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 - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is AU$229 per night from 6 Nov to 7 Nov
AU$229
6 Nov - 7 Nov
includes taxes & fees
8.6/10 Excellent! (3,102 reviews)
The Room Was very nice and well kept

Reviewed on 27 Oct 2025

Caesars Windsor - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 9 Nov to 10 Nov
AU$121
9 Nov - 10 Nov
includes taxes & fees
8/10 Very Good! (1,017 reviews)
Staff was attentive and accommodating and answered every question professionally Breakfast looked and tasted fresh. I thoroughly enjoyed it every morning There is nothing that I didn’t like so far

Reviewed on 28 Oct 2025

Best Western Plus Waterfront Hotel
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

4 out of 5
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 9 Nov to 10 Nov
AU$215
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (1,025 reviews)
The most pleasant and concerned staff upon entry and check out of the property. It was unfortunate I wasn't able to sleep. There were no noise or unpleasant guests experience, I just had a one off. The bedding was uncomfortable. I was extremely exhausted and was looking forward to a wonderful night's ...

Reviewed on 27 Oct 2025

DoubleTree by Hilton Windsor Hotel & Suites
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.