Photo by tom owens

Find 4 Star Hotels in Shelter Island, NY from AED 734

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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.

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, (630)
"Beautiful property. We really enjoyed our stay!"
The price is AED 1,928
AED 2,632 total
includes taxes & fees
26 May - 27 May
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (241)
"Property is conveniently located to town of south harbor. Great bar and restaurant with music on weekends. Perfect spot to stay"
The price is AED 1,148
AED 1,443 total
includes taxes & fees
27 May - 28 May
Baron's Cove
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1008)
"The staff was kind and very hospitable. Very beautiful environment and clean place to stay. "
The price is AED 1,025
AED 1,590 total
includes taxes & fees
19 May - 20 May
Montauk Yacht Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (132)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is AED 1,537
AED 1,932 total
includes taxes & fees
26 May - 27 May
Journey East Hampton
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (522)
"We loved the location of our room which opened right onto the sound. Stunning sunsets!!"
The price is AED 827
AED 1,257 total
includes taxes & fees
27 May - 28 May
Sound View Greenport
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (287)
"We always love it there."
The price is AED 1,090
AED 1,253 total
includes taxes & fees
26 May - 27 May
Madison Beach Hotel
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (86)
"We absolutely loved this place!! Our room had a view of the water from every window, the staff could not have been nicer. The place has such a cool, retro vibe. We can’t wait to come back! "
The price is AED 1,010
AED 1,154 total
includes taxes & fees
19 May - 20 May
Silver Sands Motel & Beach Bungalows
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (131)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is AED 2,272
AED 2,609 total
includes taxes & fees
27 May - 28 May
Topping Rose House
Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (161)
"We had a very nice time at Marram."
The price is AED 843
AED 1,655 total
includes taxes & fees
20 May - 21 May
Marram
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (128)
"Lovely property"
The price is AED 1,634
AED 1,867 total
includes taxes & fees
19 May - 20 May
The Maidstone
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (41)
"Beautiful hotel! Everything is perfect so bar. The concierge was so friendly, helpful, and polite. "
The price is AED 1,922
AED 2,327 total
includes taxes & fees
26 May - 27 May
Canoe Place Inn and Cottages
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Absolutely loved the place we will be back "
The price is AED 1,172
AED 1,473 total
includes taxes & fees
28 May - 29 May
The Pridwin 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, (85)
"Fantastic hotel, great location."
The price is AED 2,920
AED 3,503 total
includes taxes & fees
19 May - 20 May
The Roundtree, Amagansett
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (165)
"Absolutely perfect- The staff makes you feel like you own a part of it."
The price is AED 734
AED 1,268 total
includes taxes & fees
9 Jun - 10 Jun
Hero Beach Club
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (151)
"Nice, quiet & quaint bed and breakfast near all, friendly staff"
The price is AED 1,074
AED 1,469 total
includes taxes & fees
19 May - 20 May
The 1770 House Restaurant & Inn
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (493)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is AED 1,025
AED 1,178 total
includes taxes & fees
19 May - 20 May
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, (61)
"The hosts were really nice and the breakfast is excellent!"
The price is AED 2,799
AED 3,198 total
includes taxes & fees
19 May - 20 May
East Hampton Art House Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The Rams Head Inn
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is AED 1,110
AED 1,673 total
includes taxes & fees
19 May - 20 May
James Pharmacy Bed & 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 AED 1,745 per night from May 27 to May 28
AED 1,745
AED 2,885 total
27 May - 28 May
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