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 S$114 per night from 16 Mar to 17 Mar
S$114
16 Mar - 17 Mar
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Clean room. Friendly staff.

Reviewed on 10 Feb, 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 S$168 per night from 27 Feb to 28 Feb
S$168
27 Feb - 28 Feb
includes taxes & fees
8.6/10 Excellent! (1,380 reviews)
Very clean, clean and modern building

Reviewed on 8 Feb, 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 S$172 per night from 23 Feb to 24 Feb
S$172
23 Feb - 24 Feb
includes taxes & fees
9/10 Wonderful! (1,076 reviews)
Clean room,

Reviewed on 16 Feb, 2026

DoubleTree by Hilton Windsor Hotel & Suites
See all 282 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.

Things to do

Fun Sushi Making Class With Local Chef in Detroit

Fun Sushi Making Class With Local Chef in Detroit

S$95
per adult
Fun Sushi Making Class With Local Chef in Detroit
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

S$127
per adult
Best Downtown Detroit Historical Walking Tour
Step into the shadows and discover the haunting tales of Motor City's past.

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

S$41
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost 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.