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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
$459 nightly
The price is $524 total per night
$524 total
Mar 22 - Mar 23
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
$143 nightly
The price is $164 total per night
$164 total
Mar 23 - Mar 24
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 walk of The Hamptons Beaches and Shadmoor State Park.
Pool
Hot Tub
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$184 nightly
The price is $212 total per night
$212 total
Apr 1 - Apr 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
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
20.67 mi from city center
With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be steps from The Hamptons Beaches and South Edison Beach.
Pool
Hot Tub
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$178 nightly
The price is $203 total per night
$203 total
Mar 23 - Mar 24
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
$135 nightly
The price is $154 total per night
$154 total
Mar 17 - Mar 18
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
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
$113 nightly
The price is $129 total per night
$129 total
Mar 29 - Mar 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, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All Star Bowling.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$92 nightly
The price is $105 total per night
$105 total
Mar 16 - Mar 17
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.
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
$166 nightly
The price is $190 total per night
$190 total
Mar 10 - Mar 11
Total with taxes and fees
20.51 mi from city center
When you stay at Offshore Montauk in Montauk, you'll be near the beach, just steps from The Hamptons Beaches and Kirk Park Beach.
Pool
Pet friendly
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$165 nightly
The price is $188 total per night
$188 total
Mar 23 - Mar 24
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.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
$321 nightly
The price is $369 total per night
$369 total
Mar 23 - Mar 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.89 mi from city center
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and a 2-minute drive from General William Hart House.
Pool
Hot Tub
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$169 nightly
The price is $193 total per night
$193 total
Mar 10 - Mar 11
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.
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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
4,706 hotels
Lowest Price
$105
Highest Price
$524
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Water's Edge Resort & Spa, Montauk Blue Hotel, Sound View Greenport, The Bentley Hotel Southampton, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, The Harbor Front Inn, Saybrook Point Resort & Marina, The Shoals Suites and Slips

Most Recent Shelter Island Hotel Reviews

Offshore Montauk

Offshore Montauk

5 out of 5
Posted 8 hours ago
CheapTickets Verified Review
"room in front of the street"
A verified traveler stayed at Offshore Montauk
Offshore Montauk