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Hotels in Shelter Island

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Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
  • 56 min drive from Gardiner's Bay Country Club
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
8.4/10 Very Good! (790 reviews)
"Almost everything was wonderful but @10:38 guy knock our door ,my husband open gurneys employee he’s telling my husband speak no English ? Is how resort employee cnt speak English n why he’s knocking our door checkout till 11:30 .Pls train employees not to knock for no reason it was scary ."

Reviewed on Jun 2, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,356 reviews)
"all beautiful"

Reviewed on Jun 2, 2026

Montauk Manor
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
  • 39 min drive from Gardiner's Bay Country Club
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (1,002 reviews)
"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to ..."

Reviewed on May 30, 2026

The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
  • 40 min drive from Gardiner's Bay Country Club
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (511 reviews)
"Really nice place to stay - recommend it every much"

Reviewed on May 29, 2026

The Bentley Hotel Southampton
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point and South Edison Beach are ...
8.8/10 Excellent! (256 reviews)
"Highly recommend"

Reviewed on Jun 2, 2026

Marram
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,003 reviews)
"Nice stay."

Reviewed on May 30, 2026

Montauk Yacht Club
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
  • 35 min drive from Gardiner's Bay Country Club
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,001 reviews)
"Pics are not what the rooms look like. Worn and tired. Mildew or mold in bathroom ceiling and upper wall. Way overpriced for the establishment and amenities. Asked for refund when arrived said not what expected and said couldn't do that due to third party booking. When I woke up in am saw small black ..."

Reviewed on Jun 1, 2026

Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
  • 36 min drive from Gardiner's Bay Country Club
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"The location and the amenities provided by the hotel was first classed"

Reviewed on May 27, 2026

Water's Edge Resort & Spa
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Stay at this hotel in Montauk. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Montauk Point and Kirk Park Beach are located ...
9.4/10 Exceptional! (135 reviews)
"Great experience!"

Reviewed on May 30, 2026

Offshore Montauk
Ocean Resort Inn

Ocean Resort Inn

2 out of 5
95 S Emerson Ave Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Book a stay at this beach motel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
9.6/10 Exceptional! (492 reviews)
"Great location and well maintained"

Reviewed on May 10, 2026

Ocean Resort Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway Montauk NY
  • 1 hour drive from Gardiner's Bay Country Club
Stay at this hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (623 reviews)
"Great, well maintained, no frills Montauk property on the beach. It was perfect, would definitely recommend."

Reviewed on May 27, 2026

Beachcomber Resort at Montauk
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
  • 11 min drive from Gardiner's Bay Country Club
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (653 reviews)
"Great"

Reviewed on Jun 1, 2026

Sound View Greenport
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.

Find cheap hotels in Shelter Island

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Frequently Asked Questions About Shelter Island hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Shelter Island?

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