Windsor Vacations from ₩2,464,914

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The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Las Vegas Hilton at Resorts World
The Venetian Resort Las Vegas
Conrad Las Vegas at Resorts World
Jet Luxury at the Vdara Condo Hotel
The Cosmopolitan Of Las Vegas

Find the Best Windsor Vacation Packages

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 ₩167,337 per night from Nov 29 to Nov 30
₩167,337
₩199,128 total
Nov 29 - Nov 30
includes taxes & fees
8.6/10 Excellent! (1,049 reviews)
"Bel hôtel, bien situé, propre, sécuritaire. Mais, une nuit pour 330$, en addition, il faut compter 14$ plus taxes de stationnement et 14$ plus taxes pour un déjeuner continental. J’trouve que ça commence à être dispendieux. Ce n’est quand même pas le Château Frontenac!!! Je n’ai pas dit un mot, mais ..."

Reviewed on Nov 13, 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 ₩61,980 per night from Dec 15 to Dec 16
₩61,980
₩81,824 total
Dec 15 - Dec 16
includes taxes & fees
8.4/10 Very Good! (1,552 reviews)
"Le tapis devrait être retiré partout car il est sale. Un peu vieillot comme hôtel mais bien malgré tout"

Reviewed on Nov 12, 2026

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 ₩140,179 per night from Nov 15 to Nov 16
₩140,179
₩166,811 total
Nov 15 - Nov 16
includes taxes & fees
8/10 Very Good! (1,027 reviews)
"The staff was warm and welcoming. The pool was very cold for an indoor pool, but the hot tub was really enjoyable. My only complaint are the beds. The mattress was horribly uncomfortable."

Reviewed on Nov 12, 2026

Hôtel Le Président
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

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from ₩2,464,914 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.