Photo by tom owens

Search Shelter Island hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Shelter Island hotel prices

Tonight
Jun 26 - Jun 27
Tomorrow night
Jun 27 - Jun 28
This weekend
Jun 28 - Jun 30
Next weekend
Jul 5 - Jul 7

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top hotels and accommodation in Shelter Island

The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (782)
"Clean room "
The price is AU$574
includes taxes & fees
30 June - 1 July
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (98)
"Excellent price and value. Beautiful new renovated rooms. The drive to Southampton was also easy. The only downside was that they had placed mulch all over the property and it smelled so strong we didn’t want to sit outside because of it. It didn’t affect our stay too much as we were driving into Southampton to the beach and not there to use the outdoor spaces of the hotel. It wouldn’t deter me from staying again. The property was beautifully renovated and the rooms comfy. "
The price is AU$446
includes taxes & fees
15 July - 16 July
The Bentley Hotel Southampton
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (442)
"Beautiful, clean, spacious with excellent staff! Highly recommend."
The price is AU$702
includes taxes & fees
30 June - 1 July
Sag Harbor Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (225)
"Staff was absolutely wonderful. Let us check in early and also lounge by the pool after checkout. Highly recommend! "
The price is AU$829
includes taxes & fees
27 June - 28 June
Capri
Baron's Cove
Front of property - evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (143)
"Wonderful relaxing mini resort - pricey but everything in Sag is!! coffee every morning VERY NICE! The staff is very eager to assist - kitchen need of more staff?? slow and perhaps a bell of some sort at front desk.. "
The price is AU$849
includes taxes & fees
8 July - 9 July
Baron's Cove
The Wainscott Inn
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (95)
"new remodel is very nice"
The price is AU$781
includes taxes & fees
22 July - 23 July
The Wainscott Inn
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
2.0 star property
8.4 out of 10, Very good, (362)
"Great little motel…reasonably priced god the area. "
The price is AU$428
includes taxes & fees
27 June - 28 June
Hamlet Inn
Southampton Inn
Traditional Single Room, 1 King Bed
Southampton Inn
3.0 star property
8.4 out of 10, Very good, (489)
"Great property and service."
The price is AU$771
includes taxes & fees
30 June - 1 July
Southampton Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (26)
"If you are on the fence about The Pridwin or even Shelter Island I hope this reviews tips you to book. My family and I had a fantastic stay. The property is amazing, Shelter Island is great, the amenities are top notch and the overall setting is spectacular but what made it truly special is the service. They could not have been kinder to my daughter and us. They have really outdone on making you feel welcome. "
The price is AU$923
includes taxes & fees
1 July - 2 July
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (55)
"The hosts were really nice and the breakfast is excellent!"
The price is AU$1,308
includes taxes & fees
27 June - 28 June
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (242)
"Love this place! ❤️"
The price is AU$369
includes taxes & fees
30 June - 1 July
Hampton's Vacation Inn
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (110)
"The pool is lovely. The room is very spacious and quiet "
The price is AU$1,435
includes taxes & fees
7 July - 8 July
Topping Rose House
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (229)
"Upscaled motel with large rooms and beautiful well made maintained property and pool area All good but bed- it’s hard and not comfortable ( I sleep on hard mattress) And of course you pay hamptons prices "
The price is AU$743
includes taxes & fees
17 July - 18 July
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free pool cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (378)
"We really enjoyed our time at Baywiew. Convenient for shopping and and many great restaurants to chose from. Morning coffee and evening cocktails on the deck overlooking the bay is amazing. We will be back."
The price is AU$414
includes taxes & fees
27 June - 28 June
Bayview Resort
A Room At The Beach
Outdoor pool
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, (75)
"This place is such a gem "
The price is AU$1,202
includes taxes & fees
30 June - 1 July
A Room At The Beach
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (97)
"Everything was great! Would go back."
The price is AU$935
includes taxes & fees
30 June - 1 July
Journey East Hampton
Ocean View Terrace Inn
View from room
Ocean View Terrace Inn
2.0 star property
8.4 out of 10, Very good, (92)
"Amazingly quaint "
The price is AU$659
includes taxes & fees
27 June - 28 June
Ocean View Terrace Inn
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (28)
"Extremely clean. Comfortable accommodations. Food was pricy, but everything was cooked perfectly and tasted amazing. "
The price is AU$1,443
includes taxes & fees
7 July - 8 July
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (77)
"New and spacious room. Excellent attention to details. Beautiful grounds and loads of things to do. Attentive and caring staff. This is a wonderful place to stay in the Hamptons. "
The price is AU$1,794
includes taxes & fees
27 June - 28 June
The Roundtree, Amagansett
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (53)
"Incredible stay at this property with five star service and amazing staff. Every detail was thought through and they truly want to make it the best experience for all their guests. Walking distance to town and nearby shops and restaurants and easy to access other towns and areas from the location. Would highly reccomend!!"
The price is AU$1,365
includes taxes & fees
30 June - 1 July
Mill House Inn
Don't see what you're looking for?
See all available properties in Shelter Island
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.

Our guide on where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Default Image

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shelter Island Country Club.

Find hotels in Menantic Creek

Stay near top Shelter Island attractions

Image for Gardiner's Bay Country Club

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

See properties
Gardiner's Bay Country Club

Shelter Island Travel Info

Number of reviews
4,083
Accommodation
4,900 hotels
Highest price
AU$1,709
Lowest price
AU$369

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are The Bentley Hotel Southampton and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Shelter Island.

What are some of the best holiday rentals that Shelter Island has to offer?

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This holiday home rental outside of Shelter Island is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

What's the best dog-friendly accommodation option in Shelter Island?

Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

What's the best hotel to stay near the beach in Shelter Island?

Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.

What are some accommodation options with pools in Shelter Island?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. The Bentley Hotel Southampton and Saybrook Point Resort & Marina are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?

Waterfront House With Dock And Private Beach

What's it like to stay in Shelter Island?

Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 103 hotels and other accommodation options to choose from. Find out more about Shelter Island.

What should I see while I'm in Shelter Island?

Natural beauty is on display at Sunset Beach, Crescent Beach and Shell Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. Take a look at what more there is to see and do in Expedia's Shelter Island guide.

What's the seasonal weather in Shelter Island?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

Recent Reviews in Shelter Island
Expedia verified reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

5/5 Excellent
"Well kept, attentive staff, good price "
A verified traveller stayed at Beachcomber Resort at Montauk
Posted 2 days ago
Beachcomber Resort at Montauk