"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
Zeah
"The room was,clean and comfortable.
There were 2 water bottles in the fridge.
What was missing, were cups of any type,and a coffee maker. We had to walk to the ice cream shop next door to get cups, and walk in the rain to get coffee.
You would think for almost $400.00
Per night, these conveniences would have been included..
Also, we were in Room 4, and the shrubs surrounding the stairway were overgrown & mostly blocking the stairs. When it rained, there was no way we couldn't get wet as the...
"The room was,clean and comfortable.
There were 2 water bottles in the fridge.
What was missing, were cups of any type,and a coffee maker. We had to walk to the ice cream shop next door to get cups, and walk in the rain to get coffee.
You would think for almost $400.00
Per night, these conveniences would have been included..
Also, we were in Room 4, and the shrubs surrounding the stairway were overgrown & mostly blocking the stairs. When it rained, there was no way we couldn't get wet as the...
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
James
"Beautiful spot. It would be nice if front desk help knew more about the area and if it had more pamphlets and maps on what to do.
A light breakfast would be nice as the attached French restaurant was only open at night."
"Beautiful spot. It would be nice if front desk help knew more about the area and if it had more pamphlets and maps on what to do.
A light breakfast would be nice as the attached French restaurant was only open at night."
"Very beautiful location and the room unforgettable ocean view will definitely come back"
"Very beautiful location and the room unforgettable ocean view will definitely come back"
Dionysios
"Beautiful property! View was awesome, nice beach with chairs. The room could use some updating, stove top was broken so our morning coffee was delayed as the burner was very slow to heat the water for our French press we travel with. The view from our room was peaceful however the barbecue area was in direct view and there was always garbage piled up and was not pleasant to see. Overall great stay! "
"Beautiful property! View was awesome, nice beach with chairs. The room could use some updating, stove top was broken so our morning coffee was delayed as the burner was very slow to heat the water for our French press we travel with. The view from our room was peaceful however the barbecue area was in direct view and there was always garbage piled up and was not pleasant to see. Overall great stay! "
"Nice quiet place with excellent views to spend the night "
"Nice quiet place with excellent views to spend the night "
Diane
"I’ve been coming here for ages and have recommended it to many friends over the years. Prices have gotten out of control and, to add insult to injury, they add all the extra sneaky fees. This is the North Fork. Give me a break. "
"I’ve been coming here for ages and have recommended it to many friends over the years. Prices have gotten out of control and, to add insult to injury, they add all the extra sneaky fees. This is the North Fork. Give me a break. "
"Beautiful and cozy, super comfy beds. Friendly service at the lobby."
"Beautiful and cozy, super comfy beds. Friendly service at the lobby."
Anonymous traveler
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
Valerie
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues.
The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues.
The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
"HIDDEN GEM IN THE HEART OF HAMPTONS!
What a special place to stay in the Hamptons! I am so happy we found this wonderful gem!
This hotel is clean, quiet and well managed.
The pool is beautiful the rooms are modern, sleek and clean!
The grounds are beautifully manicured.
The location is perfect!
This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
"HIDDEN GEM IN THE HEART OF HAMPTONS!
What a special place to stay in the Hamptons! I am so happy we found this wonderful gem!
This hotel is clean, quiet and well managed.
The pool is beautiful the rooms are modern, sleek and clean!
The grounds are beautifully manicured.
The location is perfect!
This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
You might want to play some rounds at Gardiner's Bay Country Club, located 1.8 mi (2.9 km) from central Shelter Island. If Gardiner's Bay Country Club doesn't quite scratch your golfing itch, Shelter Island Country Club, and Island's End Golf and Country Club are also nearby.
Mashomack Preserve is 1.3 mi (2.1 km) from central Shelter Island, why not stop by during your stay. Want to stretch your legs some more? Head to Cedar Point County Park and Foster Memorial Town Beach, both nearby.
You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
Hop aboard a ferry to this tranquil island retreat, where pristine beaches and lush nature preserves await. Unwind at Sunset Beach, explore the Mashomack Preserve, or delve into local history at the Shelter Island Historical Society.
Check out reviews of Shelter Island hotels guests love
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"We arrived late at night and the staff were so very friendly and accommodating. We had a small issue in our room and the staff responded immediately and so graciously to resolve it. We have stayed here before and have always enjoyed our stay. "
"Room was big enough. AC worked very well. Beds were very comfortable. Pool and it's area was excellent. Everyone including other guests were very friendly and easy to talk with. I'd definitely go back."
