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
Panoramic view of Detroit skyline from Windsor, Ontario.

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

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$158 per night from 22 Apr to 23 Apr
S$158
22 Apr - 23 Apr
includes taxes & fees
8.6/10 Excellent! (1,362 reviews)
Staff was super friendly and accommodating, and breakfast was fantastic, especially the woman who worked that area. However our room had towels with hair on it, extra toilet paper had stains on the roll. There was a drum show that went on in the plaza outside at 1:45am due to a game upset in the ...

Reviewed on 2 Apr, 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 S$149 per night from 15 Apr to 16 Apr
S$149
15 Apr - 16 Apr
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
no bar

Reviewed on 2 Apr, 2026

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$171 per night from 15 Apr to 16 Apr
S$171
15 Apr - 16 Apr
includes taxes & fees
9.2/10 Wonderful! (1,080 reviews)
The suite rooms were huge, had great views and very clean! We travelled with young kids and wished there had been an easy on site breakfast option that had a kids menu. The pool and views were awesome!

Reviewed on 3 Apr, 2026

DoubleTree by Hilton Windsor Hotel & Suites
See all 286 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

Detroit Red Wings Ice Hockey Game at Little Caesars Arena

Detroit Red Wings Ice Hockey Game at Little Caesars Arena

S$109
per adult
Detroit Red Wings Ice Hockey Game at Little Caesars Arena
Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$188
per adult
Private Downtown Detroit Helicopter Ride
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

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

S$41
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost 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.