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Shelter Island Hotels from S$107

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Check Shelter Island hotel prices

Tonight
26 Nov - 27 Nov
Tomorrow night
27 Nov - 28 Nov
This weekend
29 Nov - 1 Dec
Next weekend
6 Dec - 8 Dec

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Top 10 trending Shelter Island hotels

Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (196)
"The place was great and maintained very well. Staff always helpful. "
The price is S$273
includes taxes & fees
8 Dec - 9 Dec
Baron's Cove
The Atlantic Hotel
Outdoor 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 S$184
includes taxes & fees
27 Nov - 28 Nov
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (206)
"Rooms were very spacious and clean "
The price is S$257
includes taxes & fees
26 Dec - 27 Dec
The Bentley Hotel Southampton
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is S$310
includes taxes & fees
10 Dec - 11 Dec
Journey East Hampton
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (123)
"Beautiful for a quiet weekend getaway "
The price is S$335
includes taxes & fees
1 Dec - 2 Dec
The Sagaponack
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is S$311
includes taxes & fees
4 Dec - 5 Dec
The Hampton Maid
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (489)
"Our stay was lovely! Thank you "
The price is S$321
includes taxes & fees
4 Dec - 5 Dec
Sag Harbor Inn
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is S$459
includes taxes & fees
1 Dec - 2 Dec
Topping Rose House
Mill House Inn
Front of property – evening/night

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 S$384
includes taxes & fees
2 Dec - 3 Dec
Mill House Inn
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

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 S$194
includes taxes & fees
4 Dec - 5 Dec
Hamlet Inn
Southampton Long Island Hotel
Desk, free WiFi, bed sheets

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 S$191
includes taxes & fees
25 Dec - 26 Dec
Southampton Long Island Hotel
Southampton Inn
Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated

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 S$329
includes taxes & fees
26 Dec - 27 Dec
Southampton Inn
East Hampton House Resort
Living area

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 S$298
includes taxes & fees
3 Dec - 4 Dec
East Hampton House Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

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 S$960
includes taxes & fees
3 Dec - 4 Dec
The Roundtree, Amagansett
Canoe Place Inn and Cottages
Garden

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 S$458
includes taxes & fees
4 Dec - 5 Dec
Canoe Place Inn and Cottages
Hampton's Vacation Inn
Private kitchen

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 S$649
includes taxes & fees
2 Dec - 3 Dec
East Hampton Art House Bed & Breakfast
Sea Haven Resort Motel
Terrace/patio

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 S$192
includes taxes & fees
26 Dec - 27 Dec
Sea Haven Resort Motel
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free pool cabanas

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
Seasonal outdoor pool, pool umbrellas, pool loungers

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.
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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 traveller data. Other good choices for your stay in 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.

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?

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 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 95 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 Mashomack Preserve. A couple of additional sights to add to your itinerary are Shelter Island Historical Society 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.