Downtown Windsor Holidays from £804

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Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

£804
per person
23 Nov - 30 Nov
found 19 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
9.6/10 Exceptional! (159 reviews)
Hotel STRY

Hotel STRY

£923
per person
23 Nov - 30 Nov
found 19 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
10/10 Exceptional! (45 reviews)
This place is an oasis. The room was beautifully decorated and the bed was extremely comfortable. I was there on business and it was still a very relaxing stay. The staff were welcoming. The area is great for walking with lots of restaurants. Highly recommend Hotel Stry!

Reviewed on 30 Sept 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

£824
per person
23 Nov - 30 Nov
found 19 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
9.6/10 Exceptional! (1,002 reviews)
Front desk staff was helpful in restaurant recommendations. Thank you

Reviewed on 29 Sept 2026

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

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
£101
11 Oct - 12 Oct
includes taxes & fees
9.2/10 Wonderful! (1,174 reviews)
"Super"

Reviewed on 30 Sept 2026

DoubleTree by Hilton Windsor Hotel & Suites
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON
Fully refundable
£92
4 Oct - 5 Oct
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
£86
11 Oct - 12 Oct
includes taxes & fees
8.4/10 Very good! (1,303 reviews)
"Great place to stay at"

Reviewed on 29 Sept 2026

Best Western Plus Waterfront Hotel
See all 312 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.
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LGBTQ+ Holidays
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Romantic Holidays
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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 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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* 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.