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
$84 nightly
The price is $97 total per night
$97 total
Nov 5 - Nov 6
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.
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$456 nightly
The price is $521 total per night
$521 total
Nov 3 - Nov 4
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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$193 nightly
The price is $222 total per night
$222 total
Nov 1 - Nov 2
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
$234 nightly
The price is $267 total per night
$267 total
Nov 1 - Nov 2
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
The Atlantic Hotel
1655 County Road 39 Southampton NY
$111 nightly
The price is $127 total per night
$127 total
Oct 28 - Oct 29
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.
Sound View Greenport
58775 County Rd 48 Greenport NY
$217 nightly
The price is $248 total per night
$248 total
Nov 2 - Nov 3
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.
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 Yacht Club
32 Star Island Rd Montauk NY
$293 nightly
The price is $334 total per night
$334 total
Oct 6 - Oct 7
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.
Zey Hotel
439 Main Street Greenport NY
$169 nightly
The price is $193 total per night
$193 total
Oct 18 - Oct 19
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.
Ocean Resort Inn
95 S Emerson Ave Montauk NY
$145 nightly
The price is $166 total per night
$166 total
Oct 11 - Oct 12
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.
Montauk Manor
236 Edgemere St. Montauk NY
$143 nightly
The price is $164 total per night
$164 total
Nov 2 - Nov 3
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.
Ocean Surf Resort
84 South Emerson Avenue Montauk NY
$147 nightly
The price is $168 total per night
$168 total
Oct 18 - Oct 19
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.
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 | 4,592 hotels |
|---|---|
Lowest Price | $97 |
Highest Price | $521 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Offshore Montauk, The Atlantic Hotel, Sound View Greenport, Montauk Blue Hotel, Montauk Yacht Club, Zey Hotel, Ocean Resort Inn, Montauk Manor, Ocean Surf Resort |
Most Recent Shelter Island Hotel Reviews
Montauk Yacht Club
5 out of 5
Posted 7 hours ago
CheapTickets Verified Review
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
A verified traveler stayed at Montauk Yacht Club
