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Shelter Island

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Map of Shelter Island Hotels

Hotels (5)

B&Bs / Inns (9)

Specialty Lodging (1)

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Hotels Travelers Trust

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7 Stearns Point Rd, Shelter Island Heights, Shelter Island, NY 11964-0561
Seven on Shelter Slideshow
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$248 - $380 Avg. price/night*
Ollie #1 of 9 B&Bs / Inns in Shelter Island
Professional photos | Traveler photos (173)
Special Offer Call Direct For Best...
11 Stearns Point Rd, Shelter Island, NY 11965-2009
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$181 - $836 Avg. price/night*
Ollie #1 of 5 hotels in Shelter Island
Professional photos | Traveler photos (57)
23 Grand Ave, Shelter Island Heights, Shelter Island, NY 11965-2000
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$215 - $607 Avg. price/night*
Ollie #2 of 9 B&Bs / Inns in Shelter Island
  •  Proposal Weekend 
  • My now wife-to-be and I came to stay in the Chequit over Labor Day weekend... more
  • September 28, 2016
Professional photos | Traveler photos (34)
3 Locust Ave., Shelter Island Heights, Shelter Island, NY 11965
House on Chase Creek Slideshow
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$177 - $367 Avg. price/night*
Ollie #3 of 9 B&Bs / Inns in Shelter Island
Professional photos | Traveler photos (57)
Special Offer CALL 4 MULTI NIGHT RATE!
81 Shore Road, Crescent Beach, Shelter Island, NY 11964
The Pridwin Hotel Slideshow
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$190 - $1,114 Avg. price/night*
Ollie #2 of 5 hotels in Shelter Island
Professional photos | Traveler photos (91)
13 Winthrop Road, Shelter Island, NY 11965
$262 - $282 Avg. price/night*
Ollie #3 of 5 hotels in Shelter Island
  •  Peaceful getaway 
  • We were made very welcome by all the staff, who went out of their way to... more
  • September 16, 2016
Traveler photos (42)
108 Ram Island Drive, Shelter Island, NY 11965
Ram's Head Inn Slideshow
$105 - $250 Avg. price/night*
Ollie #4 of 5 hotels in Shelter Island
Traveler photos (48)
La Petite Maison (Shelter Island Heights)
31 W Neck Rd, PO Box 1209, Shelter Island Heights, Shelter Island, NY 11965-2011
La Petite Maison Slideshow
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$197 - $269 Avg. price/night*
Ollie #4 of 9 B&Bs / Inns in Shelter Island
Traveler photos (36)
Special Offer CALL US FOR BEST RATE!
2 South Ferry Road, Shelter Island, NY 11965
Ollie #5 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
Professional photos | Traveler photos (20)
1 Thomas Avenue, Shelter Island, NY 11964
Ollie #6 of 9 B&Bs / Inns in Shelter Island
Route 114 South, Shelter Island, NY
Ollie #7 of 9 B&Bs / Inns in Shelter Island
Traveler photos (15)
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*