Downtown Windsor Holidays

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Our guide on 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

Our pick of the best Downtown Windsor Hotel Deals

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$166 per night from 12 Feb to 13 Feb
NZ$166
12 Feb - 13 Feb
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
great value. nice restaurant and bar

Reviewed on 4 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 NZ$226 per night from 19 Feb to 20 Feb
NZ$226
19 Feb - 20 Feb
includes taxes & fees
9/10 Wonderful! (1,075 reviews)
Clean room very comfortable and great view!! Will be staying here again in the future

Reviewed on 7 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 NZ$216 per night from 15 Feb to 16 Feb
NZ$216
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 286 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.

Activities

Step into the shadows and discover the haunting tales of Motor City's past.

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

NZ$56
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

NZ$130
per adult
Fun Sushi Making Class With Local Chef in Detroit
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

NZ$173
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.