Windsor Holidays from NZ$3,757
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The Latest Windsor Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Manhattan
NZ$3,757
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
7.6/10 Good! (3,515 reviews)
Great location close to 96th street subway which took about 10 minutes to midtown. Plenty of shops for food and supplies, and street vendors close by-along Broadway, Central Park was only a few blocks away.
The hotel was clean and relativly tidy maybe a little dated but still worth it and the bronze room, whilst a little small, was more than adequate.
Reviewed on 31 Aug 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
NZ$4,579
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)
The beds are comfortable. Great location, Times Square is just downstairs. There's a $99 property fee which didn't show when I book in Expedia.
Reviewed on 31 Aug 2026
Hotel Riu Plaza New York Times Square
Manhattan
NZ$4,518
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
Everything was excellent as well as location to Times square. High floor and great view. Clean and comfy. Breakfast excellent.
Reviewed on 31 Aug 2026
NobleDEN Hotel
Manhattan
NZ$4,595
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.8/10 Exceptional! (1,662 reviews)
Loved this hotel! Would definitely come back. Staff was very welcoming and room was super cute. Good location close to little Italy and Chinatown. Loved the access to the rooftop.
Reviewed on 29 Aug 2026
Windsor Holiday
Our pick of the best Windsor Hotel Deals
Hyatt Regency Princeton
102 Carnegie Ctr Princeton NJ
Fully refundableReserve now, pay when you stay
NZ$229
7 Sept - 8 Sept
includes taxes & fees
Hilton East Brunswick Hotel & Executive Meeting Center
3 Tower Center Blvd East Brunswick NJ
Fully refundableReserve now, pay when you stay
NZ$221
27 Sept - 28 Sept
includes taxes & fees
7.4/10 Good! (1,268 reviews)
"Hotel was nice, a bit older, but all in all was a fine place to stay"
Reviewed on 31 Aug 2026
The Heldrich Hotel
10 Livingston Avenue New Brunswick NJ
Fully refundableReserve now, pay when you stay
NZ$204
16 Sept - 17 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Windsor holiday package cost?
You can snap up a holiday package to this top destination from NZ$3,757 on Expedia. But how much your holiday to Windsor costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Windsor?
January, February and March are the best times to look for cheap Windsor holiday packages. Opting to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Windsor?
Typically, a handful of days is enough to explore the main sights during your Windsor holiday. But if you prefer to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Windsor package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor adventure off to a flying start.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalise your Windsor escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Windsor?
If you have your Windsor travel dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Windsor?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Windsor.
- Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Windsor. Then, pick a property that fits your budget, whether that's an economical stay or a more luxurious getaway.
- Decide your trip length: Consider how long you'd like to spend exploring Windsor. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Windsor holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
