Shelter Island Holiday Packages

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Top Shelter Island holiday packages

Price found within the past 48 hours. Click for updated prices.
The Merchant Hotel Lower East Side

The Merchant Hotel Lower East Side

4 out of 5
Manhattan
Price was AU$6,569, price is now AU$4,582 per person
AU$4,582
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (600 reviews)

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Price was AU$8,154, price is now AU$5,981 per person
AU$5,981
per person
26 Dec - 3 Jan
found 8 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was AU$8,378, price is now AU$6,147 per person
AU$6,147
per person
26 Dec - 3 Jan
found 8 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$11,319, price is now AU$7,149 per person
AU$7,149
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AU$8,229, price is now AU$5,631 per person
AU$5,631
per person
20 Dec - 26 Dec
found 1 day ago
Return flight included
Perth (PER) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The staff was extremely helpful with early checkin and was happy to hold our luggage before our room was ready and after check out so we could enjoy the city. The room was clean, and the complimentary waters were nice. The buffet breakfast was definitely worth the price. We had an amazing view and delicious meal.

Reviewed on 11 Nov 2026

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 AU$246 per night from 1 Dec to 2 Dec
AU$246
1 Dec - 2 Dec
includes taxes & fees
Water's Edge Resort & Spa: Business-friendly resort with free WiFi and free valet parking. Located on the waterfront.
"Great location. The restaurant / bistro is very good. Try the salmon. Staff accommodating and helpful. Room and facilities were clean and inviting. Would stay again."

Reviewed on 9 Nov 2026

Opens in a new windowWater's Edge Resort & Spa
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is AU$728 per night from 17 Nov to 18 Nov
AU$728
17 Nov - 18 Nov
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa: Pet-friendly resort with an indoor pool and 2 restaurants. Located by the ocean.
Opens in a new windowGurney's Montauk Resort & Seawater Spa
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 AU$129 per night from 12 Nov to 13 Nov
AU$129
12 Nov - 13 Nov
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
Opens in a new windowPier 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.

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