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Hotels in Shelter Island Heights

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Choose from 4773 Shelter Island Heights Hotel Deals

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! (59 reviews)
"WELL APPOINTED"

Reviewed on May 18, 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 ...
8.6/10 Excellent! (29 reviews)
"Excellent"

Reviewed on Nov 10, 2024

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The Chequit
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! (1,001 reviews)
"front desk was lovely !!"

Reviewed on Jun 8, 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! (974 reviews)
Not bad
"The location was great- cute town. The room was clean and pretty basic. Beds could have been more comfy. Overall, it was fine given the amount paid."

Reviewed on Jun 13, 2025

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Pier Blue Inn Old Saybrook - Essex
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! (77 reviews)
"Love this GEM! Don’t tell anyone ;)"

Reviewed on Jun 19, 2025

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Montauk Blue Hotel
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! (635 reviews)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"

Reviewed on Jun 13, 2025

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Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
  • 16 min drive from Sunset Beach
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (253 reviews)
So beautiful
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"

Reviewed on Jun 18, 2025

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Baron's Cove
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 ...
8.4/10 Very Good! (165 reviews)
"Amazing location. Everything is new and fresh. Lovely small, well-heated pool. Room is minimalist chic. No TV set. Staff is friendly and helpful. Restaurant was not open as it was a Monday to Tuesday stay. 8AM yoga class was great. Complimentary continental breakfast was also nice. All of the public ..."

Reviewed on Jun 3, 2025

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Marram
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
  • 5 min drive from Sunset Beach
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (115 reviews)
"Great value. Especially for a holiday weekend"

Reviewed on Jun 14, 2025

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Greenporter Hotel
Beachcomber Resort at Montauk
Beachcomber Resort at Montauk
3 out of 5
727 Old Montauk Highway, Montauk, NY
  • 1 hour drive from Sunset Beach
Stay at this 3-star beach hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (530 reviews)
"Across the street from the beach"

Reviewed on Jun 18, 2025

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Beachcomber Resort at Montauk
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
  • 54 min drive from Sunset Beach
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."

Reviewed on Jun 13, 2025

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Hyatt Place Long Island East End
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! (1,000 reviews)
"Enjoyed. Pool"

Reviewed on Jun 16, 2025

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Saybrook Point Resort & Marina
See all 4,773 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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