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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
$594 nightly
The price is $679 total per night
$679 total
Apr 21 - Apr 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 7 minutes from Shadmoor State Park.
On private beach
Pool
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night
$192 total
Apr 21 - Apr 22
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.
Pool
Hot Tub
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night
$279 total
May 3 - May 4
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 Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$140 nightly
The price is $160 total per night
$160 total
Apr 26 - Apr 27
Total with taxes and fees
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 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Pool
Pet friendly
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night
$257 total
Apr 21 - Apr 22
Total with taxes and fees
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.
Pool
Breakfast included
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
$361 nightly
The price is $412 total per night
$412 total
May 3 - May 4
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.
On private beach
Pool
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$294 nightly
The price is $338 total per night
$338 total
Apr 22 - Apr 23
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

2 out of 5
71 S Emerson Ave Montauk NY
$274 nightly
The price is $313 total per night
$313 total
Apr 21 - Apr 22
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, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Pool
Spa
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$223 nightly
The price is $255 total per night
$255 total
Apr 26 - Apr 27
Total with taxes and fees
2.61 mi from city center
When you stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
Pool
Breakfast included
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$194 nightly
The price is $218 total per night
$218 total
May 3 - May 4
Total with taxes and fees
3.44 mi from city center
When you stay at The Shoals Suites and Slips in Southold, you'll be near the bay, within a 5-minute drive of The Old Field Vineyards and Mattebella Vineyards.
Free WiFi
Air conditioning
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
$135 nightly
The price is $154 total per night
$154 total
Apr 29 - Apr 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.5 mi from city center
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, within a 10-minute drive of Splish Splash Water Park and Suffolk Theater.
Pool
Pet friendly
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$91 nightly
The price is $104 total per night
$104 total
Apr 26 - Apr 27
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
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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 hotels essential information

Accommodation
4,737 hotels
Lowest Price
$104
Highest Price
$679
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Sound View Greenport, The Bentley Hotel Southampton, Sag Harbor Inn, Montauk Yacht Club, Water's Edge Resort & Spa, Offshore Montauk, The Harbor Front Inn, The Shoals Suites and Slips, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex

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
"Fridge and microwave, coffe"
A verified traveler stayed at The Bentley Hotel Southampton
The Bentley Hotel Southampton

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