Downtown Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
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
If you're spending some time in Walkerville, Willistead Park Trail Trailhead and Willistead Manor are top sights worth seeing.
Top hotels in Downtown Windsor
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
The price is 2.044.793 ₫ per night from 29 Jun to 30 Jun
2.044.793 ₫
2.449.121 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very good! (1,027 reviews)
"Pool not functioning, elevators broken except one, very long waits"
Reviewed on 24 Jun 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
The price is 2.879.750 ₫ per night from 5 Jul to 6 Jul
2.879.750 ₫
3.449.364 ₫ total
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,115 reviews)
"Our car was broken into in the parking garage. We were informed by staff that 3 other cars had their windows smashed the same night. I forgot my wallet and it took multiple phone calls and three days to retrieve it. I ended up sending fex-ex to send it back as the hotel lost and found system was ..."
Reviewed on 23 Jun 2026
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
The price is 2.426.339 ₫ per night from 12 Jul to 13 Jul
2.426.339 ₫
2.906.236 ₫ total
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (1,402 reviews)
"Easy check in"
Reviewed on 21 Jun 2026
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.
Popular places to visit
University of Windsor
Walk around the campus at University of Windsor as part of your travels around Windsor. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.
Windsor Riverfront
After visiting Windsor Riverfront, make a plan to see the other sights and activities in Windsor.
Detroit Windsor Tunnel
5/5(1 review)
Find out about the history of Windsor with a stop at Detroit Windsor Tunnel. Stroll along the riverfront or experience the entertainment choices in this vibrant area.