Compare Cheap Hotels in Shelter Island
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Cheap Shelter Island Hotels

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is $500 total per night
$500 total
per night
Nov 9 - Nov 10
18.43 mi from city center
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 8 minutes from Shadmoor State Park.
On private beach
Pool

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is $236 total per night
$236 total
per night
Nov 10 - Nov 11
Free Cancellation
Reserve now, pay when you stay
15.59 mi from city center
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.
On private beach
Pool

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is $99 total per night
$99 total
per night
Dec 1 - Dec 2
Free Cancellation
15.48 mi from city center
Located in Old Saybrook (Saybrook Manor), Pier Blue Inn Old Saybrook - Essex is within a 5-minute drive of Chalker Beach and Saybrook Country Barn.
Pet friendly
Parking included

The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is $158 total per night
$158 total
per night
Nov 19 - Nov 20
13.34 mi from city center
With a stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.
Pool
Pet friendly

Offshore Montauk
71 S Emerson Ave Montauk NY
The price is $215 total per night
$215 total
per night
Nov 8 - Nov 9
20.51 mi from city center
When you stay at Offshore Montauk in Montauk, you'll be in the business district, a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
Pool
Pet friendly

Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
The price is $271 total per night
$271 total
per night
Nov 6 - Nov 7
20.67 mi from city center
With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
Pool
Hot Tub

Sound View Greenport
58775 County Rd 48 Greenport NY
The price is $222 total per night
$222 total
per night
Nov 11 - Nov 12
3.59 mi from city center
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
On private beach
Pool

Zey Hotel
439 Main Street Greenport NY
The price is $185 total per night
$185 total
per night
Nov 18 - Nov 19
2.75 mi from city center
When you stay at Zey Hotel in Greenport, you'll be near the beach, just steps from Greenport Harbor Brewing Company and Greenport Farmers' Market.
Pet friendly
Parking included

Montauk Yacht Club
32 Star Island Rd Montauk NY
The price is $413 total per night
$413 total
per night
Nov 8 - Nov 9
21.1 mi from city center
When you stay at Montauk Yacht Club in Montauk, you'll be on the waterfront, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
On private beach
Pool

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is $154 total per night
$154 total
per night
Nov 8 - Nov 9
Free Cancellation
Reserve now, pay when you stay
13.71 mi from city center
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Pool
Pet friendly
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 | 4,605 hotels |
|---|---|
Lowest Price | $99 |
Highest Price | $500 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, The Atlantic Hotel, Offshore Montauk, Montauk Blue Hotel, Sound View Greenport, Zey Hotel, Montauk Yacht Club, The Bentley Hotel Southampton, Ocean Resort Inn, Ocean Surf Resort |
Most Recent Shelter Island Hotel Reviews

The Bentley Hotel Southampton
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"N/A"
A verified traveler stayed at The Bentley Hotel Southampton

Montauk Yacht Club
5 out of 5
Posted 8 days ago
CheapTickets Verified Review
"The room we stayed in definitely needed maintenance. Frayed carpet edges, unaligned tiles, excessive caulking, calcium buildup, etc. but it was spacious and aesthetically pleasing. However the stay was so relaxing and beautiful even in October. The view was just gorgeous and all the staff was extremely helpful and pleasant. As a nontraditional couple I was extremely pleased with the positive treatment we received. The grounds were well maintained and the spa was amazing. I just got glowing reviews from the people who received the massages and the masseuse really cares for her craft. The food was really fresh and filling. The smoothies were amazing and the vodka pasta met the hype from the reviews. It was an extremely relaxing stay with beautiful views. Will come again."
A verified traveler stayed at Montauk Yacht Club



