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
Willistead Park Trail Trailhead featuring a park, heritage elements and a house

Walkerville

If you're spending some time in Walkerville, Willistead Manor and Olde Walkerville Neighborhood 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 £73 per night from 12 Feb to 13 Feb
£73
12 Feb - 13 Feb
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
The view from the room was just amazing

Reviewed on 9 Feb 2026

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 £100 per night from 19 Feb to 20 Feb
£100
19 Feb - 20 Feb
includes taxes & fees
9/10 Wonderful! (1,072 reviews)
beautiful rooms, very cheerful and helpful staff.

Reviewed on 2 Feb 2026

DoubleTree by Hilton Windsor Hotel & Suites
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 £96 per night from 15 Feb to 16 Feb
£96
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,379 reviews)
Fast, pleasant and helpful

Reviewed on 2 Feb 2026

Holiday Inn Express Windsor Waterfront by IHG
See all 285 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

Popular places to visit

Adventure Bay Family Water Park

Bring the children to Adventure Bay Family Water Park and enjoy this exciting theme park in Windsor.

Adventure Bay Family Water Park

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

£23
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Fun Sushi Making Class With Local Chef in Detroit

Fun Sushi Making Class With Local Chef in Detroit

£55
per adult
Fun Sushi Making Class With Local Chef in Detroit
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

£73
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.