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
$91 nightly
The price is $104 total per night
$104 total
Aug 27 - Aug 28
Total with taxes and fees
Free Cancellation
15.48 mi from city center
With a stay at Pier Blue Inn Old Saybrook - Essex in Old Saybrook (Saybrook Manor), you'll be within a 15-minute drive of Hammonasset Beach State Park and Chalker Beach.
Pet friendly
Parking included
Sound View Greenport
58775 County Rd 48 Greenport NY
$346 nightly
The price is $395 total per night
$395 total
Sep 15 - Sep 16
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
The Atlantic Hotel
1655 County Road 39 Southampton NY
$219 nightly
The price is $250 total per night
$250 total
Sep 8 - Sep 9
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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$266 nightly
The price is $306 total per night
$306 total
Aug 31 - Sep 1
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
Offshore Montauk
71 S Emerson Ave Montauk NY
$529 nightly
The price is $604 total per night
$604 total
Sep 8 - Sep 9
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
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$954 nightly
The price is $1,090 total per night
$1,090 total
Sep 21 - Sep 22
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
Montauk Manor
236 Edgemere St. Montauk NY
$314 nightly
The price is $359 total per night
$359 total
Sep 7 - Sep 8
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
Montauk Yacht Club
32 Star Island Rd Montauk NY
$451 nightly
The price is $515 total per night
$515 total
Sep 20 - Sep 21
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
Marram
21 Oceanview Terrace Montauk NY
$482 nightly
The price is $551 total per night
$551 total
Sep 21 - Sep 22
Total with taxes and fees
21.02 mi from city center
Located in Montauk, Marram is by the ocean, within a 15-minute walk of South Edison Beach and Shadmoor State Park.
Pool
Parking included
North Fork Resort
690 Queen St Greenport NY
$321 nightly
The price is $367 total per night
$367 total
Sep 7 - Sep 8
Total with taxes and fees
3.33 mi from city center
Located in Greenport, North Fork Resort is within a 5-minute drive of Kontokosta Winery and Stony Brook Eastern Long Island Hospital.
Pool
Pet friendly
Kenny's Tipperary Inn
432 West Lake Drive Montauk NY
$143 nightly
The price is $163 total per night
$163 total
Sep 13 - Sep 14
Total with taxes and fees
20.68 mi from city center
With a stay at Kenny's Tipperary Inn in Montauk (Culloden Shores), you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Pool
Pet friendly
Hampton's Vacation Inn
177 West Montauk Highway Hampton Bays NY
$225 nightly
The price is $257 total per night
$257 total
Aug 31 - Sep 1
Total with taxes and fees
17 mi from city center
Located in Hampton Bays, Hampton's Vacation Inn is within a 10-minute drive of Shinnecock Hills Golf Course and Shinnecock Nation Cultural Center and Museum.
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 | 4,705 hotels |
|---|---|
Lowest Price | $104 |
Highest Price | $1,090 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, Sound View Greenport, The Atlantic Hotel, Water's Edge Resort & Spa, Offshore Montauk, Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Montauk Yacht Club, Marram, North Fork Resort, Kenny's Tipperary Inn, Hampton's Vacation Inn |
Most Recent Shelter Island Hotel Reviews
Sound View Greenport
5 out of 5
Posted 11 hours ago
CheapTickets Verified Review
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
A verified traveler stayed at Sound View Greenport
