City Centre Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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
A city skyline at dusk with illuminated buildings reflecting on the water.

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 The Colosseum at Caesars Windsor.

Find hotels in Downtown Windsor
A historic stone building with a red roof, surrounded by trees and a Canadian flag.

Walkerville

If you're spending some time in Walkerville, Willistead Manor and Olde Walkerville Neighborhood are top sights worth seeing.

Find hotels in Walkerville
A park with autumn foliage, a pathway, and a tall building in the background.

Bridgeview

1 out of top 10 points of interest in this area

If you're spending some time in Bridgeview, University of Windsor Stadium and Roy A. Battagello Riverwalk Trailhead are top sights worth seeing.

Find hotels in Bridgeview
A wooden observation tower by a calm water body with tall reeds.

South Cameron

South Cameron might not have many top sights, but REVS Rose Bowl and Ford Field are two attractions nearby that you can check out.

Find hotels in South Cameron
A silhouette of a person on a bicycle with a box on the back, walking on a road during sunset with a bridge in the background.

South Central

Though South Central may not have many top sights, you can venture to the surrounding area to see attractions like REVS Rose Bowl and Detroit Windsor Tunnel.

Find hotels in South Central

Top hotels in City Centre

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON
S$90
2 Nov - 3 Nov
includes taxes & fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
S$144
11 Oct - 12 Oct
includes taxes & fees
8.4/10 Very good! (1,319 reviews)
"I have stayed a couple of times and it really depends on the staff member you interact with. This visit the manager implied I was stupid and just was not helpful and because of this we will not return to this property"

Reviewed on 4 Oct, 2026

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON
Fully refundable
S$145
25 Oct - 26 Oct
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
See all 313 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.

Stay near popular City Centre attractions

A pedestrian walkway beside a river with a bridge in the background.

Windsor Riverfront

10.0/10 (2 reviews)
After visiting Windsor Riverfront, make a plan to see the other sights and activities in Windsor.
See properties
An aerial view of a coastal area with autumn-colored trees, a grassy park, and a body of water.

Dieppe Gardens

8.8/10 (5 reviews)
Enjoy a stop at Dieppe Gardens, an entertaining place to visit in Windsor. Stroll along the riverfront or visit the casinos in this vibrant area.
See properties

Detroit Windsor Tunnel

8.0/10 (1,568 reviews)
Find out about the history of Windsor with a stop at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
See properties

Adventure Bay Family Water Park

7.6/10 (164 reviews)
Bring the children to Adventure Bay Family Water Park and enjoy this exciting theme park in Windsor.
See properties

The Colosseum at Caesars Windsor

8.0/10 (257 reviews)
Enjoy a performance at The Colosseum at Caesars Windsor, a popular theatre in Windsor. Stroll along the riverfront or visit the casinos in this vibrant area.
See properties

Chrysler Theatre

8.8/10 (6 reviews)
You can get tickets for a performance at Chrysler Theatre during your trip to Windsor.
See properties

Art Windsor-Essex

7.4/10 (3 reviews)
You can spend time studying the exhibits at Art Windsor-Essex in Windsor.
See properties

Ontario Travel Information Centre - Windsor

8.0/10 (6 reviews)
After visiting Ontario Travel Information Centre - Windsor, make a plan to see the other sights and activities in Windsor. Stroll along the riverfront or experience the great live music in this vibrant area.
See properties

Things to do

Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$150
per adult
100% of travellers recommend
Private Downtown Detroit Helicopter Ride
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

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

S$33
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

S$134
per adult
100% of travellers recommend
Best Downtown Detroit Historical 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.