Windsor Holidays from AU$2,843

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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.
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
9 Sept - 14 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (6 reviews)
Place was nice and clean. I recommend bringing slippers.

Reviewed on 1 Jul. 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
9 Sept - 14 Sept
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (2,103 reviews)
very comfortable and quiet. great location.

Reviewed on 8 Jul. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
9 Sept - 14 Sept
found 7 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,519 reviews)
I like location of the hotel. Beds were comfortable. But carpet and sofa by the window was dirty and old. Bathroom could be cleaner. (Clorox smells was so bad).

Reviewed on 7 Jul. 2025

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
per person
9 Sept - 14 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (1,311 reviews)
Easy to book, attentive staff, nice rooms

Reviewed on 5 Jul. 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
per person
9 Sept - 14 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (4,563 reviews)
Perfect for a girl’s weekend in NYC! Great location, beautiful, clean and safe hotel. Rooftop bar was the cherry on the top!

Reviewed on 8 Jul. 2025

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
Hyatt Regency Princeton
4 out of 5
102 Carnegie Ctr, Princeton, NJ
Fully refundableReserve now, pay when you stay
The price is AU$251 per night from 1 Aug to 2 Aug
AU$251
1 Aug - 2 Aug
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Nice hotel, great pool, good breakfast. Make sure to get the breakfast voucher when booking hotel otherwise breakfast is expensive. Bed was comfortable, hotel was nice over all."

Reviewed on 6 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 AU$192 per night from 17 July to 18 July
AU$192
17 July - 18 July
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"Excellent hotel, great stuff, room, amenities, convenient location, easy parking"

Reviewed on 6 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 AU$113 per night from 13 July to 14 July
AU$113
13 July - 14 July
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Ok"

Reviewed on 5 Jul. 2025

MHO Hotel Bordentown
See all 428 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
You can snap up a holiday package to this top destination from AU$2,843 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.