Photo by tom owens

Find 4 Star Hotels in Shelter Island, NY from SAR 1,046

    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

Compare Shelter Island 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Marram

4.0 star property
8.6 out of 10, Excellent, (178)
"Excellent beach location! "
The price is SAR 1,769
SAR 2,728 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 SAR 3,238
SAR 4,419 total
includes taxes & fees
28 Jul - 29 Jul
Gurney's Montauk Resort & Seawater Spa

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1006)
"Wonderful place to visit "
Montauk Yacht Club

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (261)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is SAR 1,647
SAR 2,069 total
includes taxes & fees
27 Jul - 28 Jul
Baron's Cove

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (532)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is SAR 1,515
SAR 1,924 total
includes taxes & fees
23 Jul - 24 Jul
Sound View Greenport

The Pridwin Hotel

4.0 star property
9.4 out of 10, Exceptional, (63)
"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, (173)
"Great location. Very friendly staff. Definitely will be back. "
The price is SAR 1,456
SAR 2,027 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 SAR 2,622
SAR 2,995 total
includes taxes & fees
15 Jul - 16 Jul
The Maidstone

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (300)
"Great stay!! "
The price is SAR 1,687
SAR 1,940 total
includes taxes & fees
21 Jul - 22 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 SAR 4,857
SAR 5,827 total
includes taxes & fees
27 Jul - 28 Jul
The Roundtree, Amagansett

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (498)
"Tired, expensive needs update"
The price is SAR 1,046
SAR 1,203 total
includes taxes & fees
14 Jul - 15 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 SAR 5,523
SAR 6,324 total
includes taxes & fees
16 Jul - 17 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 SAR 2,157
SAR 2,948 total
includes taxes & fees
13 Jul - 14 Jul
The 1770 House Restaurant & Inn

Canoe Place Waterfront Residences

4.0 star property
The price is SAR 9,959
SAR 12,061 total
includes taxes & fees
13 Jul - 14 Jul
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 SAR 3,436
SAR 3,926 total
includes taxes & fees
24 Jul - 25 Jul
East Hampton Art House Bed & Breakfast

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.8 out of 10, Exceptional, (130)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is SAR 1,546
SAR 2,166 total
includes taxes & fees
20 Jul - 21 Jul
James Pharmacy Bed & 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.

Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in.  A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Make unforgettable memories in Shelter Island at Topping Rose House. A favorite 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 SAR 3,732

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.