Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 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
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
City Centre
6 out of top 10 points of interest in this area
If you're spending some time in City Centre, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.
Windsor Holiday
Our pick of the best Windsor Hotel Deals
Caesars Windsor
377 Riverside Dr E, Windsor, ON
The price is NZ$253 per night from 12 May to 13 May
NZ$253
includes taxes & fees
12 May - 13 May
8.4/10 Very Good! (2,832 reviews)
"From the parking to the hotel desk and from the hotel,desk to the forum tower is back and forth across the casino floor. Not good,if you are on a business trip and just want to get your stuff to your room and go to sleep."
Reviewed on 29 Apr. 2025
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is NZ$167 per night from 4 May to 5 May
NZ$167
includes taxes & fees
4 May - 5 May
8/10 Very Good! (1,014 reviews)
"Clean with a great view of the river."
Reviewed on 29 Apr. 2025
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W, Windsor, ON
The price is NZ$241 per night from 18 May to 19 May
NZ$241
includes taxes & fees
18 May - 19 May
8.8/10 Excellent! (1,000 reviews)
"Rooms are modern and comfortable! Highly recommend the suite rooms as the views are amazing of the Detroit skyline!"
Reviewed on 28 Apr. 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
Why not try your luck with a visit to Caesars Casino during your travels in Windsor? Discover the top-notch restaurants and acclaimed theatre scene in this vibrant area.
Coventry Gardens
Explore the great outdoors at Coventry Gardens, a lovely green space in Windsor. Experience the great live music and acclaimed theatre scene in this vibrant area.
What to do in Windsor
Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
NZ$44
per adult
Best Downtown Detroit Historical Walking Tour
NZ$159
per adult
More holiday ideas
Expedia's Latest Trends
Hotels
The Blue Mountains accommodationWhitby accommodationPet Friendly Hotels in StratfordSun Peaks accommodationNiagara Falls accommodationLeamington accommodationSelwyn accommodationCornwall accommodationPrince Edward accommodationStratford accommodationBanff accommodationCollingwood accommodationMidland accommodationWhistler accommodationKingston accommodation
Flights
Activities
Packages
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.