Sheffield Island Holidays from NZ$4,528

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The Latest Sheffield Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was NZ$6,659, price is now NZ$4,528 per person
NZ$4,528
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (2,362 reviews)
5/5! This was an absolutely perfect stay. The staff was super helpful and quickly responsive. The hotel is super clean and modern. I loved that we were able to check-in earlier (for a fee) + leave our luggage (complimentary) after our check out since we had a late flight. Also it’s close by to the train station, takes about 35-40 minutes to get down to times square. Thank you for an amazing & smooth stay!

Reviewed on 15 Nov 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was NZ$8,638, price is now NZ$5,400 per person
NZ$5,400
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was NZ$20,626, price is now NZ$13,226 per person
NZ$13,226
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Price was NZ$12,225, price is now NZ$8,197 per person
NZ$8,197
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on 24 Dec 2025

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was NZ$7,562, price is now NZ$5,098 per person
NZ$5,098
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (1,813 reviews)
The hotel staff was amazing! I was a little disappointed that I didn’t get the room that I paid for, I specifically booked the room with the city view + desk/extra space, and I got a regular king room. It dis what I needed since I was only there one night, but definitely disappointed to not have gotten the other room, since there was a difference in cost.

Reviewed on 15 Nov 2026

Sheffield Island Holiday

Our pick of the best Sheffield Island Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is NZ$253 per night from 22 Nov to 23 Nov
NZ$253
22 Nov - 23 Nov
includes taxes & fees
6.6/10 (1,908 reviews)
"One staff member behind welcome area. I am handicapped with a rollator and could not find the ramp to get down to him. I believe he knew what we were doing since we were one of two couples in the whole lobby. He did not offer advice to help me out. I tried to get a handicapped accessible room and ..."

Reviewed on 14 Nov 2026

Radisson Hotel Hauppauge-Long Island
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is NZ$423 per night from 22 Nov to 23 Nov
NZ$423
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (1,219 reviews)
"This hotel transports you to a different space entirely - great indoor views and semi tropical vibes"

Reviewed on 14 Nov 2026

Hyatt Regency Greenwich
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is NZ$246 per night from 16 Nov to 17 Nov
NZ$246
16 Nov - 17 Nov
includes taxes & fees
East Norwich Inn
See all 978 properties in Sheffield Island
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.

Stay near popular Sheffield Island attractions

Sheffield Island Lighthouse

8.8/10 (15 reviews)
You can learn about the history of Sheffield Island with a trip to Sheffield Island Lighthouse. Savour the top-notch restaurants and lively bars while in town.
See properties

Frequently asked questions

How much does a Sheffield Island holiday package cost?
You'll find cheap prices from NZ$4,528 on Expedia for your Sheffield Island getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Sheffield Island costs.
What are the cheapest months to go to Sheffield Island?
January, February and March are great times to search for cheap Sheffield Island holiday packages. Choosing to travel in less busy months means you can usually find lower prices on flights and hotels.
How many days is enough for Sheffield Island?
The ideal duration for your Sheffield Island holiday depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to tick off all the leading sights and discover some hidden gems along the way.
How to find the best Sheffield Island package deals?
Finding a cheap Sheffield Island package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sheffield Island package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Sheffield Island holiday as a package?
You can enjoy significant savings on your Sheffield Island retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Sheffield Island?
If you're planning a spur-of-the-moment Sheffield Island holiday, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Sheffield Island?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to holiday in Sheffield Island.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Sheffield Island.
  3. Decide how long to go away for: Now that you're more familiar with Sheffield Island, you can work out the right length of your holiday. Pull together a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Sheffield Island holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.