Cheap Holidays to Shelter Island

Our customers tell us that they enjoy the room service at Gurney's Montauk Resort & Seawater Spa. During your stay, you'll be within walking distance of Hither Hills State Park. Enjoy features like 2 restaurants, a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the comfortable beds at Pier Blue Inn Old Saybrook - Essex. During your stay, you'll be within walking distance of Chalker Beach. Free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as an off-lead area.

During your stay at Offshore Montauk, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas and free self-parking, plus a gym.

Our customers tell us that they can't get enough of the helpful staff at Montauk Manor. During your stay, you're just a quick walk from Shadmoor State Park. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant. Built in 1927, this comfortable aparthotel has 140 apartments over 4 floors. Enjoy your stay with amenities like free WiFi and a kitchen in each apartment.

Our customers tell us that they can't get enough of the helpful staff at Sound View Greenport. During your stay, you'll be close to East End Seaport Maritime Museum. Features include free breakfast and free WiFi in public areas, plus 2 bars.

Our customers tell us that they can't get enough of the helpful staff at Ocean Surf Resort. During your stay, you're just a quick walk from The Hamptons Beaches. Free WiFi in public areas, concierge services and a seasonal outdoor pool are available.