"This is the fourth time that we have stayed at The Hampton Maid. We stayed for 5 days. The staff was very professional and helpful. Breakfast was great and we were in the pool every day. We'll be back!"
"What a hidden gem ! The staff was personable and kind . The cottage was picturesque and the view was spectacular. Charming and peaceful all in a one . Would definitely recommend to anyone . "
"The property boasts an excellent location—right across from the beach and just a short walk to town. While the accommodations are slightly dated, the staff were friendly, professional, and quick to respond to any requests. We thoroughly enjoyed our stay."
"We’ve stayed at several properties in the Greenport area and this was our first time at Silver Sands; we loved it! The rooms were updated, clean and cute. The beach access was a huge plus, as well as on site restaurants. They don’t charge for parking (as some hotels nearby are starting to do) and the location is central to Greenport Village and the wineries. We went for an anniversary trip and stayed in the motel section but would definitely come back with the kids and try out the bungalows! Overall great trip and would recommend to others; we will be back!"
"This was our first trip to Montauk, and staying at the Ocean Resort Inn guaranteed we will be back! The resort is walkable to the beach and provides beach chairs and towels, and also within walking distance to the main town where the shops and restaurants are located. The rooms are spacious, clean, and comfortable with outdoor seating right outside the door. The staff was extremely friendly and provided information on the town and suggestions on where to go, what to see, and what to do--perfect for first timers like us! We had an incredible time staying here and will absolutely be back."
"The location was perfect right on the beach. Walkable to the restaurants and stores. The hotel offers free chairs and umbrellas for your use on the beach. Would definitely recommend the hotel!"
"This is a top-knotch resort beautifully situated on the Long Island Sound. A luxury accommodation that is as quaint as it is comfortable. Excellent service all around. A superb restaurant on site. "
"We treated ourselves to room service one rainy night and it was great. The housekeeping staff was attentive and professional, one young woman offered to help get my bag upstairs!
Super location for my needs of daily Tracy Anderson studio work
Lovely spot"
"I was upgraded to a room with king bed. Very clean and pleasant accommodations. The staff was amazing and friendly. Location is perfect - a few steps away from the beach and Main Street. I had a great stay. "
"Great place highly recommended. Quiet and cozy atmosphere. Pool, tennis court, volleyball court and onsite parking made the stay that much better. Amazing staff and super professional. "
How much does a hotel room cost in Shelter Island?
You can find top hotels in Shelter Island from $161 with options to suit your budget and needs. If you're after an affordable hotel in Shelter Island that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Shelter Island hotels?
Members can save up to 20% on select hotels in Shelter Island. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Shelter Island hotels with free cancellation?
In order to book a refundable Shelter Island hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Shelter Island hotels with a pool?
For a little extra luxury, discover some of the best Shelter Island hotels with a pool. To find more stays in Shelter Island with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some popular hotels in central Shelter Island?
For hotels in central Shelter Island, check out The Harbor Front Inn and Sag Harbor Inn. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour health club this hotel offers. Sag Harbor Inn is another popular central hotel with an outdoor pool, a free continental breakfast and free parking. Pipes Cove and Silver Beach are some of the most central neighborhoods for your Shelter Island vacation.
Are all taxes and fees included in the Shelter Island hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Shelter Island?
If you're looking for the flexibility to change your travel plans to Shelter Island, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Shelter Island?
Your animal companion is welcome at these pet-friendly hotels: Shelter Island Farmhouse Pet Friendly with POOL and Sunset Beach Hotel .
Where can I stay in Shelter Island if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 84 vacation homes. You can also consider one of the 5 cottages for your trip.
Where can I stay if I'm traveling to Shelter Island for a family-friendly vacation?
Parents traveling with children may want to consider Beautiful newly built vacation home on Shelter IslandVery private, Shelter Island Farmhouse Pet Friendly with POOL and Waterfront farmhouse with dock and south and west sunset view..
What will the weather in Shelter Island be like during my trip?
The warmest months in Shelter Island are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Find out more about Shelter Island
Find out more about Shelter Island
If you're looking for a place to get away, look no further than Shelter Island. Whether you're planning to stay for a night or for the week, the area around Shelter Island has accommodations to fit every need. Search for hotels in Shelter Island with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Shelter Island hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Shelter Island hotel deals are here with our lowest price guarantee.
