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We have 4 hotels in Shelter Island Heights.

 
 
The Chequit Inn        
23 Grand Ave

Upscale beach-chic rooms & suites in a historic B&B with a front porch & a seasonal American eatery...
Sunset Beach Star Rating 4        
35 Shore Road

Set opposite Crescent Beach, this hip, seasonal hotel is a 9-minute walk from the Shelter Island Country Club and 2 miles from the North Ferry.Minimalist rooms with seaside-inspired decor also feature luxe linens, iPod docks and designer toiletries, plus free Wi-Fi, minibars, TVs with DVD players and decks with water views. Room service and in-room spa and beauty treatments are available (fees may apply).
The Pridwin Hotel Star Rating 3        
81 Shore Road

On a 10-acre property by Crescent Beach, this relaxed hotel dates to 1927. It's 2 miles from the Shelter Island North Ferry terminal and 4 miles from Gardiner's Bay Country Club.Country-style rooms offer free Wi-Fi and TVs, and some have water views.
Seven Shelter Island Heights Star Rating 4        
7 Stearns Point Road P.O. Box 561

A 7-minute walk from Crescent Beach, this refined B&B in a 1902 farmhouse is 2 miles from the East End Seaport Museum & Marine Foundation, and 8 miles from the 19th-century Horton Point Lighthouse.The 4 contemporary rooms feature wood floors, flat-screen TVs, and en suite bathrooms with glass walk-in showers. Some rooms add sitting areas with pull-out sofas.
 
 
More on Shelter Island Heights .
 
Shelter Island Heights is a hamlet and census - designated place located in the Town of Shelter Island, Suffolk County, New York. It is located on the north side of the island of Shelter Island, surrounding the village of Dering Harbor.