Windsor Holidays

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Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Windsor showing signage

Downtown Windsor

4 out of top 10 points of interest in this area

While visiting Downtown Windsor, you might make a stop by sights like Detroit Windsor Tunnel and Chrysler Theatre.

Find hotels in Downtown Windsor

Top hotels in Windsor

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is S$195 per night from 22 Sept to 23 Sept
S$195
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very Good! (3,034 reviews)
"Great stay"

Reviewed on 9 Sept, 2025

Caesars 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$153 per night from 5 Oct to 6 Oct
S$153
5 Oct - 6 Oct
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Bad ass view"

Reviewed on 7 Sept, 2025

Best Western Plus Waterfront Hotel
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 5 Oct to 6 Oct
S$150
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Close to highway. Very comfortable and clean room. Very friendly from desk staff."

Reviewed on 8 Sept, 2025

Hampton Inn & Suites by Hilton Windsor
See all 378 properties in 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.

What to do in Windsor

Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$191
per adult
Private Downtown Detroit Helicopter Ride
Detroit Lions Football Game at Ford Field

Detroit Lions Football Game at Ford Field

S$592
per adult
Detroit Lions Football Game at Ford Field
Step into the shadows and discover the haunting tales of Motor City's past.

Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

S$41
per adult
Motor City Ghosts: Haunts, Spirits, and Poltergeists 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.