Find 4 Star Hotels in Shelter Island, NY from $195
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Compare Shelter Island 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
8.2 out of 10, Very Good, (565)
The price is $515
$703 total
includes taxes & fees
May 21 - May 22
Sound View Greenport
Sound View Greenport
8.4 out of 10, Very Good, (427)
The price is $251
$320 total
includes taxes & fees
May 19 - May 20
Madison Beach Hotel
Madison Beach Hotel
9.4 out of 10, Exceptional, (244)
The price is $302
$347 total
includes taxes & fees
May 29 - May 30
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Marram
Marram
8.4 out of 10, Very Good, (125)
The price is $195
$405 total
includes taxes & fees
May 16 - May 17
Montauk Yacht Club
Montauk Yacht Club
8.4 out of 10, Very Good, (948)
The price is $360
$484 total
includes taxes & fees
May 28 - May 29
Topping Rose House
Topping Rose House
9.4 out of 10, Exceptional, (105)
The price is $639
$733 total
includes taxes & fees
May 23 - May 24
Journey East Hampton
Journey East Hampton
8.8 out of 10, Excellent, (88)
The price is $293
$367 total
includes taxes & fees
May 29 - May 30
Hero Beach Club
Hero Beach Club
9.0 out of 10, Wonderful, (139)
The price is $205
$325 total
includes taxes & fees
May 16 - May 17
The Roundtree, Amagansett
The Roundtree, Amagansett
9.8 out of 10, Exceptional, (75)
The price is $595
$713 total
includes taxes & fees
May 19 - May 20
Copper Beech Inn
Copper Beech Inn
8.6 out of 10, Excellent, (454)
The price is $209
$240 total
includes taxes & fees
May 16 - May 17
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn
9.8 out of 10, Exceptional, (135)
The price is $295
$410 total
includes taxes & fees
May 22 - May 23
Canoe Place Inn and Cottages
Canoe Place Inn and Cottages
10.0 out of 10, Exceptional, (26)
The price is $500
$599 total
includes taxes & fees
May 22 - May 23
The Baker House 1650
The Baker House 1650
9.4 out of 10, Exceptional, (32)
The price is $460
$525 total
includes taxes & fees
May 20 - May 21
The Maidstone
The Maidstone
7.8 out of 10, Good, (112)
The price is $795
$907 total
includes taxes & fees
May 23 - May 24
East Hampton Art House Bed & Breakfast
East Hampton Art House Bed & Breakfast
9.8 out of 10, Exceptional, (53)
The price is $762
$869 total
includes taxes & fees
May 16 - May 17
434 on Main
434 on Main
10.0 out of 10, Exceptional, (34)
James Pharmacy Bed & Breakfast
James Pharmacy Bed & Breakfast
9.4 out of 10, Exceptional, (7)
The price is $286
$438 total
includes taxes & fees
May 16 - May 17
Villa Direen - Modern East Hampton Villa
Villa Direen - Modern East Hampton Villa
The Mainstay
The Mainstay
Jedediah Hawkins Inn
Jedediah Hawkins Inn
9.8 out of 10, Exceptional, (18)
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.
Vine & Sand
47100 New York 25, Southold, NY
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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.
Recent reviews of Shelter Island hotels
Recent reviews of Shelter Island hotels
5/5 Excellent
"Amazing beds "
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 2 days ago
5/5 Excellent
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
A verified traveler stayed at Sound View Greenport
Posted 10 days ago
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Shelter Island Hotels by Star Rating
Hotels in Shelter Island Neighborhoods
Stay near popular Shelter Island attractions
- Hotels near Gardiner's Bay Country Club
- Hotels near Shell Beach
- Hotels near Mashomack Preserve
- Hotels near Shelter Island Historical Society
- Hotels near Shelter Island Whale's Tail
- Hotels near Wades Beach
- Hotels near Havens House
- Hotels near Hammonasset Beach State Park
- Hotels near Cooper's Beach
- Hotels near Ocean Beach Park
- Hotels near East Hampton Main Beach
- Hotels near Wolffer Estates Vineyard
- Hotels near Hither Hills State Park
- Hotels near Rocky Neck State Park
- Hotels near Essex Steam Train
- Hotels near Orient Point County Park
- Hotels near Clinton Crossing Premium Outlets
- Hotels near Connecticut River
- Hotels near Ditch Plains Beach
- Hotels near 67 Steps Beach
More Hotel Options in Shelter Island
Explore more hotels
- The Harbor Front Inn
- Sound View Greenport
- Beachcomber Resort at Montauk
- Southampton Inn
- Water's Edge Resort & Spa
- Pier Blue Inn Old Saybrook - Essex
- Kenny's Tipperary Inn
- The Bentley Hotel Southampton
- Montauk Oceanside Suites
- The Shoals Suites and Slips
- Silver Sands
- Sea Crest Resort
- The Preston House & Hotel
- Baron's Cove
- Village Motel By OYO Clinton
- Breakers Montauk
- Madison Beach Hotel
- Shorewood Inn
- Marram
- The Surf Club