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Compare and book 4 Star hotels in Shelter Island, New York

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Check availability on Shelter Island 4 Star Hotels

Top Shelter Island 4 Star Hotels

Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1003)
"Wonderful hotel and location "
Montauk Yacht Club
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (578)
"Loved everything about my stay at the Sound view !! "
The price is 6.539.528 ₫
8.761.181 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Sound View Greenport
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (669)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
The price is 8.007.457 ₫
10.928.746 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Gurney's Montauk Resort & Seawater Spa
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (231)
"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!"
The price is 5.257.024 ₫
8.414.631 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Marram
Faraway Sag Harbor
Front of property – evening/night

Faraway Sag Harbor

4.0 star property
9.0 out of 10, Wonderful, (291)
"staff seemed tired and fed up of people staying!"
Faraway Sag Harbor
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (80)
"The staff was amazing"
The Pridwin Hotel
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (150)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is 6.761.853 ₫
8.498.087 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Journey East Hampton
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (195)
"Beach view and cozy vibes"
The price is 4.743.180 ₫
6.773.788 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Hero Beach Club
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (135)
"Just had a lovely stay. Beautiful location and a most helpful staff."
Silver Sands Motel & Beach Bungalows
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is 7.833.996 ₫
9.009.095 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Madison Beach Hotel
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
9.8 out of 10, Exceptional, (58)
"Amazing property. Really enjoyed our stay."
Canoe Place Inn and Cottages
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (135)
"Great rooms, staff and food"
The price is 14.116.851 ₫
16.220.769 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Topping Rose House
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is 7.351.929 ₫
8.454.718 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Copper Beech Inn
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is 15.662.382 ₫
18.788.887 ₫ total
includes taxes & fees
14 Oct - 15 Oct
The Roundtree, Amagansett
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is 8.564.075 ₫
11.707.749 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The 1770 House Restaurant & Inn
The Maidstone
Front of property – evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very good, (149)
"We had a wonderful stay "
The Maidstone
James Pharmacy Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

4.0 star property
9.2 out of 10, Wonderful, (19)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
The price is 7.959.847 ₫
8.835.430 ₫ total
includes taxes & fees
20 Oct - 21 Oct
James Pharmacy Bed & Breakfast
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (64)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
The price is 10.008.110 ₫
11.434.226 ₫ total
includes taxes & fees
28 Oct - 29 Oct
East Hampton Art House Bed & Breakfast
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
Offshore Residences
One Bedroom Condo King with Steam Shower | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

4.5 star property
The price is 13.939.679 ₫
18.936.685 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Offshore Residences
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Shelter Island.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is 8.564.075 ₫ per night from 10 Nov to 11 Nov
8.564.075 ₫
10.763.066 ₫ total
10 Nov - 11 Nov
includes taxes & fees
9/10 Wonderful! (70 reviews)
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Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting and beaches.

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Top Shelter Island Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Make unforgettable memories in Shelter Island at Topping Rose House. A favourite with Expedia customers, this 4-star hotel offers loads of conveniences for a relaxing and comfortable stay.
How much does it cost to stay in a 4-star hotel in Shelter Island?
To lock in a 4-star hotel in Shelter Island that fits your budget, make use of Expedia's filters. Check out what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical option first.

  • Search for the lowest price from 10.763.066 ₫

What's the difference between 5-star and 4-star hotels in Shelter Island?
Treat yourself to luxury living during your Shelter Island getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these properties are typically packed with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you'll likely get access to.

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