Windsor Holidays from £258
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Your Windsor Holiday
When a city stay is calling, answer it with a Windsor holiday package. With all your travel needs in place before you leave, all you have to do here is concentrate on having fun. Every trip to Windsor should include a little sightseeing. le Parc Historique de la Poudriere de Windsor is a superb place to kick off your exploring. Your Windsor holiday is just a few clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.
Top Windsor Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Delle Civette
Nomentano
£509
per person
14 Oct - 18 Oct
found 8 hours ago
Return flight included
London (LGW) to Rome (FCO)
9.6/10 Exceptional! (316 reviews)
Staff goes above and beyond to help guests. Every single aspect of the hotel was excellent. We plan to stay there again.
Reviewed on 16 Aug 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
£9,808
per person
7 Nov - 14 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on 22 Jun 2016
Windsor Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Population | 5,400 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | Centre dInterpretation de lArdoise, Centre dInterprétation de lHistoire de Sherbrooke and Sherbrooke Golf Club |
Top hotels in Windsor
Manoir Des Sables, an Ascend Collection Hotel
90 Des Jardins Ave. Orford QC
Fully refundable
£77
20 Sept - 21 Sept
includes taxes & fees
8.4/10 Very good! (1,425 reviews)
"Great location and great hotel. Too bad I did not have time to golf!"
Reviewed on 21 Aug 2026
Hotel Cheribourg, an Ascend Collection Hotel
2603 Chemin Du Parc Orford QC
Fully refundableReserve now, pay when you stay
£69
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,310 reviews)
"Beaucoup de bruit très tard , de la chambre d a côté."
Reviewed on 21 Aug 2026
OTL Gouverneur Sherbrooke
3131 rue King Ouest Sherbrooke QC
£145
7 Sept - 8 Sept
includes taxes & fees
9.8/10 Exceptional! (1,785 reviews)
"Je recommande fortement. Le dejeuner est le meilleur, la piscine, la litterie est tres proble et confortable. La seule chose, ils tardent à me rembourser la caution de 100$. J'espère qu'ils vont le faire."
Reviewed on 21 Aug 2026
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 travel package cost?
Starting from just £258, a package is your passport to inexpensive travel. Custom build your Windsor escape by choosing from our extensive range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Windsor travel package?
Don't stress if you're rethinking your Windsor travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realise your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Windsor?
Secure flights that fit in with your schedule, add a hotel to your booking and see how much you save with a Windsor holiday package. It's as easy as that! From flights and hotels to rental cars and activities, Expedia makes travelling on a budget easy. And with more than 550 partner airlines and 1,000,000 properties throughout the world to select from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying a little each month works for you, choose this option at checkout.
- Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in Windsor?
There's lots to explore in Windsor, so spend your nights close to its top sights and maximize your time sightseeing. Le Parc Historique de la Poudriere de Windsor is one spot to add to your must-see list.
What are the top hotels in Windsor?
Reserve a room at Hotel Zero 1. It's one of the neighbourhood's most in-demand hotels. Another top option in Windsor is Le Chabrol Hotel & Suites.
How far in advance should I book my Windsor holiday?
Browse Expedia to compare international fares as soon as you know your travel dates. You can generally purchase a ticket up to a year before departure. If you can't find your preferred air carrier, or you're booking late, don't worry. Cheap fares to Windsor sometimes emerge within weeks of the date of departure.
What does an Expedia Windsor travel package include?
Packages include rental cars, hotels and flights, but you can mix and match them to create your ideal Windsor holiday. You can also add on a few activities and experiences once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Windsor travel package?
Booking all the parts of your trip together is one of the best ways to save. Bundle your car rentals, flights and hotels into a neat little package. But your options don't end at hotels. Expedia offers all kinds of properties, including holiday rentals like mountain cabins and serviced residences. You've got choices galore!
Can I choose my airline with a Windsor Expedia travel package?
With a travel package, you're always in charge. Whether you'd like to fly to Windsor in first class or coach, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
