Shelter Island Holiday Packages

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Top Shelter Island holiday packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
12 Jun - 19 Jun
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (2,214 reviews)
Everything about the INNSIDE was excellent, location, staff, cleanliness and ammenities.. would highly recommend

Reviewed on 1 Nov. 2022

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,133 reviews)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (3,632 reviews)
Clean and very modern

Reviewed on 16 Nov. 2024

The Dominick

The Dominick

5 out of 5
Manhattan
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
The Herald by LuxUrban

The Herald by LuxUrban

2.5 out of 5
Manhattan
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (421 reviews)
Location was amazing. Room was a great size and was serviced each day to a highly professional level. Doorman were friendly and courteous. Only disappointment was no laundry facility, but close to laundromat anyway.

Reviewed on 9 Mar. 2023

Top Shelter Island hotels

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$355 per night from 6 May to 7 May
NZ$355
includes taxes & fees
6 May - 7 May
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
"we had a room with a balcony that looked out to the ocean. terrific view. lovely property & staff was very friendly"

Reviewed on 22 Apr. 2025

Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
The price is NZ$458 per night from 29 Apr to 30 Apr
NZ$458
includes taxes & fees
29 Apr - 30 Apr
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 ...
"Beautiful place. Wonderful staff"

Reviewed on 25 Apr. 2025

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
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 28 Apr to 29 Apr
NZ$152
includes taxes & fees
28 Apr - 29 Apr
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. ...
"Great night’s sleep."

Reviewed on 18 Apr. 2025

Pier Blue Inn Old Saybrook - Essex
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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.