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 ฿3,395 per night from 25 May to 26 May
฿3,395
฿4,066 total
25 May - 26 May
includes taxes & fees
9.2/10 Wonderful! (1,089 reviews)
Hotel is always clean and well cared for. Staff is always very friendly and ready to help.

Reviewed on 5 May 2026

DoubleTree by Hilton Windsor Hotel & Suites
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 ฿3,286 per night from 10 May to 11 May
฿3,286
฿3,936 total
10 May - 11 May
includes taxes & fees
8.2/10 Very Good! (1,014 reviews)
We stay here at least once a month. The views are incredible, the rooms are clean and comfortable and the staff is always so welcoming.

Reviewed on 7 May 2026

Best Western Plus Waterfront Hotel
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 ฿3,191 per night from 18 May to 19 May
฿3,191
฿3,822 total
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (1,378 reviews)
Great stay. Clean room, great staff, nice breakfast, excellent gym. I would definitely stay there again.

Reviewed on 6 May 2026

Holiday Inn Express Windsor Waterfront by IHG
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.