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Top Shelter Island Ski Hotels

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Recommended hotels in Shelter Island

Property grounds
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
10.0 out of 10, Exceptional, (52)
$1,165 nightly
The price is $1,331
Nov 20 - Nov 21
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Microwave
8.0 out of 10, Very Good, (1002)
$71 nightly
The price is $82
Dec 8 - Dec 9
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Ocean View 2 Queens | 1 bedroom, premium bedding, pillowtop beds, blackout drapes
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (69)
$131 nightly
The price is $150
Dec 3 - Dec 4
Total with taxes and fees
Offshore Montauk
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
Clinton
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.6 out of 10, Excellent, (292)
$76 nightly
The price is $87
Nov 19 - Nov 20
Total with taxes and fees
Clinton Motel
Free WiFi, bed sheets
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
  • Pool
  • Kitchen
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (6)
$195 nightly
The price is $223
Nov 19 - Nov 20
Total with taxes and fees
North Fork Cottages & RV Resort
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
  • Hot tub
9.2 out of 10, Wonderful, (1262)
$156 nightly
The price is $178
Dec 2 - Dec 3
Total with taxes and fees
Montauk Manor
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.4 out of 10, Very Good, (876)
$131 nightly
The price is $150
Dec 2 - Dec 3
Total with taxes and fees
Kenny's Tipperary Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
7.2 out of 10, Good, (459)
$72 nightly
The price is $82
Nov 25 - Nov 26
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (534)
$154 nightly
The price is $176
Nov 19 - Nov 20
Total with taxes and fees
The Harbor Front Inn
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
  • Ocean view
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Parking available
  • Microwave
10.0 out of 10, Exceptional, (3)
$172 nightly
The price is $195
Nov 19 - Nov 20
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
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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Top Shelter Island Hotel Reviews

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