Windsor Holidays

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Our guide on where to stay in Windsor

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

Windsor Holiday

Our pick of the best Windsor Hotel Deals

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 NZ$249 per night from 1 Dec to 2 Dec
NZ$249
1 Dec - 2 Dec
includes taxes & fees
8.6/10 Excellent! (3,151 reviews)
Great place to stay. So clean and new. Pool area was nice but water needed attention as it was cloudy and had a funky smell. Front desk staff were courteous. Italian restaurant was fast and delicious. Band in bar was awesome! We learned a good lesson on self park. If you take elevator to 1st and ...

Reviewed on 26 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 NZ$138 per night from 7 Dec to 8 Dec
NZ$138
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (1,020 reviews)
great staff and clean room

Reviewed on 24 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 NZ$237 per night from 14 Dec to 15 Dec
NZ$237
14 Dec - 15 Dec
includes taxes & fees
9/10 Wonderful! (1,037 reviews)
Clean room, great stay,

Reviewed on 26 Nov 2025

DoubleTree by Hilton Windsor Hotel & Suites
See all 393 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.

Discover the most popular places to visit in Windsor

Caesars Casino

Caesars Casino

Why not try your luck with a visit to Caesars Casino during your travels in Windsor? Discover the top-notch restaurants and acclaimed theatre scene in this vibrant area.

Caesars Casino

Coventry Gardens

Explore the great outdoors at Coventry Gardens, a lovely green space in Windsor. Experience the acclaimed theatre scene and great live music in this vibrant area.

Coventry Gardens

What to do in Windsor

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

NZ$120
per adult
Roasting Experience at 14th Coffee Co
Step into the shadows and discover the haunting tales of Motor City's past.

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

NZ$57
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Detroit: Architectural Beauty and Hidden Gems Walking Tour

Detroit: Architectural Beauty and Hidden Gems Walking Tour

NZ$214
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.