Best Hotels in Shelter Island, United States

When you stay at Sag Harbor Inn in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 9 minutes by foot from Bay Street Theatre. This hotel is 12.7 mi (20.5 km) from Cooper's Beach and 0.5 mi (0.7 km) from Sag Harbor Whaling and Historical Museum.Take advantage of recreation opportunities such as an outdoor pool, or other amenities including a fireplace in the lobby and a vending machine.A complimentary continental breakfast is served daily from 7:00 AM to 10:30 AM.Featured amenities include a 24-hour front desk, luggage storage, and an elevator. Free self parking is available onsite.Make yourself at home in one of the 42 air-conditioned rooms featuring flat-screen televisions. Rooms have private balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.

A stay at Greenporter Hotel places you in the heart of Greenport, within a 5-minute walk of Railroad Museum of Long Island and Camera Obscura. This hotel is 6.2 mi (9.9 km) from The Hamptons Beaches and 0.2 mi (0.3 km) from Greenport Carousel.Enjoy a range of recreational amenities, including a spa tub, a 24-hour fitness center, and a seasonal outdoor pool.Continental breakfasts are available daily from 7:00 AM to noon for a fee.Featured amenities include a business center, express check-out, and an elevator. Planning an event in Greenport? This hotel has 275 square feet (26 square meters) of space consisting of conference space and 2 meeting rooms. Free self parking is available onsite.Make yourself at home in one of the 34 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature designer toiletries and hair dryers.

We have been staying at this property for over 12 years. I think the property has two management changes. While I appreciate new leadership and I am happy that they have the other property and we can use their pool and beach, I was disappointed with some new policies. One my daughter has type 1 diabetes and although check in is at 4 the hotel would previously make an effort to let us in earlier if possible, so her supplies could be refrigerated or taken out if a hot car. This year we were told of the new policy of paying for this. This staff took our essentials and put them behind the desk, but it seems quite petty to pay 50 something dollars per hour for an earlier check in. This isn’t a seedy motel having customers pay per hour, so this isn’t a great policy. When we checked in their were at least 3 other guests who were upset with the policy and noted they would not have booked here if they had known. Second, parking. We have always parked here for free. Although, the free municipal lot was touted as the easy option, I wanted to let you know there are at least two homeless men living there. So the other night when we had to move the car at 8:00 I had my 9 year old and 15 year old with me and it wasn’t an ideal situation to be in especially when I am paying a very decent amount for a “luxury” hotel room. Again, these complaints were also mentioned by other guests who we encountered. Finally, on our last night. I inquired about staying another night especially if there was an unoccupied room for one night. We even mentioned we would change rooms. I would assume tomorrow that late in the game if a single room hadn’t been booked there might be a price reduction. I was informed they no longer do that. We were willing to stay and even change rooms and pay just not the ridiculous current price on the website. We were told they no longer do that, so now a room that could have brought in revenue will sit empty. Perhaps you are making that money back on parking….the staff was amazing, but obviously have their hands tied due to the hotel policies. It was disappointing since again we have been regulars there for over 10 years. It doesn’t seem like repeat business is what they are going for or there isn’t any appreciation for those customers who have been coming for years.

We could not have been happier with our stay at the Soundview. The room was immaculate. The view was stunning. The staff was friendly, and the location to downtown Greenport is excellent.

With a stay at The Rams Head Inn in Shelter Island Heights, you'll be within a 10-minute drive of Shelter Island Whale's Tail and Sylvester Manor. This upscale inn is 5.9 mi (9.4 km) from The Hamptons Beaches and 3.8 mi (6.1 km) from Havens House.Take advantage of recreation opportunities such as a private beach or take in the view from a terrace and a garden. Additional amenities at this inn include complimentary wireless internet access, tour/ticket assistance, and a picnic area.Grab a bite to eat at one of the inn's many dining establishments, which include 2 restaurants and a coffee shop/cafe. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.The front desk is staffed during limited hours. This inn has 2 meeting rooms available for events. Free self parking is available onsite.Make yourself at home in one of the 17 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.

With a stay at House on Chase Creek in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor. This golf guesthouse is 4.5 mi (7.2 km) from The Hamptons Beaches and 1.2 mi (1.9 km) from Sunset Beach.Take advantage of recreation opportunities such as bicycles to rent or take in the view from a terrace and a garden.Featured amenities include a 24-hour front desk and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 4 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include ceiling fans and irons/ironing boards, and housekeeping is provided daily.

With a stay at The Wainscott Inn in Wainscott, you'll be within a 5-minute drive of Wolffer Estates Vineyard and The Hamptons Beaches. This bed & breakfast is 3.4 mi (5.5 km) from The Jewish Center of the Hamptons and 4 mi (6.4 km) from Guild Hall.Enjoy the recreation opportunities such as a seasonal outdoor pool or make use of other amenities including complimentary wireless Internet access.The front desk is staffed during limited hours. Free self parking is available onsite.Make yourself at home in one of the 30 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, as well as phones with free local calls.

With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor. This hotel is 4.7 mi (7.6 km) from The Hamptons Beaches and 1.1 mi (1.8 km) from Sunset Beach.Enjoy a meal at the restaurant or snacks in the hotel's coffee shop/cafe.The front desk is staffed during limited hours. Free self parking is available onsite.Make yourself at home in one of the 35 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms with showers are provided. Conveniences include blackout drapes/curtains, housekeeping is provided on request, and irons/ironing boards can be requested.

With a stay at The 1770 House Restaurant & Inn in East Hampton, you'll be by the ocean, just steps from Guild Hall and a 2-minute drive from The Hamptons Beaches. This upscale inn is 2.3 mi (3.7 km) from LongHouse Reserve and 2.9 mi (4.7 km) from Amagansett Square.Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services.Enjoy American cuisine at The 1770 House Restaurant, one of the inn's 2 restaurants, or stay in and take advantage of the room service (during limited hours). Wrap up your day with a drink at the bar/lounge.Featured amenities include luggage storage and a library. Free self parking is available onsite.Make yourself at home in one of the 7 individually decorated guestrooms, featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include phones, as well as safes and irons/ironing boards.

With a stay at East Hampton House Resort in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and First United Methodist Church. This hotel is 0.9 mi (1.4 km) from Old Hook Mill and 0.9 mi (1.5 km) from East Hampton Village Nature Trail and Wildlife Sanctuary.Enjoy recreational amenities such as a fitness center and a seasonal outdoor pool. Additional features at this hotel include complimentary wireless internet access and barbecue grills.Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities.Make yourself at home in one of the 52 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and stovetops. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include microwaves, as well as phones with free local calls.