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Cheap Shelter Island Heights Hotels

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is $671 total per night
$671 total
per night
Sep 13 - Sep 14
1.4 mi from city center
With a stay at The Pridwin Hotel in Shelter Island Heights, you'll be near the bay, just a 1-minute walk from Crescent Beach and 11 minutes by foot from Sunset Beach.
On private beach
Pool
The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
The price is $334 total per night
$334 total
per night
Sep 8 - Sep 9
0.04 mi from city center
With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor.
Pet friendly
Parking included
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
The price is $104 total per night
$104 total
per night
Aug 27 - Aug 28
Free Cancellation
14.22 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

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is $395 total per night
$395 total
per night
Sep 15 - Sep 16
2.29 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

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is $250 total per night
$250 total
per night
Sep 8 - Sep 9
13.97 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

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is $306 total per night
$306 total
per night
Aug 31 - Sep 1
Free Cancellation
Reserve now, pay when you stay
14.27 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
The price is $604 total per night
$604 total
per night
Sep 8 - Sep 9
21.55 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

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is $1,090 total per night
$1,090 total
per night
Sep 21 - Sep 22
19.54 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

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is $359 total per night
$359 total
per night
Sep 7 - Sep 8
21.3 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

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
The price is $515 total per night
$515 total
per night
Sep 20 - Sep 21
22.02 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
The price is $551 total per night
$551 total
per night
Sep 21 - Sep 22
22.05 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

North Fork Resort

3 out of 5
690 Queen St Greenport NY
The price is $367 total per night
$367 total
per night
Sep 7 - Sep 8
1.91 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
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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 Heights hotels essential information

Accommodation
4,741 hotels
Lowest Price
$104
Highest Price
$1,090
Popular hotels
The Pridwin Hotel, The Chequit, 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

Most Recent Shelter Island Heights Hotel Reviews

The Chequit

The Chequit

4 out of 5
Posted 9 hours ago
CheapTickets Verified Review
"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive to that. Had a wonderful area for eating at the restaurant with nice fire pits, very nice with an overview of the water. Nice porch to be able to sit and read in the morning or many people were doing work. One annoyance was that one of the guests was having his phone on speaker while he had a business meeting and he spoke totally out loud, and was very distracting and basically rude. He should’ve taken that conversation elsewhere and taken a walk or gone back to his room. Staff did not feel that there was any need to say anything to him. “It’s a public space” Also, there was an area right near the parking lot that was right adjacent to the building that was totally mowed in full of weeds, that really would’ve been nice if it was cleared up. In all we would return, it was very pleasant otherwise. Nice view of the harbor small but nice. And located really conveniently right by the ferry."
A verified traveler stayed at The Chequit
The Chequit

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