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Cheap Shelter Island Hotels

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$888 nightly
The price is $1,015 total per night
$1,015 total
Jun 11 - Jun 12
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 7 minutes from Shadmoor State Park.
On private beach
Pool
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$114 nightly
The price is $131 total per night
$131 total
Jun 14 - Jun 15
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
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$316 nightly
The price is $361 total per night
$361 total
Jun 8 - Jun 9
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
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$201 nightly
The price is $230 total per night
$230 total
Jun 8 - Jun 9
Total with taxes and fees
13.34 mi from city center
When you stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 5-minute drive of Shinnecock Hills Golf Course and The Hamptons Beaches.
Pool
Pet friendly
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$227 nightly
The price is $259 total per night
$259 total
Jun 8 - Jun 9
Total with taxes and fees
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
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
$599 nightly
The price is $684 total per night
$684 total
Jun 10 - Jun 11
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

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
$570 nightly
The price is $651 total per night
$651 total
Jun 8 - Jun 9
Total with taxes and fees
21.02 mi from city center
When you stay at Marram in Montauk, you'll be on the beach, within a 5-minute drive of South Edison Beach and Lake Montauk.
Pool
Parking included
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$295 nightly
The price is $339 total per night
$339 total
Jun 9 - Jun 10
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

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
$315 nightly
The price is $360 total per night
$360 total
Jun 22 - Jun 23
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
Ocean Resort Inn

Ocean Resort Inn

2 out of 5
95 S Emerson Ave Montauk NY
$195 nightly
The price is $223 total per night
$223 total
Jun 9 - Jun 10
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
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway Montauk NY
$337 nightly
The price is $380 total per night
$380 total
Jun 21 - Jun 22
Total with taxes and fees
19.93 mi from city center
When you stay at Beachcomber Resort at Montauk in Montauk, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Pool
Free WiFi
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$445 nightly
The price is $508 total per night
$508 total
Jun 22 - Jun 23
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
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Shelter Island hotels essential information

Accommodation
4,827 hotels
Lowest Price
$131
Highest Price
$1,015
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Pier Blue Inn Old Saybrook - Essex, Montauk Manor, The Atlantic Hotel, The Bentley Hotel Southampton, Montauk Yacht Club, Marram, Water's Edge Resort & Spa, Offshore Montauk, Ocean Resort Inn, Beachcomber Resort at Montauk, Sound View Greenport

Most Recent Shelter Island Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Very spacious rooms. Would recommend putting a screen on the patio door so you can have the fresh air in room. Also some of the light switches were normal but others were bothersome to put on since you had to keep pushing them to get them to stay on. Beds were spacious and comfortable. The people in the next room were outside on patio smoking pot which was not a welcome smell each day of our stay. Also I recommend a weight limit on the dogs that are allowed to stay. A big German shepherd wandering around onto our patio is not a welcome sight. And they should create a dog area where the dogs can do their business and not on the grassy area right next to the patio area where people were sitting and walking on."
A verified traveler stayed at The Bentley Hotel Southampton
The Bentley Hotel Southampton

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