Windsor 2024 Holidays

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to €150 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Top hotels in Windsor

Stonecroft Inn
Stonecroft Inn
3 out of 5
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is €112 per night from 1 Apr to 2 Apr
€112
per night
1 Apr - 2 Apr
9.4/10 Exceptional! (1,207 reviews)
"It is very centralized. The staff is very friendly. It is very clean. I will definitely stay there again. The price is on par or even more affordable for this hotel."

Reviewed on 25 Mar 2024

Stonecroft Inn
Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is €122 per night from 31 Mar to 1 Apr
€122
per night
31 Mar - 1 Apr
8.2/10 Very Good! (1,842 reviews)
"Price is Right Show."

Reviewed on 25 Mar 2024

Caesars Windsor
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 out of 5
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is €118 per night from 31 Mar to 1 Apr
€118
per night
31 Mar - 1 Apr
8.6/10 Excellent! (1,021 reviews)
"Check in was easy and location was great. I want to mention"

Reviewed on 25 Mar 2024

Holiday Inn Express Windsor Waterfront, an IHG Hotel
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?
From as low as , you can customize your Windsor holiday package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Windsor?
Just imagine all the wonderful things you could do in Windsor with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Windsor holiday package. You have plenty of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 properties around the globe. Whether you’re holidaying with the entire family or travelling solo, organising a trip to Windsor is better with a package.
Where should I stay in Windsor?
We recommend staying near the action. Many travellers favor hotels within easy reach of popular sights, such as Detroit Windsor Tunnel, Caesars Casino and University of Windsor.
What are the top hotels in Windsor?
Travellers going to Windsor often book Caesars Windsor or Best Western Plus Waterfront Hotel. You’ll find them in Walkerville. Another happening neighbourhood is East Windsor. Hampton Inn & Suites by Hilton Windsor and Holiday Inn Express Windsor Waterfront, an IHG Hotel are popular options in this part of town.
How far in advance should I book my Windsor holiday?
Browse Expedia to compare international fares ASAP. In most cases, you can purchase a ticket up to a year prior to departure. If you can’t see your preferred carrier, or you’ve left things to the last moment, don’t despair. Cheap fares to Windsor sometimes emerge just weeks before the date of departure.
What does an Expedia Windsor travel package include?
It comes down to what you want. If you’re travelling by yourself, you might decide to combine flights and hotels. Bringing the entire family to Windsor? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Windsor travel package?
Booking all the parts of your trip together is a simple way to save. Combine your flights, car rentals and hotels into one little package. But it’s not just hotels. Expedia offers all kinds of properties, including holiday rentals such as mountain cabins and city residences. The list is almost endless!
Can I choose my airline with a Windsor Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just pick your preferred air carrier and put together your ideal Windsor holiday.
If I'm not able to travel, can I cancel my Windsor holiday package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or change your Windsor holiday package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, browse our Customer Service Portal for further information.

Popular places to visit

What to do in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.