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Shelter Island

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Map of Shelter Island Hotels

Hotels (5)

B&Bs / Inns (9)

Specialty Lodging (0)

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Hotels Travelers Trust

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7 Stearns Point Rd, Shelter Island Heights, Shelter Island, NY 11965-2009
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$269 - $434 Avg. price/night*
Ollie #1 of 9 B&Bs / Inns in Shelter Island
  •  Perfection! 
  • Seven is simply exquisite and you can't beat it for the location, charm... more
  • September 25, 2018
Traveler photos (178)
Announcement NY Times recommended
The Chequit (Shelter Island Heights) 4.0 of 5
23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
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$216 - $361 Avg. price/night*
Ollie #2 of 9 B&Bs / Inns in Shelter Island
  •  Room #9 
  • My wife and I got married on Shelter Island in October of 2012, we spent... more
  • October 7, 2018
Traveler photos (56)
House on Chase Creek (Shelter Island Heights) 2.5 of 5
3 Locust Ave, Shelter Island Heights, Shelter Island, NY 11965
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$120 - $300 Avg. price/night*
Ollie #3 of 9 B&Bs / Inns in Shelter Island
Traveler photos (63)
Special Offer Want the BEST rate??
11 Stearns Point Rd, Shelter Island, NY 11965-2009
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$178 - $466 Avg. price/night*
Ollie #1 of 5 hotels in Shelter Island
  •  Great pool! 
  • Extremely expensive!!!! Staff is very nice. Pool is great but staff does... more
  • September 3, 2018
Traveler photos (210)
13 Winthrop Road, Shelter Island, NY 11965
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$261 - $390 Avg. price/night*
Ollie #2 of 5 hotels in Shelter Island
  •  Wonderful getaway  
  • My friends and I have been coming at Deering Habor Inn the last few years... more
  • September 23, 2018
Traveler photos (57)
81 Shore Road, Crescent Beach, Shelter Island, NY 11964
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$188 - $374 Avg. price/night*
Ollie #3 of 5 hotels in Shelter Island
Traveler photos (133)
108 Ram Island Drive, Shelter Island, NY 11965
$105 - $250 Avg. price/night*
Ollie #4 of 5 hotels in Shelter Island
  •  Wedding weekend! 
  • Our son got married at the Rams Head last weekend. The food was amazing... more
  • October 5, 2018
Traveler photos (65)
West Neck Guesthouse (Shelter Island Heights) 3.5 of 5
31 W Neck Rd, PO Box 624, Shelter Island Heights, Shelter Island, NY 11965-2011
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$183 - $322 Avg. price/night*
Ollie #4 of 9 B&Bs / Inns in Shelter Island
Traveler photos (122)
Route 114 South, Shelter Island, NY
Ollie #5 of 9 B&Bs / Inns in Shelter Island
Traveler photos (15)
1 Thomas Avenue, Shelter Island, NY 11964
Ollie #6 of 9 B&Bs / Inns in Shelter Island
35 Shore Rd, Shelter Island, NY 11965-2002
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$195 - $225 Avg. price/night*
Ollie #5 of 5 hotels in Shelter Island
  •  Scene-y Inconsistence 
  • During our brief day drip to Shelter Island, my boyfriend wanted to check... more
  • August 27, 2018
Traveler photos (26)
2 South Ferry Road, Shelter Island, NY 11965
No photo provided
$355 - $370 Avg. price/night*
Ollie #7 of 9 B&Bs / Inns in Shelter Island
  •  Comfortable and clean  
  • The owner Chris is very welcoming and makes you feel right at home. The... more
  • October 25, 2015
4 West Neck Road, Shelter Island, NY
No photo provided
$100 - $300 Avg. price/night*
Ollie #8 of 9 B&Bs / Inns in Shelter Island
18 Sylvan Road, Shelter Island, NY 11964
No photo provided
$165 - $225 Avg. price/night*