Downtown Windsor Holidays

Photo by Mohammad elsawi

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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$104 per night from 11 Jan to 12 Jan
S$104
11 Jan - 12 Jan
includes taxes & fees
8/10 Very Good! (1,008 reviews)
Rooms were very nice, staff was very courteous and helpful, and it’s a great location with a lot of amenities close.

Reviewed on 1 Jan, 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$178 per night from 25 Jan to 26 Jan
S$178
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,052 reviews)
Clean room, personal friendly and breakfast good

Reviewed on 30 Dec, 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$171 per night from 5 Jan to 6 Jan
S$171
5 Jan - 6 Jan
includes taxes & fees
8.6/10 Excellent! (1,390 reviews)
The best staff the best breakfast the best pool the best gym

Reviewed on 30 Dec, 2025

Holiday Inn Express Windsor Waterfront by IHG
See all 278 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$71
per adult
Detroit Red Wings Ice Hockey Game at Little Caesars Arena
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

S$136
per adult
Best Downtown Detroit Historical Walking Tour
Step into the shadows and discover the haunting tales of Motor City's past.

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.