Windsor Holidays from AU$2,258
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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.
Bentley Hotel South Beach
South Beach
AU$2,686
per person
24 Oct - 31 Oct
found 17 hours ago
Return flight included
Melbourne (MEL) to Miami (MIA)
9.4/10 Exceptional! (1,017 reviews)
Great property, we enjoyed our stay and staff was always kind and making sure we were having a good time, Mariano, Julia, Reinaldo take caer of every possible detail. This property includes breakfast and quality was consistent every morning. Room was clean and well maintained. Definitely would recommend especially if you are traveling with family.
Reviewed on 8 Aug 2026
NobleDEN Hotel
Manhattan
AU$3,788
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.8/10 Exceptional! (1,629 reviews)
Very pleasant stay, great location for dining, entertainment and walking around. Staff were extremely helpful, responsive and friendly. Roof terrace was nice. Bit short on amenities but if it’s just a room you need in a great location then this is a great option.
Reviewed on 8 Aug 2026
Fontainebleau Miami Beach
Mid Beach
AU$3,138
per person
24 Oct - 31 Oct
found 17 hours ago
Return flight included
Melbourne (MEL) to Miami (MIA)
8.4/10 Very good! (8,649 reviews)
Very pricey hidden charges did not expect to pay extra hotel fees surcharges and they don’t have free parking so expect to pay for parking all in all it’s a very nice hotel customer service is great they make you feel welcomed
Reviewed on 8 Aug 2026
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
Manoir Des Sables, an Ascend Collection Hotel
90 Des Jardins Ave. Orford QC
Fully refundableReserve now, pay when you stay
AU$146
30 Aug - 31 Aug
includes taxes & fees
Hotel Cheribourg, an Ascend Collection Hotel
2603 Chemin Du Parc Orford QC
Fully refundableReserve now, pay when you stay
AU$131
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,302 reviews)
"The location is excellent and the bed was very comfortable. The staff were friendly and helpful. We felt safe and received good service in English. The hot tubs had no jets working and the colour of the water was light yellow in the big one. The outside pool needed cleaning on the sides. We had no ..."
Reviewed on 7 Aug 2026
OTL Gouverneur Sherbrooke
3131 rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
AU$277
7 Sept - 8 Sept
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.
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 AU$2,258 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.
