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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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$326 - $578 Avg. price/night*
Ollie #1 of 9 B&Bs / Inns in Shelter Island
Professional photos | Traveler photos (169)
Special Rate Book directly 4 BEST...
The Chequit (Shelter Island Heights) 4.0 of 5
23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
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$271 - $544 Avg. price/night*
Ollie #2 of 9 B&Bs / Inns in Shelter Island
  •  US Golf Open 
  • Our first visit to this part of the country and our first experience with... more
  • June 18, 2018
Professional photos | Traveler photos (46)
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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$212 - $384 Avg. price/night*
Ollie #3 of 9 B&Bs / Inns in Shelter Island
Professional photos | Traveler photos (63)
Special Offer Want the BEST rate??
11 Stearns Point Rd, Shelter Island, NY 11965-2009
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$184 - $1,249 Avg. price/night*
Ollie #1 of 5 hotels in Shelter Island
  •  Perfect Getaway 
  • Such an incredible stay in the most quaint boutique hotel in a place I... more
  • June 18, 2018
Professional photos | Traveler photos (214)
13 Winthrop Road, Shelter Island, NY 11965
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$261 - $474 Avg. price/night*
Ollie #2 of 5 hotels in Shelter Island
Traveler photos (52)
81 Shore Road, Crescent Beach, Shelter Island, NY 11964
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$258 - $549 Avg. price/night*
Ollie #3 of 5 hotels in Shelter Island
Professional photos | Traveler photos (121)
108 Ram Island Drive, Shelter Island, NY 11965
$105 - $250 Avg. price/night*
Ollie #4 of 5 hotels in Shelter Island
  •  Gorgeous setting 
  • The property is just breathtaking. The aesthetic from the outside is... more
  • June 23, 2018
Traveler photos (59)
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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$177 - $446 Avg. price/night*
Ollie #4 of 9 B&Bs / Inns in Shelter Island
  •  Quiet Summer Getaway  
  • I just wanted some peace and quiet for a solid week with nice beach close... more
  • August 25, 2017
Traveler photos (120)
Route 114 South, Shelter Island, NY
Ollie #5 of 9 B&Bs / Inns in Shelter Island
Traveler photos (15)
2 South Ferry Road, Shelter Island, NY 11965
Ollie #6 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
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
Traveler photos (25)
1 Thomas Avenue, Shelter Island, NY 11964
Ollie #7 of 9 B&Bs / Inns in Shelter Island
  •  A Sheltered attitude 
  • I find staying on Shelter Island off season, well, strange. This B & B is... more
  • May 18, 2017
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*