Windsor Holidays

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Your Windsor Holiday

Uncover the best of Windsor with a customised Windsor holiday package. From its cosmopolitan vibe and diversity to its friendly locals, you'll love experiencing this riverfront city in your own way. You'll want to take in some sights during your trip to Windsor. Find time for big-name attractions such as Detroit Windsor Tunnel, Caesars Casino and Caesars Windsor. Check out Expedia's extensive range of travel options and book your dream holiday to Windsor now.

Our guide on where to stay in Windsor

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

Windsor Holiday

Windsor Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Windsor Airport (YQG)
Population
278,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Adventure Bay Family Water Park, Chrysler Theatre and Walkerville Brewery

Our pick of the best Windsor Hotel Deals

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is AU$229 per night from 20 Oct to 21 Oct
AU$229
20 Oct - 21 Oct
includes taxes & fees
8.4/10 Very Good! (3,052 reviews)
This hotel is a winner!
"This is a beautiful hotel! Check in was simple and fast. Our room was well equipped and clean. Plenty of room. Nice bathroom and amenities. The casino was two floors. Large and lots of room!"

Reviewed on 3 Oct 2025

Caesars Windsor
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
The price is AU$149 per night from 2 Nov to 3 Nov
AU$149
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"Everything good"

Reviewed on 4 Oct 2025

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is AU$197 per night from 12 Oct to 13 Oct
AU$197
12 Oct - 13 Oct
includes taxes & fees
8.6/10 Excellent! (1,337 reviews)
"Homeless nice but room smelled musty without air on. We were told by Hotels. Com parking was free which is was not. Very disappointed in that. Elevators had a funky smell."

Reviewed on 6 Oct 2025

Holiday Inn Express Windsor Waterfront by IHG
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.

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