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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, (208)
"Beautiful resort in a great location "
The price is 8.590.000 ₫
14.756.995 ₫ total
includes taxes & fees
2 Sept - 3 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, (557)
"Great location "
The price is 7.592.662 ₫
9.958.069 ₫ 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, (652)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is 23.598.900 ₫
32.208.827 ₫ total
includes taxes & fees
1 Sept - 2 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, (281)
"Great location Rooms are very small but still amazing "
The price is 16.230.799 ₫
20.398.036 ₫ total
includes taxes & fees
25 Aug - 26 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, (69)
"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, (178)
"Great location. Very friendly staff. Definitely will be back. "
The price is 8.065.580 ₫
11.761.246 ₫ total
includes taxes & fees
7 Sept - 8 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 11.681.455 ₫
14.680.710 ₫ 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
10.0 out of 10, Exceptional, (52)
"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, (110)
"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, (308)
"Great stay!! "
The price is 11.340.058 ₫
13.041.067 ₫ 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, (502)
"Tired, expensive needs update"
The price is 7.315.659 ₫
8.413.008 ₫ total
includes taxes & fees
17 Aug - 18 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 17.982.362 ₫
20.544.678 ₫ 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 33.956.195 ₫
40.734.782 ₫ total
includes taxes & fees
13 Aug - 14 Aug
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 14.041.345 ₫
16.134.011 ₫ total
includes taxes & fees
1 Sept - 2 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 15.077.075 ₫
20.611.542 ₫ total
includes taxes & fees
17 Aug - 18 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 10.807.304 ₫
15.142.628 ₫ total
includes taxes & fees
13 Aug - 14 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 15.603.875 ₫ per night from 11 Sept to 12 Sept
15.603.875 ₫
19.610.006 ₫ total
11 Sept - 12 Sept
includes taxes & fees
9/10 Wonderful! (70 reviews)
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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
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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 15.603.875 ₫

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.