Search for Cheap Deals on
Hotels in Shelter Island

Photo by tom owens

Check Last Minute Shelter Island Hotel Deals

Tonight Feb 14 - Feb 15This weekend Feb 14 - Feb 16

Choose from 4654 Shelter Island Hotel Deals

Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
  • 1 hour drive from Shell Beach
The price is $169 per night from Feb 18 to Feb 19
$169
includes taxes & fees
Feb 18 - Feb 19
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,109 reviews)
"Amazing place!"

Reviewed on Feb 12, 2025

Montauk Manor
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
  • 56 min drive from Shell Beach
The price is $118 per night from Feb 23 to Feb 24
$118
includes taxes & fees
Feb 23 - Feb 24
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 helpful staff ...
9/10 Wonderful! (1,002 reviews)
"Loved the location, staff and size of the room."

Reviewed on Feb 10, 2025

Hyatt Place Long Island East End
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
  • 43 min drive from Shell Beach
The price is $235 per night from Feb 17 to Feb 18
$235
includes taxes & fees
Feb 17 - Feb 18
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 property condition ...
8.6/10 Excellent! (1,000 reviews)
"From the moment we arrived, we felt like family. The entire staff is remarkable and were very attentive to our special needs. It was a fantastic weekend and we look forward to returning soon!"

Reviewed on Feb 11, 2025

Water's Edge Resort & Spa
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
  • 46 min drive from Shell Beach
The price is $100 per night from Feb 23 to Feb 24
$100
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,000 reviews)
Good value for the money
"Overall, everything was great. Breakfast was included, but it arrived a half hour late. The hotel was clean and well cared for. It was worth what I paid for it. I would stay there again."

Reviewed on Feb 2, 2025

Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
  • 40 min drive from Shell Beach
The price is $364 per night from Feb 17 to Feb 18
$364
includes taxes & fees
Feb 17 - Feb 18
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,000 reviews)
Get away and unwind
"We always enjoy our getaways at Saybrook Point. The outdoor pool was heated and swimming in the steam in January was a memory, for sure. Great place to getaway and unwind."

Reviewed on Jan 28, 2025

Saybrook Point Resort & Marina
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
  • 13 min drive from Shell Beach
The price is $194 per night from Mar 3 to Mar 4
$194
includes taxes & fees
Mar 3 - Mar 4
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! (499 reviews)
"Overall a very nice experience."

Reviewed on Feb 5, 2025

Sound View Greenport
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
  • 10 min drive from Shell Beach
The price is $173 per night from Mar 3 to Mar 4
$173
includes taxes & fees
Mar 3 - Mar 4
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (430 reviews)
Nice place to stop for the night.
"Nice place to stop for the night. Really cute town . The staff was super nice some things in the room need to be fixed. The water dripped all night and I could not take a shower because the handle was broken and by the time I got it to work I had to check out. The kids gone in the room was also broken. ..."

Reviewed on Jan 19, 2025

The Harbor Front Inn
Montauk Oceanside Suites
Montauk Oceanside Suites
3 out of 5
115 South Emerson Avenue, Montauk, NY
  • 1 hour drive from Shell Beach
The price is $165 per night from Feb 20 to Feb 21
$165
includes taxes & fees
Feb 20 - Feb 21
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Montauk Point and South Edison Beach are ...
8.4/10 Very Good! (361 reviews)
"I rented a room with a kitchen. And all it had was a fridge and microwave… otherwise I love it there"

Reviewed on Feb 2, 2025

Montauk Oceanside Suites
Budget Host East End Hotel in Riverhead
Budget Host East End Hotel in Riverhead
2 out of 5
30 Lake Avenue, Riverhead, NY
  • 57 min drive from Shell Beach
The price is $118 per night from Feb 15 to Feb 16
$118
includes taxes & fees
Feb 15 - Feb 16
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. ...
6.4/10 (684 reviews)
great value
"great value"

Reviewed on Jan 2, 2025

Budget Host East End Hotel in Riverhead
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
  • 58 min drive from Shell Beach
The price is $511 per night from Mar 3 to Mar 4
$511
includes taxes & fees
Mar 3 - Mar 4
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! (609 reviews)
"Beautiful views. Great staff and amenities."

Reviewed on Nov 28, 2024

Gurney's Montauk Resort & Seawater Spa
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
  • 32 min drive from Shell Beach
The price is $183 per night from Feb 17 to Feb 18
$183
includes taxes & fees
Feb 17 - Feb 18
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (230 reviews)
"Convenient"

Reviewed on Feb 9, 2025

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
  • 42 min drive from Shell Beach
The price is $79 per night from Feb 17 to Feb 18
$79
includes taxes & fees
Feb 17 - Feb 18
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! (916 reviews)
"Quiet, was able to sleep during the day as I work overnights. Staff was friendly and accommodating"

Reviewed on Feb 12, 2025

Pier Blue Inn Old Saybrook - Essex
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.

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 4,654 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 $79. 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 great 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 unlock great deals on 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 $79.

How many hotels are there in Shelter Island?

With over 4,654 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 $79.

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 unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.