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Hotels in Shelter Island

Last Minute Hot Rate® Hotel Deals in Shelter Island

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Choose from 4768 Shelter Island Hotel Deals

Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
  • 38 min drive from Gardiner's Bay Country Club
The price is $93 per night from May 8 to May 9
$93
per night
May 8 - May 9
Stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (954 reviews)
"convenient good breakfast"

Reviewed on Apr 25, 2024

Quality Inn Old Saybrook - Westbrook
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $168 per night from May 7 to May 8
$168
per night
May 7 - May 8
Stay at this 3.5-star spa aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. ...
9/10 Wonderful! (1,008 reviews)
"It’s a great place to stay, with beautiful views"

Reviewed on Apr 26, 2024

Montauk Manor
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
  • 56 min drive from Gardiner's Bay Country Club
The price is $446 per night from May 12 to May 13
$446
per night
May 12 - May 13
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, 2 restaurants, and a private beach. Our guests praise the room service in our reviews. Popular ...
8.2/10 Very Good! (561 reviews)
"front desk staff irritating as can be"

Reviewed on Apr 27, 2024

Gurney's Montauk Resort & Seawater Spa
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $152 per night from May 12 to May 13
$152
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (998 reviews)
great
"good all around - staff to check in to value"

Reviewed on Apr 30, 2024

Hyatt Place Long Island East End
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
  • 32 min drive from Gardiner's Bay Country Club
The price is $323 per night from May 5 to May 6
$323
per night
May 5 - May 6
Stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular ...
9.4/10 Exceptional! (1,001 reviews)
"Great location - only issue was the unseasonably cold weather which is outside the control of the Hotel. Will have to come back i. the summer"

Reviewed on May 1, 2024

Saybrook Point Resort & Marina
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
  • 16 min drive from Gardiner's Bay Country Club
The price is $234 per night from May 6 to May 7
$234
per night
May 6 - May 7
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (411 reviews)
"The best location and such great value for Sag Harbor, highly recommend"

Reviewed on Apr 28, 2024

Sag Harbor Inn
Montauk Oceanside Suites
Montauk Oceanside Suites
3 out of 5
115 South Emerson Avenue, Montauk, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $141 per night from May 22 to May 23
$141
per night
May 22 - May 23
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions South Edison Beach and Kirk Park Beach ...
8.4/10 Very Good! (290 reviews)
"Only wish it was more affordable in the summer to take my family. Besides that, clean, confortable, very pleasant."

Reviewed on Apr 26, 2024

Montauk Oceanside Suites
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
  • 11 min drive from Gardiner's Bay Country Club
The price is $251 per night from May 8 to May 9
$251
per night
May 8 - May 9
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the restaurant in our ...
8.4/10 Very Good! (425 reviews)
"beautiful location"

Reviewed on Apr 22, 2024

Sound View Greenport
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
  • 6 min drive from Gardiner's Bay Country Club
The price is $133 per night from May 5 to May 6
$133
per night
May 5 - May 6
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End Seaport ...
9.2/10 Wonderful! (47 reviews)
"My stay was amazing very friendly and very clean."

Reviewed on Apr 25, 2024

Greenporter Hotel
The Niantic Inn
The Niantic Inn
2 out of 5
345 Main Street, Niantic, CT
  • 44 min drive from Gardiner's Bay Country Club
The price is $209 per night from May 20 to May 21
$209
per night
May 20 - May 21
Stay at this hotel in Niantic. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean Beach Park and New London Ferry Dock are located ...
9.8/10 Exceptional! (10 reviews)
Amazing little Inn!
"The room was huge. We had a bag of goodies for my daughter after her volleyball match. There was also a pretty tray with tea andmints. Very sweet touches!"

Reviewed on Apr 28, 2024

The Niantic Inn
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
  • 6 min drive from Gardiner's Bay Country Club
The price is $234 per night from May 5 to May 6
$234
per night
May 5 - May 6
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (352 reviews)
"Nice place, but the bar in lobby is not a real bar. No alcohol. Would have been nice to have a night cap. Continental breakfast acceptable."

Reviewed on Apr 25, 2024

The Harbor Front Inn
The Sunset Montauk
The Sunset Montauk
2.5 out of 5
540 West Lake Drive, Montauk, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $103 per night from May 8 to May 9
$103
per night
May 8 - May 9
Stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Marine Basin and Gin Beach are located nearby. ...
9.2/10 Wonderful! (192 reviews)
"Great service, and Great location."

Reviewed on Apr 27, 2024

The Sunset Montauk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Shelter Island

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Shelter Island hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Shelter Island.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Shelter Island’s 4,768 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Shelter Island hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Shelter Island. No matter your reason for visiting Shelter Island, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Shelter Island hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Shelter Island for as low as $93.

How many hotels are there in Shelter Island?

With over 4,768 hotels in Shelter Island, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $93.

How to find cheap car rentals in Shelter Island?

Finding a cheap car rental deal in Shelter Island is as easy as scoring cheap hotels in Shelter Island. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Shelter Island now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Shelter Island right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.