Windsor Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Windsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Horseshoe Las Vegas

Horseshoe Las Vegas

4 out of 5
Las Vegas Strip
per person
11 Oct - 13 Oct
found 24 hours ago
Return direct flight included
Singapore (SIN) to Las Vegas (LAS)
7.8/10 Good! (10,566 reviews)
Nice for the price property was dated. Monorail didn’t open till 7 AM. A lot of walking.

Reviewed on 5 Aug, 2025

Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
Las Vegas Strip
per person
11 Oct - 13 Oct
found 24 hours ago
Return direct flight included
Singapore (SIN) to Las Vegas (LAS)
8/10 Very Good! (17,635 reviews)
It was a new experience great place

Reviewed on 5 Aug, 2025

Fontainebleau Las Vegas

Fontainebleau Las Vegas

5 out of 5
Las Vegas Strip
per person
11 Oct - 13 Oct
found 24 hours ago
Return direct flight included
Singapore (SIN) to Las Vegas (LAS)
9.4/10 Exceptional! (11,522 reviews)
10/10 best hotel in Vegas!

Reviewed on 5 Aug, 2025

Paris Las Vegas Resort & Casino

Paris Las Vegas Resort & Casino

4 out of 5
Las Vegas Strip
per person
11 Oct - 13 Oct
found 24 hours ago
Return direct flight included
Singapore (SIN) to Las Vegas (LAS)
8/10 Very Good! (22,782 reviews)
The only thing disappointing was to find out there’s no longer a buffet in the resort. Everything else was great.

Reviewed on 5 Aug, 2025

The Venetian Resort Las Vegas

The Venetian Resort Las Vegas

5 out of 5
Las Vegas Strip
per person
11 Oct - 13 Oct
found 24 hours ago
Return direct flight included
Singapore (SIN) to Las Vegas (LAS)
9/10 Wonderful! (15,799 reviews)
I didn't like the location(distance) for ride share(Uber/Lyft)

Reviewed on 5 Aug, 2025

Top hotels in Windsor

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! (1,029 reviews)
It was a great vacation!
"The smell in the room was weird. Towels were not white,greyish. Mold in the shower."

Reviewed on 4 Aug, 2025

Get rates
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
The price is S$235 per night from 31 Aug to 1 Sept
S$235
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
"Excellent location, very clean and confortable"

Reviewed on 5 Aug, 2025

Grand Times Hotel Sherbrooke
Hôtel Chéribourg

Hôtel Chéribourg

4 out of 5
2603 Chemin Du Parc, Orford, QC
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,201 reviews)
"Very nice stay. Outdoor pool with spa and indoor pool with spa a good bonus. The kids area was wonderful, definitely a great asset for this hotel."

Reviewed on 30 Jul, 2025

Get rates
Hôtel Chéribourg
See all 172 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 holiday package cost?
You'll find cheap prices from S$1,426 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.