Hotels in Shelter Island

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 ...

$291

$291
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook
2.5 out of 5.0
3.1 out of 5 (17 reviews)

Located in the heart of Old Saybrook, this hotel is within 3 mi (5 km) of Florence Griswold Museum, Katharine Hepburn Cultural Arts Center, and General William ...

$105

$105
Hyatt Place Long Island East End
Hyatt Place Long Island East End
451 East Main Street, Riverhead
3.0 out of 5.0
4.3 out of 5 (20 reviews)

Located in central Riverhead, Hyatt Place Long Island East End overlooks the Peconic River. It's next to Long Island Aquarium & Exhibition Center and Treasure ...

$244

$244
Sleep Inn & Suites
Sleep Inn & Suites
5 King Arthur Dr, Niantic
2.0 out of 5.0
3.3 out of 5 (24 reviews)

Situated in Niantic, this hotel is 1.6 mi (2.6 km) from Cedar Ridge Golf Course and 3 mi (4.8 km) from Childrens Museum of Southeastern Connecticut. McCook Point ...

$108

$108
Super 8 Old Saybrook
Super 8 Old Saybrook
37 Spencer Plain Rd, Old Saybrook
2.0 out of 5.0
3.1 out of 5 (18 reviews)

Situated in Old Saybrook, this hotel is within 3 mi (5 km) of Katharine Hepburn Cultural Arts Center, General William Hart House, and Harvey's Beach. Tanger ...

$88

$88
The Griswold Inn
The Griswold Inn
36 Main Street, Essex
3.0 out of 5.0

Situated in the historical district, this inn is steps from Essex Island Marina and Connecticut River Museum. Pratt House and Essex Library are also within 15 ...

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. Southampton Historical ...

$356

$356
The Bentley Southampton
The Bentley Southampton
161 Hills Station Rd, Southampton
2.0 out of 5.0

Situated in Southampton, this hotel is within 3 mi (5 km) of Shinnecock Hills Golf Course, Meschutt Beach, and Shinnecock Museuem and Cultural Center. Southampton ...

Capri
Capri
281 County Road 39A, Southampton
3.5 out of 5.0
4.0 out of 5 (1 reviews)

Situated in Southampton, this hotel is within 1 mi (2 km) of Our Lady of Poland Catholic Church and Southampton Historical Museum. Agawam Park and Southampton ...

$357

$357
Montauk Yacht Club Resort And Marina
Montauk Yacht Club Resort And Marina
32 Star Island Rd, Montauk
3.0 out of 5.0

Nestled on the beach, this Montauk hotel is within 2 mi (3 km) of Montauk Marine Basin, Montauk Downs State Park Golf Course, and Montauk Downs State Park. Ditch ...

$380

$380
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.