Downtown Windsor Holidays from £543

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Skye Hotel Ridgetown

Skye Hotel Ridgetown

£543
per person
1 Oct - 6 Oct
found 20 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
9/10 Wonderful! (2 reviews)
Nice hotel

Reviewed on 11 Aug 2026

Comfort Inn Chatham

Comfort Inn Chatham

£610
per person
1 Oct - 6 Oct
found 20 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
8.8/10 Excellent! (971 reviews)

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.

Find hotels in South Central
A wooden observation tower by a calm water body with tall reeds.

South Cameron

South Cameron might not have many top sights, but Mic Mac Park Walking Trails Trailhead and South Windsor Recreation Complex Walking Trails Trailhead are two attractions nearby that you can check out.

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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
£85
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (1,183 reviews)
"Everything was nice, friendly staff, clean room. If I could change anything it would be the toilet, it sits too low."

Reviewed on 14 Aug 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
£88
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
£93
6 Sept - 7 Sept
includes taxes & fees
DoubleTree by Hilton Windsor Hotel & Suites
See all 308 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
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Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

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

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

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

£20
per adult
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

£51
per adult
Roasting Experience at 14th Coffee Co
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.