Windsor Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Where to stay in Windsor

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

1 out of top 10 points of interest in this area

If you're spending some time in Riverside, Windsor Family Credit Union Centre and Lake Saint Clair are top sights worth seeing.

Find hotels in Riverside

Top hotels in Windsor

Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is €132 per night from 22 Dec to 23 Dec
€132
includes taxes & fees
22 Dec - 23 Dec
8.4/10 Very Good! (2,488 reviews)
"Friendly"

Reviewed on 20 Nov 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 €120 per night from 15 Dec to 16 Dec
€120
includes taxes & fees
15 Dec - 16 Dec
8.4/10 Very Good! (1,065 reviews)
"Stayed here multiple times. Great service, nice rooms and clean but carpet could use a replacement."

Reviewed on 15 Nov 2024

Holiday Inn Express Windsor Waterfront, an IHG Hotel
Stonecroft Inn
Stonecroft Inn
3 out of 5
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is €115 per night from 22 Dec to 23 Dec
€115
includes taxes & fees
22 Dec - 23 Dec
9.4/10 Exceptional! (1,528 reviews)
"It was a good experience"

Reviewed on 20 Nov 2024

Stonecroft Inn
See all 340 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?
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.

What to do in Windsor

Step into the shadows and discover the haunting tales of Motor City's past.

Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

€19
Per adult
Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
Detroit Lions Football Game at Ford Field

Detroit Lions Football Game at Ford Field

€408
Per adult
Detroit Lions Football Game at Ford Field
Detroit: Architectural Beauty and Hidden Gems Walking Tour

Detroit: Architectural Beauty and Hidden Gems Walking Tour

€121
Per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
See all activities in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.