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  1. CheapTickets.com
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  3. Shelter Island
  4. New York
  5. United States of America
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See all 4712 hotels in Shelter Island

  • Gurney's Montauk Resort & Seawater Spa
  • Pier Blue Inn Old Saybrook - Essex
  • Sound View Greenport
  • Montauk Blue Hotel
  • The Bentley Hotel Southampton
  • Quality Inn Old Saybrook - Westbrook
  • Offshore Montauk
  • The Harbor Front Inn
  • The Sagaponack
  • The Preston House & Hotel
  • Sag Harbor Inn
  • The Shoals Suites and Slips
  • Madison Beach Hotel
  • Hamlet Inn
  • Zey Hotel
  • Beachcomber Resort at Montauk
  • Harpoon House
  • Kenny's Tipperary Inn
  • The Maidstone
  • Inn at Harbor Hill Marina
  • Aqua by American Beech - Adults Only
  • Daunt's Albatross Motel
  • Silver Sands Motel & Beach Bungalows
  • Budget Host East End Hotel in Riverhead
  • The Atlantic Hotel
  • Marram
  • Harborside Motel
  • Southampton Inn
  • Ocean Surf Resort
  • Topping Rose House
  • Shorewood Inn
  • Econo Lodge Inn & Suites Old Saybrook Westbrook
  • Clinton Motel
  • The Roundtree, Amagansett
  • The Menhaden
  • Liberty Inn
  • Montauk Yacht Club
  • Hero Beach Club
  • The 1770 House Restaurant & Inn
  • The Hampton Maid
  • Super 8 by Wyndham Old Saybrook
  • James Pharmacy Bed & Breakfast
  • The Huntting Inn
  • Southampton Long Island Hotel
  • Carole's Place B & B
  • Greenporter Hotel
  • Aqualina Inn Montauk
  • Westbrook Inn B&B
  • American Beech Hotel
  • The Captain Stannard
  • Mill House Inn
  • Ocean Resort Inn
  • Hartmans' Briney Breezes Beach Resort
  • Bridgehampton Inn
  • Vine & Sand
  • Canoe Place Inn and Cottages
  • The Pridwin Hotel
  • Ocean Vista Resort
  • Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
  • Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa
  • Bayview Resort
  • Steps from the Ocean
  • House on Chase Creek
  • Hampton Bays Hotel on Main
  • Faraway Sag Harbor
  • Lamplighter Motel - Clinton, Connecticut
  • A Wave Inn
  • East Hampton House Resort
  • 435 East Lake
  • Hampton Ocean Resort
  • The Surf Lodge
  • Ruschmeyers
  • The Montauk Beach House
  • Breakers Montauk
  • Ocean View Terrace Inn
  • Arbor View House B&B
  • Old Lyme Inn
  • The Sunset Montauk
  • Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
  • Hotel Moraine
  • The Inn Spot
  • The Chequit
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