Photo by tom owens

Shelter Island Hotel Guide - 4 Stars Hotels in Shelter Island, New York

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island 4 Star Hotels

Top Shelter Island 4 Star Hotels

Marram

4.0 star property
8.6 out of 10, Excellent, (180)
"Excellent beach location! "
The price is Rp7.651.238
Rp11.799.927 total
includes taxes & fees
16 Jul - 17 Jul
Marram

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (642)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is Rp16.136.910
Rp22.024.166 total
includes taxes & fees
27 Jul - 28 Jul
Gurney's Montauk Resort & Seawater Spa

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1007)
"Wonderful place to visit "
Montauk Yacht Club

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (263)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is Rp9.065.862
Rp11.393.591 total
includes taxes & fees
12 Aug - 13 Aug
Baron's Cove

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (533)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is Rp6.996.372
Rp8.827.123 total
includes taxes & fees
28 Jul - 29 Jul
Sound View Greenport

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (64)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (45)
"Wonderful stay! "
Canoe Place Inn and Cottages

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (103)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (139)
"We had a good stay at The Journey. Can’t wait to come back! "
Journey East Hampton

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (174)
"Great location. Very friendly staff. Definitely will be back. "
The price is Rp6.422.328
Rp8.912.439 total
includes taxes & fees
13 Jul - 14 Jul
Hero Beach Club

The Maidstone

4.0 star property
8.0 out of 10, Very good, (139)
"The details in this beautiful spot is what makes it so special and magical. "
The price is Rp11.336.382
Rp12.951.857 total
includes taxes & fees
15 Jul - 16 Jul
The Maidstone

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (301)
"Great stay!! "
The price is Rp7.299.235
Rp8.394.120 total
includes taxes & fees
20 Jul - 21 Jul
Madison Beach Hotel

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 Rp21.002.310
Rp25.194.946 total
includes taxes & fees
5 Aug - 6 Aug
The Roundtree, Amagansett

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (498)
"Tired, expensive needs update"
The price is Rp4.524.822
Rp5.203.545 total
includes taxes & fees
15 Jul - 16 Jul
Copper Beech Inn

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is Rp22.624.110
Rp25.904.809 total
includes taxes & fees
15 Jul - 16 Jul
Topping Rose House

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (155)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is Rp9.325.350
Rp12.748.483 total
includes taxes & fees
13 Jul - 14 Jul
The 1770 House Restaurant & Inn

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (62)
"The hosts were really nice and the breakfast is excellent!"
The price is Rp16.509.924
Rp18.862.669 total
includes taxes & fees
13 Jul - 14 Jul
East Hampton Art House Bed & Breakfast

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is Rp6.684.446
Rp9.365.895 total
includes taxes & fees
16 Jul - 17 Jul
James Pharmacy Bed & Breakfast

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (11)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
Save an average of 15% on thousands of hotels when you're signed in

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.
Still don't see what you're looking for?
See all properties in Shelter Island.
You can also use these popular filters to refine your search.
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.

Learn more about Shelter Island

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

Photo by tom owens
Open Photo by tom owens

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Kick back in upmarket comfort at Topping Rose House. Based on reviews by Expedia guests, this is one of Shelter Island's favourite 4-star hotels.
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's within your budget, take advantage of Expedia's search and sort filters. Browse what's available during your getaway dates and use our pricing filter to set your limit. You can also list your results by the most budget-friendly escape first.

  • Search for the lowest price from Rp16.136.910

What's the difference between 5-star and 4-star hotels in Shelter Island?
Offering a welcoming guest experience and upscale décor, 4-star hotels are a fantastic option for your Shelter Island trip. These kinds of accommodation generally feature loads of handy amenities that make it simple to unpack and relax --- think pillowtop mattresses, gyms and pools. Or enjoy even more lavishness at a 5-star hotel designed to pamper with luxury perks and amenities. On-site health clubs, oversized bathrooms and world-class dining are typically featured at these plush properties.