Best 4 Star Hotels in 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 helpful staff at Madison Beach Hotel. During your stay, you'll be within walking distance of Deacon John Grave House. Enjoy features like free WiFi in public areas, plus a full-service spa and a restaurant.

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 Montauk Yacht Club. During your stay, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas and free self-parking, plus 2 outdoor pools. This property offers pet-friendly amenities, such as food and water bowls.

During your stay at Canoe Place Inn and Cottages, you'll be within walking distance of The Hamptons Beaches. Free WiFi in public areas, free valet parking and free train pick-up service are available. This property offers pet-friendly amenities, such as food and water bowls.

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

During your stay at Marram, you're just a quick walk from The Hamptons Beaches. Enjoy features like free WiFi in public areas and free self-parking, plus a seasonal outdoor pool.

During your stay at Journey East Hampton, you'll be within walking distance of The Hamptons Beaches. Free breakfast, free WiFi in public areas and free self-parking are available.

Our customers tell us that they can't get enough of the helpful staff at Silver Sands Motel & Beach Bungalows. During your stay, you'll be within walking distance of Railroad Museum of Long Island. Features include free WiFi in public areas and free self-parking, plus 3 restaurants.

During your stay at The Roundtree, Amagansett, you're just a quick walk from Amagansett Square. Features include free breakfast, free WiFi in public areas and free self-parking. Some of the pet-friendly amenities that this property offers include food and water bowls and pet-sitting services.

Our customers tell us that they can't get enough of the helpful staff at Copper Beech Inn. During your stay, you'll be within walking distance of Ivoryton Playhouse. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.

During your stay at The 1770 House Restaurant & Inn, you're just a quick walk from Guild Hall. Features include free WiFi in public areas and free self-parking, plus 2 restaurants.

During your stay at Topping Rose House, you'll be within walking distance of Children's Museum of The East End. You'll find features such as free WiFi in public areas, free valet parking and a free area shuttle.

During your stay at The Maidstone, you're just a quick walk from Home Sweet Home Museum. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.

Our customers tell us that they can't get enough of the helpful staff at The Pridwin Hotel. During your stay, you're just a quick walk from Crescent Beach. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.