Downtown Windsor Trips (flight + hotel)

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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

Top hotels in Downtown Windsor

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 P6,795 per night from Aug 11 to Aug 12
P6,795
P8,139 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Nice but hot
"Very friendly, nice. Beautiful view of Detroit!. Except for the air conditioning not working with little help. Only offer was to change rooms at 1am"

Reviewed on Jul 27, 2025

Best Western Plus Waterfront Hotel
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 P6,866 per night from Aug 10 to Aug 11
P6,866
P8,224 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Friendly staff. Jessica at reception at the time of check out (morning on July 29) was amazing, helpful and managed to procced with Expedia's phone call to cancel one night (left hotel one night earlier) since business trip work was completed ahead of time. Thank you to both Expedia and Hotel staff ..."

Reviewed on Jul 30, 2025

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 P5,288 per night from Aug 10 to Aug 11
P5,288
P6,334 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,268 reviews)
"Great location near the water, 5 mins from the train station, downtown. Rooms were clean, staff were friendly and efficient, and the options from their complimentary breakfast were very impressive for a 3 star. Would definitely recommend."

Reviewed on Jul 30, 2025

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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.