Windsor Holidays from £293

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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.
Hotiday Room Collection - Roma Barberini

Hotiday Room Collection - Roma Barberini

3 out of 5
Rome City Centre
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Rome (FCO)
8.2/10 Very Good! (10 reviews)
We really love our stay here. The room is very clean and we got all we need. It was cleaned everyday and towels are changed daily. The buffet breakfast is good and the receptionist are very helpful! It's very close to termini, trevi fountain and Spanish steps.

Reviewed on 22 Jul 2025

Albergo Etico Roma

Albergo Etico Roma

3 out of 5
Flaminio
per person
13 Oct - 20 Oct
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.6/10 Exceptional! (283 reviews)
Nice room, nice hotel, pretty garden.

Reviewed on 7 Aug 2025

Hotel Delle Civette

Hotel Delle Civette

3 out of 5
Nomentano
per person
13 Oct - 20 Oct
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.4/10 Exceptional! (218 reviews)
Great place to stay, if back in Roma will stay there again!

Reviewed on 1 Aug 2025

Relais de la Poste

Relais de la Poste

3 out of 5
Rome City Centre
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.2/10 Wonderful! (549 reviews)
Everything was amazing!! The workers were so sweet and helpful and truly made our stay. The room was extremely quiet for such a busy area. Check in and check out was easy and the room comes with free espresso! We loved everything about our stay and would definitely recommend.

Reviewed on 4 Aug 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
per person
11 Sept - 15 Sept
found 7 hours ago
Return flight included
London (LON) to Miami (MIA)
9.8/10 Exceptional! (18 reviews)
Convenient location, friendly staff, new hotel with decor reflective of a new boutique type hotel, pool area is amazing with great access to South Beach.

Reviewed on 6 Aug 2025

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 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! (1,038 reviews)
Great experience
"Staff was amazing and very helpful in any questions always smiling. The buffet was great ! The activity around the hotel was wonderful with the children!"

Reviewed on 6 Aug 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 refundableReserve now, pay when you stay
The price is £151 per night from 31 Aug to 1 Sept
£151
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Beautiful property located in the majestic town of Sherbrooke"

Reviewed on 8 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)
"The staff was very helpful in moving us from a noisy room in front of the elevator. The system gave us this bad location even if we had made our reservation few month prior to our arrival. They were very receptive of our situation and relocated us to a very nice 2 level suite with a jacuzzi."

Reviewed on 8 Aug 2025

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Hôtel Chéribourg
See all 175 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Starting from just £293, 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.