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Shelter Island 4 Stars Hotels

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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
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (180)
"Excellent beach location! "
The price is NT$12,442
NT$19,739 total
includes taxes & fees
Jul 22 - Jul 23
Marram
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, (645)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is NT$29,157
NT$39,795 total
includes taxes & fees
Jul 23 - Jul 24
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, (1011)
"Wonderful place to visit "
Montauk Yacht Club
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (265)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is NT$16,332
NT$20,525 total
includes taxes & fees
Aug 12 - Aug 13
Baron's Cove
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (536)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is NT$12,604
NT$15,902 total
includes taxes & fees
Jul 28 - Jul 29
Sound View Greenport
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Canoe Place Inn and Cottages
Garden

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
Beach bar

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
Exterior

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! "
The price is NT$33,890
NT$42,591 total
includes taxes & fees
Jul 25 - Jul 26
Journey East Hampton
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (175)
"Great location. Very friendly staff. Definitely will be back. "
The price is NT$13,055
NT$17,761 total
includes taxes & fees
Jul 20 - Jul 21
Hero Beach Club
The Maidstone
Front of property - evening/night

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 NT$18,315
NT$20,925 total
includes taxes & fees
Jul 29 - Jul 30
The Maidstone
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (301)
"Great stay!! "
The price is NT$15,502
NT$17,827 total
includes taxes & fees
Jul 20 - Jul 21
Madison Beach Hotel
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

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 NT$37,949
NT$45,524 total
includes taxes & fees
Jul 29 - Jul 30
The Roundtree, Amagansett
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (499)
"Tired, expensive needs update"
The price is NT$8,151
NT$9,374 total
includes taxes & fees
Jul 16 - Jul 17
Copper Beech Inn
Topping Rose House
Outdoor pool

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 NT$40,879
NT$46,807 total
includes taxes & fees
Aug 7 - Aug 8
Topping Rose House
The 1770 House Restaurant & Inn
Garden

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 NT$16,850
NT$23,035 total
includes taxes & fees
Jul 30 - Jul 31
The 1770 House Restaurant & Inn
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences
East Hampton Art House Bed & Breakfast
Aerial view

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 NT$29,742
NT$33,980 total
includes taxes & fees
Jul 20 - Jul 21
East Hampton Art House Bed & Breakfast
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 NT$12,042
NT$16,872 total
includes taxes & fees
Jul 27 - Jul 28
James Pharmacy Bed & Breakfast
The Farmhouse Bed and Breakfast
Living area

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
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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 NT$29,070 per night from Jul 23 to Jul 24
NT$29,070
NT$36,533 total
Jul 23 - Jul 24
includes taxes & fees
9/10 Wonderful! (69 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

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

See all hotels in Shelter Island
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

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great place for a weekend trip! Highly recommend! "
AISHOURYA 1-night trip
Posted 2 days ago
Montauk Yacht Club

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 NT$29,070

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.