Windsor Holidays from AU$2,497
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Your Windsor Holiday
Organising your next travel adventure is a breeze with a Windsor holiday package. The neighbourhood of Princeton Meadows, which is good for golfing, makes a good launchpad to uncover the marvels of this lively city. Fill your trip to Windsor with tours of some of its most popular attractions. Where to first? Make a move for Working Dog Winery. Your ideal Windsor holiday is a couple of clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored just for you.
The Latest Windsor Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Fifth Avenue Hotel
Manhattan
AU$7,882
per person
18 Nov - 25 Nov
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.6/10 Exceptional! (280 reviews)
Second time staying at this property and it is amazing. Beautifully appointed rooms, great staff, great bar and restaurant.
Reviewed on 11 Oct 2026
Windsor Holiday
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Mercer Airport (TTN) |
Max Temp Winter | 4ºC |
Max Temp Summer | 27ºC |
Our pick of the best Windsor Hotel Deals
Hyatt Regency Princeton
102 Carnegie Ctr Princeton NJ
Fully refundableReserve now, pay when you stay
AU$195
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (1,524 reviews)
"Beautiful place.We enjoyed our stay. The staff was very pleasant. We plan to stay again in the future. Thank you."
Reviewed on 18 Oct 2026
The Heldrich Hotel
10 Livingston Avenue New Brunswick NJ
Fully refundableReserve now, pay when you stay
AU$199
10 Nov - 11 Nov
includes taxes & fees
MHO Hotel Bordentown
187 US 130 and 206 Bordentown NJ
Fully refundableReserve now, pay when you stay
AU$106
20 Oct - 21 Oct
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 AU$2,497 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.
