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Hotels in Shelter Island Heights

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The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
  • 14 min walk from Sunset Beach
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (67 reviews)
"Beautifully designed property with several unique and inviting spaces. Very comfortable room and bed and we took advantage of the complimentary use of the kayaks and paddle boards and easy access to the beach. The staff at the front desk and the pool bar were extremely friendly and laid back. Lovely ..."

Reviewed on Jul 27, 2025

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The Pridwin Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
  • 19 min walk from Sunset Beach
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (32 reviews)
"we loved it!"

Reviewed on Jul 9, 2025

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The Chequit
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
  • 1 hour drive from Sunset Beach
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.6/10 Excellent! (192 reviews)
"We really enjoyed our stay at Marram and would return in the future. The beach is beautiful and they have more than enough chairs and umbrellas to go around. Staff was friendly and helpful and the property was very well maintained. The location is great and easily walkable to most areas. They have ..."

Reviewed on Jul 28, 2025

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Marram
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
  • 41 min drive from Sunset Beach
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,015 reviews)
"This hotel is modern and provides as close to a full breakfast as you could get under the heading of "continental". The room was spacious and clean. My one complain was the overall design of the building. First, like us, everyone had to drive around both sides of the building to find the office which ..."

Reviewed on Jul 27, 2025

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Quality Inn Old Saybrook - Westbrook
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
  • 1 hour drive from Sunset Beach
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 ...
8.4/10 Very Good! (1,008 reviews)
"I have come here for a while and is the best place to stay in mtk. A little outside of the main areas but you can’t beat the pool."

Reviewed on Jul 24, 2025

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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
  • 36 min drive from Sunset Beach
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. ...
7.6/10 Good! (1,005 reviews)
"The property was clean."

Reviewed on Jul 26, 2025

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Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
  • 1 hour drive from Sunset Beach
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (648 reviews)
"I love it"

Reviewed on Jul 22, 2025

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Gurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
  • 1 hour drive from Sunset Beach
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk ...
9.2/10 Wonderful! (106 reviews)
"Proximity to town and beach make this hotel a great choice! Chairs and umbrellas are available on beach from 9AM. Would like to have see the hot tub open later. Pool and hot tub are clean and working."

Reviewed on Jul 25, 2025

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Montauk Blue Hotel
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 out of 5
265 Flanders Road, Niantic, CT
  • 53 min drive from Sunset Beach
Book a stay at this business-friendly hotel in Niantic. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions New London Ferry Dock and Flanders ...
9/10 Wonderful! (303 reviews)
"Brand new motel. Beautiful pool. Convenient to hi-way 95. Breakfast was good and beds are very comfortable."

Reviewed on Jul 25, 2025

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Best Western Niantic - New London/Mystic Area
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
  • 1 hour drive from Sunset Beach
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,221 reviews)
"It was a nice property and large room. A bit outdated but it was very clean!"

Reviewed on Jul 29, 2025

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Montauk Manor
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
  • 35 min drive from Sunset Beach
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,012 reviews)
"Service was exemplary and the resort is tremendous"

Reviewed on Jul 29, 2025

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Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
  • 6 min drive from Sunset Beach
Stay at this 4-star 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! (544 reviews)
"Every room comes with an ocean view, steps down to the beach. Activities at night. Band at the ocean on certain nights. Will be back every year! Help with bags and getting to room by golf cart."

Reviewed on Jul 22, 2025

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Sound View Greenport
See all 4,783 properties in Shelter Island Heights
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.

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