Windsor Holidays from NZ$3,464
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The Latest Windsor Holiday Deals
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
NZ$3,464
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
The staff is terrific and helpful, from the front desk to the housekeepers. The food and coffee are not as good as I would hope.
Reviewed on 28 Sept 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
NZ$4,810
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (4,000 reviews)
The hotel location was perfect! We could not have asked for better! The hotel was clean & the staff in the evening at check in & in the morning at check out were friendly & helpful! Breakfast was busy but the staff was zipping right through it & we were in quickly! They offer a system to check your bag with them after checking out so you can still do some exploring without dragging your luggage around which was super helpful!! We definitely plan to stay here next time we are in the city!!
Reviewed on 28 Sept 2026
Ink 48 Hotel
Manhattan
NZ$4,948
per person
10 Dec - 16 Dec
found 15 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (1,768 reviews)
Ink 48 definitely feels like it’s missing some heavy duty management. The staff was lovely, and everything seems clean, but overall it’s just a bit faded and unpolished. In our room, the hotel phone wasn’t working, the clock was set to be wrong time, the air vent seemed to be hanging on for dear life, and the mini bar was stocked with bottles of water from the bodega down the street, literally with these neon pink price stickers still on them. The hotel roof is managed by a different company, and they did not seem to have any hustle or desire to welcome hotel guests up to the roof. I know that has nothing to do with the hotel, but it is on the property and you would think that the rooftop staff would make a point of fussing a little extra over hotel guests. As I said, staff seemed very friendly, but it did look like a ragtag bunch with untucked shirts, a laissez-faire attitude, et cetera. For 750 bucks a night, for the overall stay I have to say I was a little disappointed
Reviewed on 28 Sept 2026
Windsor Holiday
Our pick of the best Windsor Hotel Deals
Grand Hotel Times Sherbrooke
1, rue Belvedere Sud Sherbrooke QC
Fully refundableReserve now, pay when you stay
NZ$335
4 Oct - 5 Oct
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"Tout était parfait J’y retournerai le Coin détente WoW super"
Reviewed on 29 Sept 2026
Hotel Cheribourg, an Ascend Collection Hotel
2603 Chemin Du Parc Orford QC
Fully refundableReserve now, pay when you stay
NZ$135
29 Oct - 30 Oct
includes taxes & fees
8/10 Very good! (1,361 reviews)
"Belle grande chambre propre et payer seulement 85$ CAD la nuit. Piscine jusqu'à 22h et gym."
Reviewed on 29 Sept 2026
Manoir Des Sables, an Ascend Collection Hotel
90 Des Jardins Ave. Orford QC
Fully refundableReserve now, pay when you stay
NZ$128
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very good! (1,494 reviews)
"J'y suis allée seule 2 jours surtout parce que l'hôtel a un SPA qui a été fermé durant tout mon séjour, le resto de l'hôtel est aussi fermé lundi et mardi. L'espace piscine et trourbillon de l'hôtel est négligé vraiment pas accueillant. Par contre, la chambre était très bien, grande et propre. Dans ..."
Reviewed on 29 Sept 2026
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 Windsor attractions
le Parc Historique de la Poudriere de Windsor
Find out about the history of Windsor with a stop at le Parc Historique de la Poudriere de Windsor. You can enjoy the restaurants while in the area.
Frequently asked questions
How much does a Windsor holiday package cost?
You'll find cheap prices from NZ$3,464 on Expedia for your Windsor getaway. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Windsor costs.
What are the cheapest months to go to Windsor?
January, February and November are the best times to look for cheap Windsor holiday packages. Opting to travel in less busy periods means you can typically find better prices on accommodation and flights.
How many days is enough for Windsor?
Generally, a handful of days is enough to visit the main sights during your Windsor holiday. However, if you want to have more time to relax or go on day tours, think about extending your itinerary.
How to find the best Windsor package deals?
Begin your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Windsor package deal straight away, just change your dates and search again. Keep in mind 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?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a customised Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Windsor?
If you're planning a spontaneous Windsor holiday, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Windsor?
- Choose your travel dates: The things you plan to do in Windsor and your preferred season can help you decide when to travel.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the biggest expense during your trip to Windsor.
- Decide how long to go for: Now that you're up to speed on Windsor, you can figure out the ideal length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Windsor 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.
