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Hotels in Shelter Island

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Shelter Island Hotels

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Hotels in Shelter Island

See all 147 Hotels in Shelter Island
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk
4.0 out of 5.0
4.4 out of 5 (5 reviews)

Situated in Montauk, this spa resort is within 1 mi (2 km) of Hither Hills State Park and Hither Woods Preserve. Second House Museum and Kirk Park Beach are ...

Oceanfront only!! Other rooms are a bit farTry to upgrade to oceanfront. The other rooms are a bit of a hike.
  Jul 8, 2017
The Surf Club

The Surf Club

20 Surfside Avenue, Montauk
3.5 out of 5.0

Nestled on the beach, this Montauk condo is within a 15-minute walk of South Edison Beach and Kirk Park Beach. Shadmoor State Park and Second House Museum are ...

$500

$500
Aqualina Inn Montauk

Aqualina Inn Montauk

20 South Elmwood Avenue, Montauk
2.5 out of 5.0
5.0 out of 5 (1 reviews)

Located in the heart of Montauk, this motel is within a 10-minute walk of South Edison Beach and Kirk Park Beach. Second House Museum and Shadmoor State Park ...

Nice hotel convenient to everything and very cleanStaff was great and I was very impressed they remembered our anniversary. Room was immaculate! Best place in Montauk! Highly recommended
  May 16, 2017

$299

$299
Southampton Inn

Southampton Inn

91 Hill Street, Southampton
3.0 out of 5.0
4.5 out of 5 (2 reviews)

This family-friendly Southampton hotel is located by the ocean, within a 5-minute walk of Agawam Park and Southampton Cultural Center. National Golf Club and ...

Nice hotel, very convenientThumbs up, one observation though, outdoors/ pool staff needs training on to how to communicate with courtesy and respect, using the correct words when addressing guests using the facilities.
  Jul 16, 2016

$325

$325
Motel 6 New London - Niantic

Motel 6 New London - Niantic

269 Flanders Rd, Niantic
2.0 out of 5.0
4.0 out of 5 (2 reviews)

Situated by the ocean, this motel is 0.7 mi (1.1 km) from Flanders Plaza Shopping Center and within 3 mi (5 km) of Cedar Ridge Golf Course and Childrens Museum ...

Great hotel staff, good experience for the amount you pay. Close to a lot of restaurant, right off the highway. Great place to stay after a beach day.
  Jun 30, 2017

$52

$52
Liberty Inn

Liberty Inn

55 Springbrook Road, Old Saybrook
2.0 out of 5.0

Situated near the beach, this hotel is within 2 mi (3 km) of Saybrook Country Barn, Stay and Play LLC, and Essex Saybrook Antique Village Shopping Center. Katharine ...

$69

$69
Cliffside Resort Condominiums

Cliffside Resort Condominiums

61475 Route 48 (North Road), Greenport
3.0 out of 5.0

Offering direct access to the beach, this Greenport condo is within 3 mi (5 km) of Kontokosta Winery, Island's End Golf and Country Club, and Railroad Museum ...

$414

$414
The Atlantic

The Atlantic

1655 County Road 39, Southampton
2.5 out of 5.0

Situated by the ocean, this hotel is 1 mi (1.7 km) from Shinnecock Hills Golf Course and within 3 mi (5 km) of Shinnecock Museuem and Cultural Center and Southampton ...

$249

$249
Sleep Inn & Suites

Sleep Inn & Suites

5 King Arthur Dr, Niantic
2.0 out of 5.0
3.4 out of 5 (27 reviews)

Situated in Niantic, this hotel is 0.7 mi (1.1 km) from Flanders Plaza Shopping Center and within 3 mi (5 km) of Cedar Ridge Golf Course and Childrens Museum ...

Great place to stay.Really enjoyed this place. Easy access to highway, wonderful breakfast, and pool was very relaxing after long drive. Room was spacious and beds were super comfy. Would definitely stay again.
  Jul 1, 2017

$85

$85
Map

Shelter Island Travel Guide

Shelter Island is a small island located at the eastern end of Long Island, New York. The island was once called “an island sheltered by islands” by the Manhanset Indians. Orbitz.com can help travelers book rooms at Shelter Island hotels. Individuals considering traveling to Shelter Island will have a variety of things to do and see, including the deep-water harbors, many shopping opportunities, and fine dining.

South Ferry Road

South Ferry Road is located near the center of the island. Visitors can stay at the Candlelite Inn. Choose from one of the cottages, suites, or private rooms. Rooms start at $195 per night and cottages start at $250 per night. The Candlelite Inn offers private baths, central heat and air, a television in the common room of the Inn, a beautiful wraparound porch, and antique furniture. The cottages each feature a large shower, a double whirlpool, and free wireless Internet. The Inn is located within walking distance of several restaurants and shops on the island. There are also several vineyards in the area that offer tours and wine sampling. The Candlelite Inn is geared toward couples, and all rooms and cottages are nonsmoking. You can contact the Inn at (631) 749-0676 for more information.

Winthrop Road

Located near the Gardiner’s Bay Country Club, the Dering Harbor Inn is located on Winthrop Road. Rooms start at $165 per night for a studio and $375 a night for two bedrooms. Relax and enjoy your vacation with one of several picnic areas, a yoga and fitness center, or the view along the water’s edge. Amenities include uniquely decorated bedrooms, televisions, and private decks, as well as an outdoor swimming pool. The hotel is within walking distance of downtown, where you will find a selection of restaurants, markets, shops, and bars. For more information or to book a reservation, contact the hotel at (631) 749-0900.

Shore Road

Shore Road is located near the island’s west side. Visitors to the area can spend a relaxing vacation at The Pridwin Beach Hotel and Cottages. The hotel is located near the Quinipet Camp and Retreat Center, which offers summer retreats and camp opportunities for both individuals and families. The Pridwin opened its doors in 1927, and it is situated on a 10-acre site on Crescent Beach. The hotel features a lounge with a full-service bar and an on-site restaurant. Room amenities include spacious rooms, private baths, air-conditioning, televisions, and free local calls. The cottages offer king beds, kitchenettes, private decks, and a swimming pool with bay views, and some even have a fireplace. The resort frequently holds cookouts and other events for its guests, and it is a popular spot for weddings. Rooms start at $165 a night, and cottages start at $208 a night. Contact the resort at (631) 749-0476 for more information.

Enjoying Your Stay

Shelter Island is a small island with a lot of character. It features many beautiful hotels and inns from which to choose, and it also offers many fine restaurants and pristine beaches. Use Orbitz.com to locate the best deals on Shelter Island hotels and other travel arrangements.

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.