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Shelter Island

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Map of Shelter Island Hotels

Hotels (5)

B&Bs / Inns (9)

Speciality Lodging (0)

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Hotels Travellers Trust

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7 Stearns Point Rd, Shelter Island Heights, Shelter Island, NY 11965-2009
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US$327 - US$605 Avg. price/night*
Ollie #1 of 9 B&Bs in Shelter Island
  •  Wonderful B&B Stay. 
  • I was lucky enough to snag a room when Seven had a last-minute... more
  • 25 June 2018
Professional photos | Traveller 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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US$245 - US$513 Avg. price/night*
Ollie #2 of 9 B&Bs in Shelter Island
  •  BEST Vacation! 
  • Cannot say enough good things about this place! The staff is awesome and... more
  • 7 July 2018
Professional photos | Traveller photos (49)
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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US$184 - US$415 Avg. price/night*
Ollie #3 of 9 B&Bs in Shelter Island
Professional photos | Traveller photos (63)
Special Offer Want the BEST rate??
11 Stearns Point Rd, Shelter Island, NY 11965-2009
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US$99 - US$1 462 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
  • 18 June 2018
Professional photos | Traveller photos (214)
13 Winthrop Road, Shelter Island, NY 11965
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US$384 - US$490 Avg. price/night*
Ollie #2 of 5 hotels in Shelter Island
  •  Peaceful Oasis 
  • We spent three days at Dering Harbor Inn. We had a lovely one bedroom... more
  • 15 July 2018
Traveller photos (57)
81 Shore Road, Crescent Beach, Shelter Island, NY 11964
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US$300 - US$523 Avg. price/night*
Ollie #3 of 5 hotels in Shelter Island
  •  Could be a lot better 
  • I’ll start off by saying this was our fourth trip to The Pridwin and... more
  • 17 July 2018
Professional photos | Traveller photos (121)
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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US$231 - US$472 Avg. price/night*
Ollie #4 of 9 B&Bs in Shelter Island
  •  Quiet Summer Getaway  
  • I just wanted some peace and quiet for a solid week with nice beach close... more
  • 26 August 2017
Traveller photos (120)
108 Ram Island Drive, Shelter Island, NY 11965
US$105 - US$250 Avg. price/night*
Ollie #4 of 5 hotels in Shelter Island
Traveller photos (60)
Route 114 South, Shelter Island, NY
Ollie #5 of 9 B&Bs in Shelter Island
Traveller photos (15)
2 South Ferry Road, Shelter Island, NY 11965
Ollie #6 of 9 B&Bs in Shelter Island
  •  Comfortable and clean  
  • The owner Chris is very welcoming and makes you feel right at home. The... more
  • 25 October 2015
35 Shore Rd, Shelter Island, NY 11965-2002
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US$195 - US$225 Avg. price/night*
Ollie #5 of 5 hotels in Shelter Island
Traveller photos (25)
1 Thomas Avenue, Shelter Island, NY 11964
Ollie #7 of 9 B&Bs in Shelter Island
  •  A Sheltered attitude 
  • I find staying on Shelter Island off season, well, strange. This B & B is... more
  • 18 May 2017
4 West Neck Road, Shelter Island, NY
No photo provided
US$100 - US$300 Avg. price/night*
Ollie #8 of 9 B&Bs in Shelter Island
18 Sylvan Road, Shelter Island, NY 11964
No photo provided
US$165 - US$225 Avg. price/night*