Photo by tom owens

Find hotels in Shelter Island, NY from SAR 259

  • 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
24 Dhuʻl-Q. - 25 Dhuʻl-Q.
Tomorrow night
25 Dhuʻl-Q. - 26 Dhuʻl-Q.
Next weekend
29 Dhuʻl-Q. - 1 Dhuʻl-H.

Filter by

Guest rating
Guest rating
Star rating

Compare 4,669 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Baron's Cove
Exterior

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (196)
"Beautiful and serene location and accommodations. "
The price is SAR 604
SAR 757 total
includes taxes & fees
8 Dec - 9 Dec
Baron's Cove
The Atlantic Hotel
Pool

The Atlantic Hotel

2.5 star property
7.0 out of 10, Good, (822)
"Was great property for the cost. Our room was not serviced so we ran out of towels and toilet paper. Would have been better if people in the room next to us hadn't been smoking excessively and seeping into our suite."
The price is SAR 367
SAR 508 total
includes taxes & fees
25 Nov - 26 Nov
The Atlantic Hotel
The Bentley Hotel Southampton
Pool

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (206)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself "
The price is SAR 628
SAR 711 total
includes taxes & fees
1 Dec - 2 Dec
The Bentley Hotel Southampton
Journey East Hampton
Lobby sitting area

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is SAR 674
SAR 843 total
includes taxes & fees
25 Nov - 26 Nov
Journey East Hampton
The Sagaponack
Room

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (123)
"Beautiful for a quiet weekend getaway "
The price is SAR 701
SAR 925 total
includes taxes & fees
1 Dec - 2 Dec
The Sagaponack
The Hampton Maid
Outdoor pool

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is SAR 760
SAR 860 total
includes taxes & fees
25 Nov - 26 Nov
The Hampton Maid
Sag Harbor Inn
Building design

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (489)
"Oversized room, gorgeous view, close to the village, but quiet. Fantastic service. Special thanks to Ian at the front desk. "
The price is SAR 766
SAR 867 total
includes taxes & fees
25 Nov - 26 Nov
Sag Harbor Inn
Topping Rose House
Exterior

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is SAR 1,108
SAR 1,277 total
includes taxes & fees
1 Dec - 2 Dec
Topping Rose House
Mill House Inn
Front of property

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (58)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is SAR 939
SAR 1,071 total
includes taxes & fees
1 Dec - 2 Dec
Mill House Inn
Hamlet Inn
Lobby lounge

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (375)
"Has everything you need, and the hosts are great."
The price is SAR 375
SAR 485 total
includes taxes & fees
25 Nov - 26 Nov
Hamlet Inn
Southampton Long Island Hotel
Exterior

Southampton Long Island Hotel

2.5 star property
8.4 out of 10, Very Good, (183)
"Friendly staff. Clean. For the price and a solo one-nighter, it was perfectly above my expectations."
The price is SAR 446
SAR 531 total
includes taxes & fees
24 Dec - 25 Dec
Southampton Long Island Hotel
Southampton Inn
Room

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (510)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is SAR 751
SAR 918 total
includes taxes & fees
26 Nov - 27 Nov
Southampton Inn
East Hampton House Resort
Room

East Hampton House Resort

3.0 star property
8.8 out of 10, Excellent, (235)
"We’ll-appointed, nice grounds, good communication, great location. "
The price is SAR 656
SAR 831 total
includes taxes & fees
25 Nov - 26 Nov
East Hampton House Resort
The Roundtree, Amagansett
Living area

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is SAR 2,234
SAR 2,652 total
includes taxes & fees
25 Nov - 26 Nov
The Roundtree, Amagansett
Canoe Place Inn and Cottages
Exterior

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (35)
"Exceptional property, great staff, excellent dining experience "
The price is SAR 1,066
SAR 1,270 total
includes taxes & fees
5 Dec - 6 Dec
Canoe Place Inn and Cottages
Hampton's Vacation Inn
Front of property

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is SAR 1,586
SAR 1,810 total
includes taxes & fees
25 Nov - 26 Nov
East Hampton Art House Bed & Breakfast
Sea Haven Resort Motel
Room

Sea Haven Resort Motel

2.0 star property
6.6 out of 10, (14)
"This was a convenient place for me to spend a night when I was in a jam and too tired to drive any more. The manager Umar was exceptionally helpful. There was an issue with my billing…very long story…and I was double billed. Umar spent a lot time, hours, between texts, phone calls, and emails to make sure I was properly refunded. He didn’t have to do that. "
The price is SAR 420
SAR 532 total
includes taxes & fees
8 Dec - 9 Dec
Sea Haven Resort Motel
Bayview Resort
Beach/ocean view

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (400)
"They care about their property and were working on maintenance. Parking is ample but everyone must be extra careful driving in and especially getting out. The location was central to great beaches, Southampton, great restaurants and shopping. "
Bayview Resort
The Pridwin Hotel
Front of property

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
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.
Don't see what you're looking for?
See all available properties in Shelter Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 17.3 mi (27.9 km) from the heart of Shelter Island, Quality Inn Old Saybrook - Westbrook is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Gurney's Montauk Resort & Seawater Spa. See all available top hotels, or vacation rentals in Shelter Island.

What's the top vacation rental that Shelter Island has to offer?

Beautiful Family Home Nestled In The Heart Of Sagaponack: Visitors like this Shelter Island vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Shelter Island.

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

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

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

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

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

What's the best place 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 accommodations with pools in Shelter Island?

Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool, and free self parking. Gurney's Montauk Resort & Seawater Spa and Saybrook Point Resort & Marina are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

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 95 hotels and other accommodations 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 Mashomack Preserve. A couple of additional sights to add to your agenda are Shelter Island Historical Society and Gardiner's Bay Country Club. Check out what more to see and do in Expedia's Shelter Island guide.

What's the weather like in Shelter Island?

The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.