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Independent in Shelter Island

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$337 nightly
The price is $386 total per night
$386 total
Jan 19 - Jan 20
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

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$244 nightly
The price is $281 total per night
$281 total
Jan 19 - Jan 20
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
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

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$79 nightly
The price is $91 total per night
$91 total
Jan 18 - Jan 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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 Saybrook Country Barn.
Pet friendly
Parking included

Offshore Montauk
71 S Emerson Ave Montauk NY
$166 nightly
The price is $190 total per night
$190 total
Jan 29 - Jan 30
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 Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
$123 nightly
The price is $140 total per night
$140 total
Jan 29 - Jan 30
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

Montauk Manor
236 Edgemere St. Montauk NY
$156 nightly
The price is $178 total per night
$178 total
Feb 1 - Feb 2
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

Sound View Greenport
58775 County Rd 48 Greenport NY
$159 nightly
The price is $182 total per night
$182 total
Jan 21 - Jan 22
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

Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
$301 nightly
The price is $346 total per night
$346 total
Feb 9 - Feb 10
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

Bayview Resort
53 West Tiana Road Hampton Bays NY
17.64 mi from city center
With a stay at Bayview Resort in Hampton Bays, you'll be on the waterfront, within a 10-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
On private beach
Pool

Sea Crest Resort
2166 Montauk Hwy Amagansett NY
16.59 mi from city center
When you stay at Sea Crest Resort in Amagansett, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
$114 nightly
The price is $131 total per night
$131 total
Jan 21 - Jan 22
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.
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 | 4,665 hotels |
|---|---|
Lowest Price | $91 |
Highest Price | $386 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Montauk Blue Hotel, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, The Bentley Hotel Southampton, Montauk Manor, Sound View Greenport, Saybrook Point Resort & Marina, Bayview Resort, Sea Crest Resort, Hyatt Place Long Island East End |
Most Recent Shelter Island Hotel Reviews

Water's Edge Resort & Spa
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Great room and staff"
A verified traveler stayed at Water's Edge Resort & Spa
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