Windsor Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AED 148 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
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
City Centre
6 out of top 10 points of interest in this area
While visiting City Centre, you might make a stop by sights like Detroit Windsor Tunnel and Chrysler Theatre.
Find the Best Windsor Vacation Packages
Windsor Hotel Deals
Caesars Windsor
377 Riverside Dr E, Windsor, ON
The price is AED 405 per night from May 12 to May 13
AED 405
AED 551 total
includes taxes & fees
12 May - 13 May
8.4/10 Very Good! (2,856 reviews)
"Different experience for sure. Loved the entertainment the restaurants and how clean everything was."
Reviewed on 3 May 2025
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is AED 303 per night from May 11 to May 12
AED 303
AED 363 total
includes taxes & fees
11 May - 12 May
8/10 Very Good! (1,017 reviews)
"Perfect location to stay if you are attending the theatre or wanting close access to casino, downtown activities. Breakfast restaurant on site, dining options walkable. Right on the waterfront. Blackout drapes, comfy beds. Parking available but not free."
Reviewed on 4 May 2025
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is AED 370 per night from May 19 to May 20
AED 370
AED 443 total
includes taxes & fees
19 May - 20 May
8.4/10 Very Good! (1,202 reviews)
"Could not access WiFi"
Reviewed on 28 April 2025
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.
Discover the most popular places to visit in Windsor
Caesars Casino
4.5/5(68 reviews)
Why not try your luck with a visit to Caesars Casino during your time in Windsor? Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
Caesars Windsor
4.5/5(144 reviews)
Why not try your luck with a visit to Caesars Windsor during your visit to Windsor? Stroll along the riverfront or visit the casinos in this vibrant area.
Ambassador Bridge
4.5/5(4 reviews)
You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the entertainment choices in this vibrant area.