Downtown Windsor Holidays

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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
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 Park Trail Trailhead and Willistead Manor are top sights worth seeing.

Find hotels in Walkerville

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 £71 per night from 2 Jul to 3 Jul
£71
2 Jul - 3 Jul
includes taxes & fees
8.2/10 Very good! (1,049 reviews)
"From checking in to checking out it was a fantastic short stay booking. Would definitely recommend to all you guys out there ,, Best Western is the best Thanks to Edward on the Lobby at Windsor helpful friendly good guy 🇬🇧🇨🇦🇨🇦🇨🇦👏"

Reviewed on 29 Jun 2026

Best Western Plus Waterfront Hotel
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 £92 per night from 6 Jul to 7 Jul
£92
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,403 reviews)
"Easy check in"

Reviewed on 21 Jun 2026

Holiday Inn Express Windsor Waterfront by IHG
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 £99 per night from 5 Jul to 6 Jul
£99
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,126 reviews)
"Good option to stay."

Reviewed on 28 Jun 2026

DoubleTree by Hilton Windsor Hotel & Suites
See all 310 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Downtown Windsor attractions

Dieppe Gardens

8.8/5 (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.
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Things to do

Detroit Tigers Baseball Game at Comerica Park

Detroit Tigers Baseball Game at Comerica Park

£23
per adult
Detroit Tigers Baseball Game at Comerica Park
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

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

£24
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

£70
per adult
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. Flight-inclusive packages are ATOL protected.