Windsor Holidays from AU$2,082

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Your Windsor Holiday

Memorable adventures await when you reserve a Windsor holiday package. Whether you're a foodie, history enthusiast or just a traveller who appreciates new places, there's something for everyone in this exciting city. If sightseeing is on your to-do list during your trip to Windsor, find your way to major attractions such as le Parc Historique de la Poudriere de Windsor. Whoever you're going away with and whatever your bank balance, your dream Windsor holiday is just a few clicks away with Expedia.

The Latest Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

4.5 out of 5
Las Vegas Strip
per person
14 Mar - 19 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Las Vegas (LAS)
8.8/10 Excellent! (13,049 reviews)
We had such a good time. The hotel was so clean and the room was amazing.

Reviewed on 31 Jan. 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
per person
6 Apr - 13 Apr
found 22 hours ago
Return direct flight included
Melbourne (MEL) to Los Angeles (LAX)
8.4/10 Very Good! (1,000 reviews)
Couldn’t be happier with this hotel.

Reviewed on 25 Jan. 2025

Conrad Las Vegas at Resorts World

Conrad Las Vegas at Resorts World

5 out of 5
Las Vegas Strip
Save 100% on your flight
per person
14 Mar - 19 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Las Vegas (LAS)
8.6/10 Excellent! (6,351 reviews)
Beautiful hotel, quiet due to location on strip, but all around a great experience.

Reviewed on 30 Jan. 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
per person
3 Mar - 8 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (2,209 reviews)
Front desk very helpful. Close to breakfast places and short walk to Rockefeller Center area.

Reviewed on 29 Jan. 2025

Terranea Resort

Terranea Resort

5 out of 5
Save 100% on your flight
per person
19 Apr - 23 Apr
found 9 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.8/10 Excellent! (1,002 reviews)
A trip to Europe without leaving Los Angeles. They have one of the most genuine staff, not pretentious or snobby, and make everyone feel welcomed. The accommodations are above expectations, no bad room on the property.

Reviewed on 27 Jan. 2025

Windsor Holiday

Windsor Essential Information

Language
English
Currency
Canadian dollars
Population
5,400
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Centre dInterprétation de lHistoire de Sherbrooke, Centre dInterpretation de lArdoise and Sherbrooke Golf Club

Our pick of the best Windsor Hotel Deals

OTL Gouverneur Sherbrooke
OTL Gouverneur Sherbrooke
5 out of 5
3131 rue King Ouest, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 2 Feb to 3 Feb
AU$270
includes taxes & fees
2 Feb - 3 Feb
9.6/10 Exceptional! (1,425 reviews)
"High attention to detail in the rooms. Excellent breakfast provided."

Reviewed on 27 Jan. 2025

OTL Gouverneur Sherbrooke
Manoir des Sables Hôtel & Golf
Manoir des Sables Hôtel & Golf
4 out of 5
90 Des Jardins Ave., Orford, QC
Fully refundable
The price is AU$169 per night from 3 Mar to 4 Mar
AU$169
includes taxes & fees
3 Mar - 4 Mar
8/10 Very Good! (1,001 reviews)
"good"

Reviewed on 31 Dec. 2024

Manoir des Sables Hôtel & Golf
Hôtel Chéribourg
Hôtel Chéribourg
4 out of 5
2603 Chemin Du Parc, Orford, QC
Fully refundable
The price is AU$168 per night from 12 Feb to 13 Feb
AU$168
includes taxes & fees
12 Feb - 13 Feb
8/10 Very Good! (1,211 reviews)
Ski vacation was a hit !!
"The hotel is located in a very convenient location, every single staff member we had contact with was extremely helpful and friendly and smiling. They went out of their way to be helpful! We will be back for another visit!!"

Reviewed on 30 Jan. 2025

Hôtel Chéribourg
See all 165 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’ll find cheap prices from AU$2,082 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?

  1. Choose your travel dates: The things you plan to do in Windsor and your preferred season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.