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 Manor and Olde Walkerville Neighborhood are top sights worth seeing.

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A city skyline with tall buildings and a body of water in the foreground.

City Centre

2 out of top 10 points of interest in this area

If you're spending some time in City Centre, Detroit Windsor Tunnel and The Colosseum at Caesars Windsor are top sights worth seeing.

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A park with autumn foliage, a pathway, and a tall building in the background.

Bridgeview

1 out of top 10 points of interest in this area

If you're spending some time in Bridgeview, University of Windsor Stadium and Roy A. Battagello Riverwalk Trailhead are top sights worth seeing.

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A wooden observation tower by a calm water body with tall reeds.

South Cameron

South Cameron might not have many top sights, but REVS Rose Bowl and Ford Field are two attractions nearby that you can check out.

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A silhouette of a person on a bicycle with a box on the back, walking on a road during sunset with a bridge in the background.

South Central

Though South Central may not have many top sights, you can venture to the surrounding area to see attractions like REVS Rose Bowl and Detroit Windsor Tunnel.

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Top hotels in Downtown Windsor

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
S$144
11 Oct - 12 Oct
includes taxes & fees
8.4/10 Very good! (1,319 reviews)
"I have stayed a couple of times and it really depends on the staff member you interact with. This visit the manager implied I was stupid and just was not helpful and because of this we will not return to this property"

Reviewed on 4 Oct, 2026

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON
Fully refundable
S$145
25 Oct - 26 Oct
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
S$158
1 Nov - 2 Nov
includes taxes & fees
DoubleTree by Hilton Windsor Hotel & Suites
See all 314 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.

Stay near popular Downtown Windsor attractions

Dieppe Gardens

8.8/10 (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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Detroit Windsor Tunnel

8.0/10 (1,568 reviews)
Find out about the history of Windsor with a stop at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
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Adventure Bay Family Water Park

7.6/10 (164 reviews)
Bring the children to Adventure Bay Family Water Park and enjoy this exciting theme park in Windsor.
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The Colosseum at Caesars Windsor

8.0/10 (257 reviews)
Enjoy a performance at The Colosseum at Caesars Windsor, a popular theatre in Windsor. Stroll along the riverfront or visit the casinos in this vibrant area.
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Chrysler Theatre

8.8/10 (6 reviews)
You can get tickets for a performance at Chrysler Theatre during your trip to Windsor.
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Art Windsor-Essex

7.4/10 (3 reviews)
You can spend time studying the exhibits at Art Windsor-Essex in Windsor.
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Ontario Travel Information Centre - Windsor

8.0/10 (6 reviews)
After visiting Ontario Travel Information Centre - Windsor, make a plan to see the other sights and activities in Windsor. Stroll along the riverfront or experience the great live music in this vibrant area.
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Riverfront Festival Plaza

Find out about the history of Windsor with a stop at Riverfront Festival Plaza.
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Things to do

Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$150
per adult
100% of travellers recommend
Private Downtown Detroit Helicopter Ride
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

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

S$33
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

S$134
per adult
100% of travellers recommend
Best Downtown Detroit Historical Walking Tour
See all activities in Windsor

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