Windsor Holidays from NZ$5,662

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    Save up to NZ$616 when you book a flight and hotel together*
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The Latest Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Dominick

The Dominick

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 23 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
They treated me like royalty. Very nice location. Great views

Reviewed on 9 Jul. 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 23 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,009 reviews)
Staff are fantastic!

Reviewed on 7 Jul. 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 23 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (424 reviews)
What a great week I had in New York. I’ll definitely be back. Oksana and Daniel were amazing.

Reviewed on 28 May 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 23 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on 16 Jun. 2025

Pendry Natirar

Pendry Natirar

5 out of 5
per person
19 Sept - 23 Sept
found 23 hours ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.8/10 Exceptional! (6 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on 13 Jun. 2025

Windsor Holiday

Our pick of the best Windsor Hotel Deals

Hyatt Regency Princeton
Hyatt Regency Princeton
4 out of 5
102 Carnegie Ctr, Princeton, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$273 per night from 25 July to 26 July
NZ$273
25 July - 26 July
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"great hotel highly recommended good price"

Reviewed on 9 Jul. 2025

Hyatt Regency Princeton
Hilton East Brunswick Hotel & Executive Meeting Center
Hilton East Brunswick Hotel & Executive Meeting Center
3.5 out of 5
3 Tower Center Blvd, East Brunswick, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 21 July to 22 July
NZ$208
21 July - 22 July
includes taxes & fees
7.2/10 Good! (1,004 reviews)
Wonderful
"Great"

Reviewed on 11 Jul. 2025

Hilton East Brunswick Hotel & Executive Meeting Center
MHO Hotel Bordentown
MHO Hotel Bordentown
2 out of 5
187 US 130 and 206, Bordentown, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$122 per night from 13 July to 14 July
NZ$122
13 July - 14 July
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"It’s affordable and more convenient to access for shopping and restaurants"

Reviewed on 8 Jul. 2025

MHO Hotel Bordentown
See all 427 properties in Windsor
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$5,662 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.