Downtown Windsor Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 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 Downtown Windsor
Find the best Downtown Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Windsor
Walkerville
Heritage precinct with large houses, wide streets, and abundant greenery, Walkerville boasts attractions like Willistead Manor, the Via Rail station, and the recently reopened Old Walkerville Theatre.
Downtown Windsor Hotel Deals
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
The price is ₩137,542 per night from Jul 20 to Jul 21
₩137,542
₩164,748 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Cleanliness great staff"
Reviewed on Jul 14, 2025
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is ₩166,769 per night from Aug 3 to Aug 4
₩166,769
₩199,756 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Great hotel and service.
"Great room and service. Parking garage attached to the hotel was convenient. We had a view of the riverwalk parkway and the Detroit skyline. Hotel was clean and quiet."
Reviewed on Jul 8, 2025
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
The price is ₩132,485 per night from Aug 10 to Aug 11
₩132,485
₩158,690 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,256 reviews)
"Lovely river view!"
Reviewed on Jul 14, 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 Downtown Windsor
Olde Walkerville Neighborhood
Enjoy a stop at Olde Walkerville Neighborhood, an entertaining place to visit in Windsor. Discover the great live music and casinos in this vibrant area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.