Hotel deals shelter island


The centerpiece of the Heights, the Union Chapel, was built in The restaurant, now renamed the Flying Goat, and bar are favorite gathering places for locals. Like the Heights itself, the Chequit recently renovated dates to about and the church camp era. With its cozy bar, dining near a fireplace on chilly nights and outside dining by the swimming pool, the Tavern is a year-round favorite.

Shelter Island NY Hotels | Sunset Beach | Long Island Boutique Hotels

Its outdoor fire pit is encircled by Adirondack chairs, and bocce courts, lit by strings of white lights, offer entertainment before or after dinner. Last year, Dering Harbor turned When it was founded it had the distinction of being the smallest municipality in New York State. For some, the lovely, protected beaches are the real reason to come here.


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They will also transport kayaks and paddleboards to the beach of your choice with a little advance notice. Wades, with picnic tables, lifeguards and a restroom, is a family favorite. The adjoining Dickerson Creek is a treasured spot for clamming at low tide and watching the tiny fiddler crabs burrow into the sand.

Across the way is a hook of land known as Shell Beach, accessible by water or by the narrow, sandy Oak Tree Lane. It has no services, and a sign declares it is not a bathing beach. Head back toward the North Ferry and prepare yourself for the only real nighttime scene on the island, along Shore Road and Crescent Beach.

The upstairs balcony facing Greenport has one of the best dining views on the island. The center — on land that was once Dr. It provides a summer of intensive musical training for talented, young string musicians. Evening performances of classical music are popular among locals and visitors alike. Perlman himself makes occasional appearances. Most of the events are free or a small donation is suggested.

Some arrive by boat — or more accurately, by yacht — from the Hamptons, anchoring off the beach for late-night mingling over food and drinks. Special Rate 3rd night free midweek. We compared the lowest prices from 6 websites. Ram's Head Inn. We compared the lowest prices from 2 websites.

Shelter Island Hotels and Properties

West Neck Guesthouse. View all 6 deals. Small Hotel. Other places to stay near Shelter Island 2. Super 8 by Wyndham Old Saybrook. Visit hotel website.

No other properties are available in Shelter Island. View nearby results below. Candlelite Inn. Contact accommodation for availability. We had a quiet and pleasant stay. Free Internet. My husband and I had a great room at this cozy bed and breakfast. We really were happy to have air conditioning and our own little porch to enjoy the mornings on. Azalea House. Four West Neck. This is not a bed and breakfast, it is someone's home and they are charging you to stay.

First thing the owners smoke so even though the windows and doors are Avalon Manor at Chase Creek. The Pridwin Hotel. View all 5 deals.

Best Lodging in Shelter Island, NY (with Prices)

The Chequit. Sunset Beach. Official Hotel.


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  • Buckets of rose sangria half filled with ice for over Dollars. Tiny glasses of Rose for 16 Dollars.

    It is a rip-off. We cannot recommend Dering Harbor Inn.


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    Please see our partners for more details. Frequently Asked Questions about Shelter Island hotels. See the full list: Hotels near Mashomack Preserve. See the full list: Cheap Hotels in Shelter Island.

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