is one of the biggest treats here.

Be prepared to be spoiled silly at this gorgeous bed-and-breakfast owned by Christopher Allen, who worked as a butler before opening this with his wife Kimberly. Rooms are decorated to represent the estates the owner worked in. Home-cooked hot breakfast includes a frittata with vegetables from the garden and Kim's delicious banana-stuffed French toast.

A hip and sophisticated take on a classic Greek Revival inn, this town-center lodging has been in operation since the 1870s, but its current owners, a Swedish hospitality group, have endowed it with cool Scandinavian flair. Each of its spacious and luxurious rooms and cottages is uniquely designed and inspired by artists, designers, writers, and scientists, ranging from modern edge to cozy traditional. Rooms in the three cottages can be rented singly or combined to accommodate larger groups, making it a family-friendly option. In the restaurant the chef prepares sumptuous daily specials using fresh local seafood and produce as well as Swedish imports like Västerbotten cheese. The garden hosts live music, cocktails, an Ping-Pong on weekends. A continental Scandinavian breakfast is included in high season and on weekends in the off-season.

Within walking distance of the beach and the village, this large Victorian house right off Main Street may not be luxurious, but it's a convenient option if you're traveling without a car. If you're looking for a clean place to rest your head after a day at the beach, this is a nice, affordable choice, and families will appreciate the babysitting and childcare services. Breakfast is served in a main dining area, and use of outdoor grills and the Ping-Pong table is encouraged. The hotel is affiliated with the Eastside Tennis Academy, and packages are available.

This clapboard inn overlooking Town Pond surrounds you with comfort and charm, and guests here are treated like family. Less than ¼ mile from the beach, the inn is also within walking distance of shops, a movie theater, and restaurants. The complimentary breakfast includes items like waffles, frittata, eggs any style, smoked salmon, and homemade sausage. Guests can relax at the cozy on-site bar.

Old elms and maples surround this charming white clapboard inn, home of The Palm restaurant, in the center of town. Each room is individually furnished with reproductions of 18th-century antiques. The gardens are delightful. Ask about off-season special spa and dining packages.

Art deco–style motifs dominate the lobby and rooms of this four-story hotel, a member of the Small Luxury Hotels of the World group. The inn, opened in 1995, is in the center of Great Neck Plaza, surrounded by shops and restaurants. Rooms have large windows and desks, plush carpeting, and streamlined furnishings. Bathrooms have marble vanities; some have whirlpool tubs.

With some villas sleeping up to four guests, this is a great choice for families, and the fact that it's owned and run by two chefs is good news for foodies too, and everyone appreciates the sea views and proximity to the waterfront and beaches. Guest quarters are in seaside villas or the main house, which dates from 1857; some have sea views, and all are beautifully decorated and have private bathrooms. A covered veranda overlooks Shinnecock Bay, and ocean beaches are just minutes away across the Ponquogue Bridge. Stay midweek for for Food Truck Wednesday, sponsored by the on-site paddleboard company, with outdoor music, bar, and, of course, a food truck; the party happens rain or shine.

A perfect base for exploring the North Fork's wine country, this boutique hotel occupies a grand 1863 Italianate building and provides luxurious accommodations, beautiful, peaceful surroundings, and impeccable service. Amid 22 acres of fragrant gardens and farmland, the former home of a local sea captain has been meticulously restored so that each guest room has a unique theme, and its dedication to honoring the local heritage earned it a New York State Historic Preservation Award. Without even leaving the building you can enjoy yoga classes, live music, formal farm-to-table dining, a casual "speakeasy," and countless opportunties for relaxation. For the ultimate splurge, go for the 800-square-foot Belvedere Suite, complete with cupola affording a 360-degree view of the property.

Hospitality is the hallmark of this charming shingle-covered colonial inn, where every bedroom has antique cast-iron beds and country pine furniture. Each shabby-chic room also seems to be filled with yard upon yard of fabric: generous floral table covers and drapes, white duvets, and quilted spreads. From here it's a 15-minute walk to Southampton and a mile to a public beach.

Built in the 1790s as a classic Cape Cod cottage, this place has been turned into anything but your typical B&B—rooms have each been luxuriously designed around a particular theme, with the utmost good taste and flair. Each room has a fireplace, and beds have feather mattresses and high-thread-count cotton sheets that would be hard to leave were it not for the savory smell of the professionally cooked brunch wafting up the stairs.

With a shuttle to the beach, lots of on-site activities, and a quick walk to Southampton's shops and restaurants, this modern inn ticks a lot of boxes. Rooms have contemporary country furniture and fittings and the beds have down comforters and lots of pillows. Outside, Adirondack chairs are scattered throughout the expansive, formally landscaped grounds that include a patio courtyard, a large outdoor pool, and tennis courts. For a fee, seasonal residents and locals can get a membership to use the recreational faciltities here.

Built in 1880, this green-certified bed and breakfast is in a good, central location by the water, and just steps from Mitchell Park and the Main Street shops, restaurants, and museums. You can take the train from the city for a quick getaway, and would only need a car for exploring beyond Greenport. Breakfasts are copious, and include home-baked breads, free-range eggs, and treats such as German apple pancakes with raspberry coulis. Each generously appointed room has ensuite bathroom, a flat-screen TV, and free Wi-Fi. Ask about the Vine Time Wine Getaway special.

This is one of the few places you can go in Montauk if you are looking for a quiet, grown-up vacation where you can relax in true serenity. Small and romantic, this country home by the sea has an old-fashioned porch with rockers overlooking the ocean. Tables are garnished with wildflowers, and there's an outdoor hot tub. The common living-dining area has a fireplace. Rooms have hardwood floors and are done in soft vintage-floral prints. A path directly across the road traverses the shoreline and leads you on a short, leisurely walk into the village. Go off-season for an ultimate retreat.