Book Cheap Hotels in Shelter Island
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Most frequently booked Shelter Island hotels

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
29.68 km from city centre
The price is CA $672 per night
CA $672
CA $922 total
Apr 20 - Apr 21
includes taxes & fees
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills State Park are located nearby.

Montauk Manor
236 Edgemere St. Montauk NY
32.71 km from city centre
The price is CA $209 per night
CA $209
CA $266 total
Apr 14 - Apr 15
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Montauk Point and Shadmoor State Park are located nearby.

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free cancellation
Reserve now, pay when you stay
25.1 km from city centre
The price is CA $323 per night
CA $323
CA $395 total
Apr 17 - Apr 18
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.

Sound View Greenport
58775 County Rd 48 Greenport NY
5.79 km from city centre
The price is CA $213 per night
CA $213
CA $362 total
May 3 - May 4
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Free cancellation
Reserve now, pay when you stay
31.4 km from city centre
The price is CA $204 per night
CA $204
CA $233 total
Apr 29 - Apr 30
includes taxes & fees
Book a stay at this business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Suffolk Theater and All Star Bowling are located nearby.

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Free cancellation
Reserve now, pay when you stay
22.07 km from city centre
The price is CA $187 per night
CA $187
CA $215 total
Apr 15 - Apr 16
includes taxes & fees
Book a stay at this business-friendly 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. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.

Offshore Montauk
71 S Emerson Ave Montauk NY
33.03 km from city centre
The price is CA $238 per night
CA $238
CA $430 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this luxury hotel in Montauk. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Montauk Point and Kirk Park Beach are located nearby.

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free cancellation
24.93 km from city centre
The price is CA $99 per night
CA $99
CA $114 total
Apr 15 - Apr 16
includes taxes & fees
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. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.

The Harbor Front Inn
209 Front St Greenport NY
4.21 km from city centre
The price is CA $205 per night
CA $205
CA $274 total
Apr 15 - Apr 16
includes taxes & fees
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
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.
Top hotels in Shelter Island for Extended Stay

The modern farmhouse view
East Quogue NY
10/10 Exceptional! (9 reviews)
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.
Shelter Island hotels essential information
Accommodation | 4,715 hotels |
|---|---|
Lowest Price | CA $114 |
Highest Price | CA $922 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Water's Edge Resort & Spa, Sound View Greenport, Hyatt Place Long Island East End, The Bentley Hotel Southampton, Offshore Montauk, Pier Blue Inn Old Saybrook - Essex, The Harbor Front Inn |
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers

Montauk Manor
5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Took a chance for last minute spring break getaway the pictures looked really nice and I have to say in person was actually better than the pictures! You really never know what you are going to get and this case I really felt we got better than what was listed.
We stayed for an overnight but we definitely be back for two to three nights in September.
Staff was so lovely, the grounds are beautiful, clean and well kept. You cannot beat this view, room was spotless and had everything a family of four could need but most of all I appreciated the clean and updated furniture.
The hotel offers a shuttle in to town that we did not need but I can see how in the summer would be really helpful.
Indoor pool was open until 9pm with a lifeguard, our kids has a blast swimming after visiting the lighthouse and having dinner.
There was a cute playground by the lighthouse our kids really enjoyed after touring the lighthouse itself.
The restaurant in the hotel was not open in the off season time but it was easy enough to take a ride in to town & grab coffee’s. There are coffee pots in the room but you would need to bring coffee to brew and whatever you add to your coffee. My only suggestion for off peak season to the hotel would be a mini coffee bar in the lobby but honestly this hotel is perfect otherwise.
Families & couples will love it here there is something for everyone. I really don’t right reviews but other people’s reviews helped me book this so paying it forward."
A verified traveller stayed at Montauk Manor
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