Compare Cheap Hotels in Shelter Island
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Cheap Shelter Island Hotels
![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is $77 per night
$77
per night
Jul 9 - Jul 10
Free Cancellation
Reserve now, pay when you stay
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.
![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/e264ae41_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is $265 per night
$265
per night
Jul 21 - Jul 22
Free Cancellation
Reserve now, pay when you stay
13.71 mi from city center
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Pool
Pet friendly
![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/9e62c6db_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is $402 per night
$402
per night
Jun 25 - Jun 26
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.
![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/c43c8bec_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is $600 per night
$600
per night
Jun 23 - Jun 24
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
![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/2385af91_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is $312 per night
$312
per night
Jul 3 - Jul 4
Free Cancellation
Reserve now, pay when you stay
14.87 mi from city center
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be a 4-minute walk from Connecticut River and within a 5-minute drive of General William Hart House.
![Marram](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Marram
21 Oceanview Terrace, Montauk, NY
The price is $580 per night
$580
per night
Jul 8 - Jul 9
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 Ditch Plains Beach.
Pool
Parking included
![Beachcomber Resort at Montauk](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/f6bba299_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beachcomber Resort at Montauk
727 Old Montauk Highway, Montauk, NY
The price is $362 per night
$362
per night
Jun 24 - Jun 25
19.93 mi from city center
With a stay at Beachcomber Resort at Montauk in Montauk, you'll be a 1-minute walk from The Hamptons Beaches and 8 minutes by foot from Second House Museum.
Pool
Free WiFi
![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is $312 per night
$312
per night
Jun 23 - Jun 24
13.36 mi from city center
When you stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/b3e62cd1_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Budget Host East End Hotel in Riverhead
30 Lake Avenue, Riverhead, NY
The price is $115 per night
$115
per night
Jun 23 - Jun 24
Free Cancellation
Reserve now, pay when you stay
19.98 mi from city center
With a stay at Budget Host East End Hotel in Riverhead, you'll be centrally located in Riverhead, within a 15-minute drive of Splish Splash Water Park and The Hamptons Beaches.
Pool
Parking included
![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/f5b274b4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is $98 per night
$98
per night
Jun 24 - Jun 25
Free Cancellation
Reserve now, pay when you stay
17.34 mi from city center
A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, a 5-minute drive from Essex Steam Train and 5 minutes from Essex Library.
![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
The price is $409 per night
$409
per night
Jun 23 - Jun 24
5.05 mi from city center
When you stay at Sag Harbor Inn in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 9 minutes by foot from Bay Street Theatre.
![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/97b402fd_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
The price is $341 per night
$341
per night
Jun 30 - Jul 1
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.
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.
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Shelter Island hotels essential information
Accommodation | 4,865 hotels |
---|---|
Lowest Price | $77 |
Highest Price | $600 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, The Bentley Hotel Southampton, Sound View Greenport, Gurney's Montauk Resort & Seawater Spa, Saybrook Point Resort & Marina, Marram, Beachcomber Resort at Montauk, The Atlantic Hotel, Budget Host East End Hotel in Riverhead, Quality Inn Old Saybrook - Westbrook, Sag Harbor Inn, Water's Edge Resort & Spa |
Most Recent Shelter Island Hotel Reviews
![Sag Harbor Inn](http://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg)
Sag Harbor Inn
5 out of 5
Posted 11 hours ago
CheapTickets Verified Review
"Beautiful, clean, spacious with excellent staff! Highly recommend."
A verified traveler from NY stayed at Sag Harbor Inn
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