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Hotels in Shelter Island

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Check Last Minute Shelter Island Hotel Deals

Tonight Jul 26 - Jul 27This weekend Jul 26 - Jul 28

Choose from 4860 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 $116 per night from Aug 5 to Aug 6
$116
includes taxes & fees
Aug 5 - Aug 6
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ferry Landing State Park ...
7.4/10 Good! (1,001 reviews)
"The property seems to have the most practical stuff, I only stayed there for a night— it had what I needed and the place was clean"

Reviewed on Jul 23, 2024

Quality Inn Old Saybrook - Westbrook
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $786 per night from Aug 11 to Aug 12
$786
includes taxes & fees
Aug 11 - Aug 12
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...
8.4/10 Very Good! (971 reviews)
"Resort was great , service good, restaurant at resort would be a big hard NO ! Service slow but nice , food choices were weak . Would stay the again though"

Reviewed on Jun 26, 2024

Montauk Yacht Club
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 $570 per night from Aug 5 to Aug 6
$570
includes taxes & fees
Aug 5 - Aug 6
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (448 reviews)
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Reviewed on Jul 23, 2024

Sound View Greenport
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
  • 40 min drive from Gardiner's Bay Country Club
The price is $300 per night from Aug 14 to Aug 15
$300
includes taxes & fees
Aug 14 - Aug 15
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cooper's Beach and Shinnecock Hills Golf Course are ...
9.4/10 Exceptional! (121 reviews)
"Love , this property. The rooms are super clean , really cute and spacious. Can’t wait to go back. The staff is super friendly and helpful. Love my welcome gift ."

Reviewed on Jul 22, 2024

The Bentley Hotel Southampton
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 $91 per night from Aug 5 to Aug 6
$91
includes taxes & fees
Aug 5 - Aug 6
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the comfy beds in our reviews. ...
7.6/10 Good! (822 reviews)
"Very nice"

Reviewed on Jul 21, 2024

Pier Blue Inn Old Saybrook - Essex
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 $379 per night from Jul 31 to Aug 1
$379
includes taxes & fees
Jul 31 - Aug 1
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Greenport Carousel and ...
8.6/10 Excellent! (377 reviews)
"Excellent location clean and big rooms We will be back ."

Reviewed on Jul 25, 2024

The Harbor Front Inn
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 $479 per night from Jul 28 to Jul 29
$479
includes taxes & fees
Jul 28 - Jul 29
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...
9.4/10 Exceptional! (1,003 reviews)
"We spent many years on the docks as boating guests, but this year returned as hotel guests. We had a beautiful room overlooking the marina and sound. The staff from the front desk to the dining staff was very friendly making for a relaxing stay. No request was too small and was attended to immediately. ..."

Reviewed on Jul 24, 2024

Saybrook Point Resort & Marina
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 $1,357 per night from Jul 31 to Aug 1
$1,357
includes taxes & fees
Jul 31 - Aug 1
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (584 reviews)
"Bath house was a game changer that had a sauna and cold plunge"

Reviewed on Jul 8, 2024

Gurney's Montauk Resort & Seawater Spa
Beachcomber Resort at Montauk
Beachcomber Resort at Montauk
3 out of 5
727 Old Montauk Highway, Montauk, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $666 per night from Jul 29 to Jul 30
$666
includes taxes & fees
Jul 29 - Jul 30
Stay at this 3-star beach hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Montauk Point Lighthouse and Second House ...
9.2/10 Wonderful! (428 reviews)
"Would stay again!"

Reviewed on Jul 22, 2024

Beachcomber Resort at Montauk
The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
  • 39 min drive from Gardiner's Bay Country Club
The price is $330 per night from Jul 28 to Jul 29
$330
includes taxes & fees
Jul 28 - Jul 29
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (794 reviews)
"Great staff, affordable prices"

Reviewed on Jul 23, 2024

The Atlantic Hotel
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 $578 per night from Jul 28 to Jul 29
$578
includes taxes & fees
Jul 28 - Jul 29
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! (1,035 reviews)
"Beautiful grounds, lots of amenities."

Reviewed on Jul 22, 2024

Montauk Manor
Budget Host East End Hotel in Riverhead
Budget Host East End Hotel in Riverhead
2 out of 5
30 Lake Avenue, Riverhead, NY
  • 1 hour drive from Gardiner's Bay Country Club
The price is $131 per night from Jul 28 to Jul 29
$131
includes taxes & fees
Jul 28 - Jul 29
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the property condition in our reviews. Popular attractions ...
6.2/10 (589 reviews)
Nice place in Riverhead
"We had a very nice stay at this hotel. The decor was dated but it was very clean. It was not on a main road and was quiet. The pool was beautiful and grounds were well kept. The bed was comfortable but the pillows were hard. There was a small refrigerator in the room and an Ice machine which was ..."

Reviewed on Jul 16, 2024

Budget Host East End Hotel in Riverhead
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 4,860 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 $91. 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 $91.

How many hotels are there in Shelter Island?

With over 4,860 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 $91.

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.