Compare Cheap Hotels in Shelter Island
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Cheap Shelter Island Hotels
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$80 nightly
The price is $93 total per night
$93 total
Oct 8 - Oct 9
Total with taxes and fees
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 Crystal Lake Town Park.
Pet friendly
Parking included
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$473 nightly
The price is $540 total per night
$540 total
Sep 29 - Sep 30
Total with taxes and fees
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
Sound View Greenport
58775 County Rd 48 Greenport NY
$291 nightly
The price is $332 total per night
$332 total
Oct 14 - Oct 15
Total with taxes and fees
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
Offshore Montauk
71 S Emerson Ave Montauk NY
$279 nightly
The price is $319 total per night
$319 total
Sep 28 - Sep 29
Total with taxes and fees
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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$218 nightly
The price is $251 total per night
$251 total
Oct 7 - Oct 8
Total with taxes and fees
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
The Atlantic Hotel
1655 County Road 39 Southampton NY
$141 nightly
The price is $161 total per night
$161 total
Oct 4 - Oct 5
Total with taxes and fees
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
Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
$165 nightly
The price is $188 total per night
$188 total
Oct 20 - Oct 21
Total with taxes and fees
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
Montauk Manor
236 Edgemere St. Montauk NY
$146 nightly
The price is $167 total per night
$167 total
Oct 12 - Oct 13
Total with taxes and fees
20.31 mi from city center
When you stay at Montauk Manor in Montauk, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Pool
Hot Tub
Ocean Surf Resort
84 South Emerson Avenue Montauk NY
$147 nightly
The price is $168 total per night
$168 total
Sep 29 - Sep 30
Total with taxes and fees
20.59 mi from city center
With a stay at Ocean Surf Resort in Montauk (Downtown Montauk), you'll be a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
Pool
Free WiFi
Ocean Resort Inn
95 S Emerson Ave Montauk NY
$155 nightly
The price is $177 total per night
$177 total
Sep 21 - Sep 22
Total with taxes and fees
20.61 mi from city center
With a stay at Ocean Resort Inn in Montauk (Downtown Montauk), you'll be a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
Pool
Parking included
Montauk Yacht Club
32 Star Island Rd Montauk NY
$320 nightly
The price is $365 total per night
$365 total
Oct 18 - Oct 19
Total with taxes and fees
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
Zey Hotel
439 Main Street Greenport NY
$169 nightly
The price is $193 total per night
$193 total
Oct 4 - Oct 5
Total with taxes and fees
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
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 | 4,644 hotels |
|---|---|
Lowest Price | $93 |
Highest Price | $540 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Sound View Greenport, Offshore Montauk, Water's Edge Resort & Spa, The Atlantic Hotel, Montauk Blue Hotel, Montauk Manor, Ocean Surf Resort, Ocean Resort Inn, Montauk Yacht Club, Zey Hotel |
Most Recent Shelter Island Hotel Reviews
Ocean Surf Resort
5 out of 5
Posted less than an hour ago
CheapTickets Verified Review
"Love this place lots of whales to watch"
A verified traveler stayed at Ocean Surf Resort
