6 hotels in Shelter Island: Best hotel deals for 2023

Shelter Island's best value (Travel and Leisure Magazine), a quaint and quiet getaway only 2 hrs by bus or car from Manhattan. Set on a country lane overlooking a picturesque inlet, the House is only 2 blocks from the shops and restaurants on Dering Harbor. Bike rentals, golf, and tennis as well as transportation to NYC are all available within walking distance. All rooms have private bath, AC and can see the water.

Welcome to West Neck Guesthouse, a brand new lodging option on Shelter Island. This family home has been converted to a beautifully appointed guest house, conveniently located within walking distance to Crescent Beach, restaurants and activities. Each room features a luxurious king size bed, private contemporary bath, and chic beach decor and furniture.

See why so many travelers make Sunset Beach their hotel of choice when visiting Shelter Island. Providing an ideal mix of value, comfort and convenience, it offers a romantic setting with an array of amenities designed for travelers like you. Guest rooms offer amenities such as a flat screen TV and air conditioning, and guests can go online with free wifi offered by the hotel. Sunset Beach Hotel features room service, a concierge, and shops, to help make your stay more enjoyable. The property also boasts an on-site restaurant. If you are driving to Sunset Beach Hotel, free parking is available. For those interested in checking out Shelter Island Historical Society (1.9 mi) while visiting Shelter Island, Sunset Beach Hotel is a short distance away. During your visit, be sure to check out one of Shelter Island's popular shrimp restaurants such as Commander Cody's, Vine Street Cafe, and Salt, all a short distance from Sunset Beach Hotel. There is no shortage of things to do in the area: explore popular gardens such as Sylvester Manor Educational Farm. We’re sure you’ll enjoy your stay at Sunset Beach as you experience all of the things Shelter Island has to offer.

From the moment you arrive at Shelter Island House, you feel like you are at home. Located a stone’s throw from the famous Crescent Beach on Shelter Island, the hotel boasts 11 graciously furnished rooms with splendid garden views that add to the tranquility of this very unique hotel. The hotel has both a lounge bar and an outdoor bar in the garden, plus indoor and outdoor dining with a brasserie style menu that has a sophisticated feel. Whether it be relaxing by the fireplace in the winter or dining alfresco in the beautiful gardens in the summer this is a place for all seasons. Our friendly staff will take care of your every need. Come and have a cocktail around our roaring fireplace, where serenity will be right at your fingertips.

Located on Shelter Island, overlooking the picturesque harbor from which it takes its name the Dering Harbor Inn is the ideal place to come and settle in. Private and discreet, it's array of waterfront villas and suites, scenically situated pristine heated swimming pool, Fitness Center with tennis courts, dock and over seven acres of walkabout space give our guests room to relax, reflect and rejuvenate. The accommodations are deluxe and individually unique, and the ambiance tranquil and unhurried – a pace that has been the hallmark of Shelter Island to this day and is why it is so rightfully referred to as the "un-Hamptons". In a superb location...within a five minute walking distance to main village where you'll find restaurants/bars, markets, shops, bike rentals. Only two hours from New York, accessible by a short ferry ride, the Dering Harbor Inn patiently awaits you.

Shelter Island's best value (Travel and Leisure Magazine), a quaint and quiet getaway only 2 hrs by bus or car from Manhattan. Set on a country lane overlooking a picturesque inlet, the House is only 2 blocks from the shops and restaurants on Dering Harbor. Bike rentals, golf, and tennis as well as transportation to NYC are all available within walking distance. All rooms have private bath, AC and can see the water.