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Hotels in Shelter Island

Last Minute Hot Rate® Hotel Deals in Shelter Island

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

Hot Rate® Hotel

3.5-star Hotel in North Stonington
3.5 out of 5

3.5-star Hotel

in North Stonington
35 miles from Shelter Island
$71
per night
$118 total
incl. taxes & fees
3.5-star Hotel in North Stonington

Hot Rate® Hotel

3-star Hotel in New London - Groton
3 out of 5

3-star Hotel

in New London - Groton
24 miles from Shelter Island
$99
per night
$124 total
incl. taxes & fees
3-star Hotel in New London - Groton

Hot Rate® Hotel

3-star Hotel in New Haven - West Haven
3 out of 5

3-star Hotel

in New Haven - West Haven
35 miles from Shelter Island
$102
per night
$128 total
incl. taxes & fees
3-star Hotel in New Haven - West Haven

Hot Rate® Hotel

3.5-star Hotel in Riverhead - Wading River
3.5 out of 5

3.5-star Hotel

in Riverhead - Wading River
22 miles from Shelter Island
$105
per night
$135 total
incl. taxes & fees
3.5-star Hotel in Riverhead - Wading River
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Choose from 4744 Shelter Island Hotel Deals

Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
  • 35 min drive from Gardiner's Bay Country Club
The price is $78 per night from May 10 to May 11
$78
per night
May 10 - May 11
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (767 reviews)
"Pleasant place clean"

Reviewed on Apr 15, 2024

Pier Blue Inn Old Saybrook - Essex
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 $400 per night from Apr 24 to Apr 25
$400
per night
Apr 24 - Apr 25
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! (558 reviews)
"Very wonderful"

Reviewed on Apr 17, 2024

Gurney's Montauk Resort & Seawater Spa
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 2 to May 3
$168
per night
May 2 - May 3
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! (997 reviews)
Montauk Manor
"Great facility and accommodations. The only criticism is that there is not enough parking in front. There might be a total of less than a dozen spaces. The lower lot has a lot of room but it's a long walk to the entrance and then when you get it, you have to take an elevator (that was not working) ..."

Reviewed on Apr 18, 2024

Montauk Manor
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 $134 per night from Apr 29 to Apr 30
$134
per night
Apr 29 - Apr 30
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! (997 reviews)
"did not like the parking situation. Did not like that they have a bar but no real bartender."

Reviewed on Apr 15, 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 $278 per night from Apr 25 to Apr 26
$278
per night
Apr 25 - Apr 26
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! (1,002 reviews)
"Great spot on the water. Fresh Salt dinner was terrific. Friendly staff"

Reviewed on Apr 21, 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 $209 per night from Apr 24 to Apr 25
$209
per night
Apr 24 - Apr 25
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! (402 reviews)
Relaxing
"My stay was relaxing… the place is outdated but clean and comfortable… the breakfast was minimal but it was a nice gesture… Oh! My view was amazing and the hotel is not far from shopping, eating and entertainment"

Reviewed on Apr 20, 2024

Sag Harbor Inn
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 $84 per night from Apr 30 to May 1
$84
per night
Apr 30 - May 1
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! (950 reviews)
"Liked the indoor pool, Gym, and the Breakfast Very Clean.. very nice Friendly customer service"

Reviewed on Apr 8, 2024

Quality Inn Old Saybrook - Westbrook
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 7 to May 8
$141
per night
May 7 - May 8
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! (287 reviews)
"The room was a little dated. But it served our purpose. The bedroom was a nice size and the bed was super comfortable. The bathroom was a nice size also and very clean. The grounds are well maintained with plenty of parking. They also have a Bbq grill and a picnic table. Look forward to going back. ..."

Reviewed on Apr 1, 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 $220 per night from Apr 28 to Apr 29
$220
per night
Apr 28 - Apr 29
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! (422 reviews)
Tranquility
"The area where the coffee and the ice bucket was sitting had some ants they weren’t many but I made sure I didn’t leave anything or any food sitting there because of that. Also, I thought they should be complementary of water but all in all I love the place and the food is amazing."

Reviewed on Apr 5, 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 $131 per night from Apr 24 to Apr 25
$131
per night
Apr 24 - Apr 25
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! (44 reviews)
Awesome stay!
"Staff was amazing! So helpful and accommodating! Great location, clean room! Will definitely be staying there again!"

Reviewed on Apr 14, 2024

Greenporter Hotel
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
  • 36 min drive from Gardiner's Bay Country Club
The price is $211 per night from Apr 28 to Apr 29
$211
per night
Apr 28 - Apr 29
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (994 reviews)
Great place to escape!
"Very kind and accommodating staff. I really enjoyed my stay?"

Reviewed on Apr 9, 2024

Water's Edge Resort & Spa
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 15 to May 16
$103
per night
May 15 - May 16
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! (185 reviews)
"My boyfriend and I stayed out here for the weekend. The front desk was very accommodating and friendly ! The hotel room was clean and the bedding was very comfortable too !!"

Reviewed on Apr 7, 2024

The Sunset Montauk
See all 4,744 properties in Shelter Island
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 4,744 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 $71. 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 $71.

How many hotels are there in Shelter Island?

With over 4,744 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 $71.

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.