Cheap Holidays to Shelter Island

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.

Our customers tell us that they can't get enough of the helpful staff at Sound View Greenport. During your stay, you'll be within walking distance of Hashamomuck Pond. 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 The Atlantic Hotel. During your stay, you'll be within walking distance of Sebonack Golf Course. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.

Water's Edge Resort & Spa's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of Westbrook Town Beach. Features include free WiFi in public areas and free valet parking, plus 3 restaurants.

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 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.