Downtown Windsor Packages (Flight + Hotel)

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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

Top hotels in Downtown Windsor

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 ฿3,263 per night from 19 May to 20 May
฿3,263
฿3,908 total
19 May - 20 May
includes taxes & fees
9.2/10 Wonderful! (1,092 reviews)
Honestly everything was great except the fridge wasn’t working. Called maintenance and they plugged it in and still not working during the night. All our food went to waste which obviously sucked. Other than that no complaints at all. I find that no matter what hotel I stay in, the fridge is always ...

Reviewed on 9 May 2026

DoubleTree by Hilton Windsor Hotel & Suites
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East Windsor ON
Fully refundable
The price is ฿3,178 per night from 18 May to 19 May
฿3,178
฿3,807 total
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (1,383 reviews)
Breakfast was good compared to other complementary breakfasts we have had in the past. Parking is ok. Location is great, we were lucky and got a view on the river

Reviewed on 10 May 2026

Holiday Inn Express Windsor Waterfront by IHG
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 ฿3,162 per night from 19 May to 20 May
฿3,162
฿3,788 total
19 May - 20 May
includes taxes & fees
8.2/10 Very Good! (1,019 reviews)
Not happy with room maintenance.

Reviewed on 10 May 2026

Best Western Plus Waterfront Hotel
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.

Things to do

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