City Centre Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in City Centre

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

Downtown Windsor

3 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 City Centre

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is S$195 per night from 23 Nov to 24 Nov
S$195
23 Nov - 24 Nov
includes taxes & fees
8.6/10 Excellent! (3,124 reviews)
Clean and convenient

Reviewed on 14 Nov, 2025

Caesars Windsor - A Caesars Rewards Destination
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
See all 279 properties in City Centre
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

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
Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$194
per adult
Private Downtown Detroit Helicopter Ride
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.