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 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 Chrysler Theatre are top sights worth seeing.

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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 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, Odette Sculpture Park Walking Trail Trailhead and Ray Battagello Riverwalk Trailhead are top sights worth seeing.

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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 Detroit Windsor Tunnel and Caesars Casino.

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A sunset over a city skyline with a body of water in the foreground.

Riverside

1 out of top 10 points of interest in this area

If you're spending some time in Riverside, Windsor Family Credit Union Centre and Lake Saint Clair are top sights worth seeing.

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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$148
26 Aug - 27 Aug
includes taxes & fees
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$153
1 Sept - 2 Sept
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$162
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,151 reviews)
"Excellent staff, comfortable rooms, great location."

Reviewed on 18 Aug, 2026

DoubleTree by Hilton Windsor Hotel & Suites
See all 311 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 acclaimed art galleries 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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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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The Colosseum

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

7.4/10 (3 reviews)
You can spend time studying the exhibits at Art Gallery of Windsor in Windsor.
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Windsor Community Museum

8.8/10 (5 reviews)
You can browse the exhibits at Windsor Community Museum, a museum with a storied past, during your travels to Windsor. Stroll along the riverfront or experience the acclaimed theatre scene 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

S$57
per adult
Detroit Tigers Baseball Game at Comerica Park
Private Downtown Detroit Helicopter Ride

Private Downtown Detroit Helicopter Ride

S$151
per adult
100% of travellers recommend
Private Downtown Detroit Helicopter Ride
Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

S$87
per adult
Roasting Experience at 14th Coffee Co
See all activities in Windsor

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