Downtown Windsor Holidays

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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
Windsor showing signage

City Centre

2 out of top 10 points of interest in this area

If you're spending some time in City Centre, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.

Find hotels in City Centre

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 S$101 per night from 23 Nov to 24 Nov
S$101
23 Nov - 24 Nov
includes taxes & fees
8/10 Very Good! (1,011 reviews)
Courteous staff, comfortable room

Reviewed on 13 Nov, 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 S$181 per night from 27 Nov to 28 Nov
S$181
27 Nov - 28 Nov
includes taxes & fees
9/10 Wonderful! (1,035 reviews)
Comfortable as always

Reviewed on 11 Nov, 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 S$160 per night from 20 Nov to 21 Nov
S$160
20 Nov - 21 Nov
includes taxes & fees
8.6/10 Excellent! (1,353 reviews)
Room was spotless. Smaller than I expected but it had everything in it I needed. My only complaint was the parking lot was tiny so we had to park at a nearby garage for an higher fee (I was told parking lot and parking ramp were same price, they were not. It’s always a nice perk to have free Breakfast ...

Reviewed on 10 Nov, 2025

Holiday Inn Express Windsor Waterfront by IHG
See all 279 properties in Downtown Windsor
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

Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$194
per adult
Private Downtown Detroit Helicopter Ride
Step into the shadows and discover the haunting tales of Motor City's past.

Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

S$42
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Detroit: Architectural Beauty and Hidden Gems Walking Tour

Detroit: Architectural Beauty and Hidden Gems Walking Tour

S$175
per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
See all activities in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.