Photo by tom owens

Find 4 Star Hotels in Shelter Island, NY from SAR 854

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Check availability on Shelter Island 4 Star Hotels

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

Our top choices for Shelter Island 4-star hotels

Marram

4.0 star property
8.8 out of 10, Excellent, (219)
"Food was amazing, bed was so comfy and clean, overall 10/10"
The price is SAR 902
SAR 1,738 total
includes taxes & fees
29 Sep - 30 Sep
Marram

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1004)
"Service at the restaurant was not very good aside from that beautiful hotel and property! "
Montauk Yacht Club

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (564)
"Great location "
The price is SAR 987
SAR 1,312 total
includes taxes & fees
15 Sep - 16 Sep
Sound View Greenport

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (662)
"It was clean and staff is very nice "
The price is SAR 1,692
SAR 2,309 total
includes taxes & fees
3 Sep - 4 Sep
Gurney's Montauk Resort & Seawater Spa

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (284)
"Great location Rooms are very small but still amazing "
The price is SAR 2,492
SAR 3,132 total
includes taxes & fees
1 Sep - 2 Sep
Baron's Cove

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The Pridwin Hotel

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (185)
"Great hotel on Montauk with direct beach access. And helpful young staff!"
The price is SAR 854
SAR 1,340 total
includes taxes & fees
17 Sep - 18 Sep
Hero Beach Club

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (119)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (146)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is SAR 1,201
SAR 1,509 total
includes taxes & fees
1 Sep - 2 Sep
Journey East Hampton

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (55)
"Wonderful stay! "
Canoe Place Inn and Cottages

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (313)
"Great stay!! "
The price is SAR 1,592
SAR 1,830 total
includes taxes & fees
17 Sep - 18 Sep
Madison Beach Hotel

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (144)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone

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 SAR 1,047
SAR 1,204 total
includes taxes & fees
1 Sep - 2 Sep
Copper Beech Inn

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"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 2,233
SAR 2,678 total
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett

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 SAR 1,595
SAR 2,180 total
includes taxes & fees
21 Sep - 22 Sep
The 1770 House Restaurant & Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is SAR 2,379
SAR 2,718 total
includes taxes & fees
29 Sep - 30 Sep
East Hampton Art House Bed & Breakfast

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is SAR 1,020
SAR 1,357 total
includes taxes & fees
1 Oct - 2 Oct
James Pharmacy Bed & Breakfast

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is SAR 2,188
SAR 2,513 total
includes taxes & fees
29 Sep - 30 Sep
Topping Rose House

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (135)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
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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

Top Shelter Island Hotel Reviews

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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 1,670

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.