Windsor Holidays from AU$1,651

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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.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was AU$2,547, price is now AU$1,651 per person
AU$1,651
per person
21 Jan - 25 Jan
found 7 hours ago
Return flight included
Sydney (SYD) to Los Angeles (LAX)
8.2/10 Very good! (1,005 reviews)
Parking is like a secret and you can’t have a taller vehicle to use it.

Reviewed on 6 Nov 2026

1 Bedroom Vista balcony Collection at MGM SIGNATURE StripSuite Hotel & Resort - NO RESORT FEE

1 Bedroom Vista balcony Collection at MGM SIGNATURE StripSuite Hotel & Resort - NO RESORT FEE

2 out of 5
Price was AU$25,939, price is now AU$15,099 per person
AU$15,099
per person
7 Jan - 14 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Las Vegas (LAS)
No reviews

Crockfords Las Vegas, LXR Hotels & Resorts at Resorts World

Crockfords Las Vegas, LXR Hotels & Resorts at Resorts World

5 out of 5
Las Vegas Strip
Price was AU$6,095, price is now AU$3,573 per person
AU$3,573
per person
20 Dec - 27 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to Las Vegas (LAS)
9.2/10 Wonderful! (698 reviews)

Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Price was AU$6,515, price is now AU$4,138 per person
AU$4,138
per person
7 Jan - 14 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Las Vegas (LAS)
8.2/10 Very good! (7,190 reviews)

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

Grand Hotel Times Sherbrooke

Grand Hotel Times Sherbrooke

4 out of 5
1, rue Belvedere Sud Sherbrooke QC
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 3 Dec to 4 Dec
AU$219
3 Dec - 4 Dec
includes taxes & fees
8.6/10 Excellent! (1,043 reviews)
"Borne de recharge...."

Reviewed on 5 Nov 2026

Grand Hotel Times Sherbrooke
Manoir Des Sables, an Ascend Collection Hotel

Manoir Des Sables, an Ascend Collection Hotel

4 out of 5
90 Des Jardins Ave. Orford QC
Fully refundable
The price is AU$117 per night from 30 Nov to 1 Dec
AU$117
30 Nov - 1 Dec
includes taxes & fees
Manoir Des Sables, an Ascend Collection Hotel
Hôtel Le Président

Hôtel Le Président

3 out of 5
3535, rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 8 Nov to 9 Nov
AU$184
8 Nov - 9 Nov
includes taxes & fees
Hôtel Le Président
See all 192 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

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.
See properties

Frequently asked questions

How much does a Windsor holiday package cost?
You'll find cheap prices from AU$1,651 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.