Photo by tom owens

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

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Check availability on Shelter Island 4 Star Hotels

Top Shelter Island 4 Star Hotels

Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (210)
"Food was amazing, bed was so comfy and clean, overall 10/10"
The price is Rp4.714.880
Rp8.434.768 total
includes taxes & fees
15 Sept - 16 Sept
Marram
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (561)
"Great location "
The price is Rp4.681.249
Rp6.139.637 total
includes taxes & fees
9 Sept - 10 Sept
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, (653)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is Rp10.186.470
Rp13.902.753 total
includes taxes & fees
2 Sept - 3 Sept
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1002)
"Luxurious, quiet, and a wonderful, indulgent place to restore."
Montauk Yacht Club
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (283)
"Great location Rooms are very small but still amazing "
The price is Rp10.493.681
Rp13.187.961 total
includes taxes & fees
28 Aug - 29 Aug
Baron's Cove
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (70)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (182)
"Great hotel on Montauk with direct beach access. And helpful young staff!"
The price is Rp4.831.297
Rp7.089.929 total
includes taxes & fees
2 Sept - 3 Sept
Hero Beach Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (143)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is Rp7.203.289
Rp9.052.760 total
includes taxes & fees
1 Sept - 2 Sept
Journey East Hampton
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, (55)
"Wonderful stay! "
Canoe Place Inn and Cottages
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (113)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"Great stay!! "
The price is Rp7.059.870
Rp8.118.851 total
includes taxes & fees
7 Sept - 8 Sept
Madison Beach Hotel
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (503)
"Tired, expensive needs update"
The price is Rp4.511.151
Rp5.187.824 total
includes taxes & fees
19 Aug - 20 Aug
Copper Beech 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, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is Rp11.088.700
Rp12.668.735 total
includes taxes & fees
2 Sept - 3 Sept
East Hampton Art House Bed & Breakfast
The Maidstone
Front of property – evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very good, (142)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

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 Rp17.705.055
Rp21.239.397 total
includes taxes & fees
2 Sept - 3 Sept
The Roundtree, Amagansett
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is Rp8.658.499
Rp9.948.927 total
includes taxes & fees
2 Sept - 3 Sept
Topping Rose House
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 Rp9.297.175
Rp12.709.966 total
includes taxes & fees
25 Aug - 26 Aug
The 1770 House Restaurant & Inn
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is Rp5.714.448
Rp7.313.239 total
includes taxes & fees
26 Aug - 27 Aug
James Pharmacy Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
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
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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 Rp9.620.555 per night from 1 Sept to 2 Sept
Rp9.620.555
Rp12.090.531 total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (70 reviews)
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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

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

Marram

Marram

10/10 Excellent
"Food was amazing, bed was so comfy and clean, overall 10/10"
Sophia 3-night trip
Posted 5 days ago
Marram

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 Rp9.620.555

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.