Windsor Trips (flight + hotel)

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Top hotels in Windsor

OTL Gouverneur Sherbrooke
OTL Gouverneur Sherbrooke
5 out of 5
3131 rue King Ouest, Sherbrooke, QC
The price is P9,048 per night from Jul 1 to Jul 2
P9,048
P10,767 total
Jul 1 - Jul 2
includes taxes & fees
9.6/10 Exceptional! (1,540 reviews)
"Lovely people, lovely hotel. All the modern conveniences, but lots of nice touches and amenities. I appreciated the No-language-needed guide to the shower! And an excellent breakfast included as well!"

Reviewed on Jun 26, 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 refundableReserve now, pay when you stay
8.2/10 Very Good! (1,003 reviews)
"We liked everything very much, the hotel and entertainment are thought out for any weather, the room is comfortable, everything was super that we even decided to extend our stay for 1 day"

Reviewed on Jun 20, 2025

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Manoir des Sables Hôtel & Golf
Grand Times Hotel Sherbrooke
Grand Times Hotel Sherbrooke
4 out of 5
1, rue Belvedere Sud, Sherbrooke, QC
Fully refundable
8.2/10 Very Good! (1,002 reviews)
"Location near the Lac du Nations, cleanliness, quiet, artwork, everything seemed new."

Reviewed on Jun 5, 2025

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Grand Times Hotel Sherbrooke
See all 169 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.

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices on Expedia for your Windsor getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation 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 vacation packages. Opting to travel in less busy periods means you can typically find better prices on accommodations and flights.
How many days is enough for Windsor?
Generally, a handful of days is enough to visit the main sights during your Windsor vacation. 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 vacation as a package?
Expedia vacation 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 customized Windsor vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Windsor?
If you're planning a spontaneous Windsor vacation, 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 vacation 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.