Downtown Windsor Vacation Packages
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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
Walkerville
Heritage precinct with large houses, wide streets, and abundant greenery, Walkerville boasts attractions like Willistead Manor, the Via Rail station, and the recently reopened Old Walkerville Theatre.
City Centre
2 out of top 10 points of interest in this area
While visiting City Centre, you might make a stop by sights like Detroit Windsor Tunnel and The Colosseum at Caesars Windsor.
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.
South Cameron
While there might not be top attractions in South Cameron, you can explore the larger area and discover places like REVS Rose Bowl and Ford Field.
South Central
When in South Central, you can plan a visit to REVS Rose Bowl and Detroit Windsor Tunnel, some noteworthy sights in the nearby area.
Downtown Windsor Hotel Deals
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
CA $139
CA $166 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (1,487 reviews)
"The staff were very helpful and nice The breakfast included was more than we expected Parking was great The rooms were very clean and everything was in working order"
Reviewed on Oct 19, 2026
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
CA $117
CA $141 total
Oct 27 - Oct 28
includes taxes & fees
8.4/10 Very good! (1,354 reviews)
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Reviewed on Oct 19, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
CA $152
CA $182 total
Nov 1 - Nov 2
includes taxes & fees
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.
Detroit Windsor Tunnel
8.0/10 (1,568 reviews)
Find out about the history of Windsor when you spend time at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
Adventure Bay Family Water Park
7.6/10 (164 reviews)
Bring the kiddos to Adventure Bay Family Water Park and enjoy some excitement at this amusement park in Windsor.
The Colosseum at Caesars Windsor
8.0/10 (257 reviews)
Enjoy a performance at The Colosseum at Caesars Windsor, a storied theater in Windsor. Stroll along the riverfront or visit the casinos in this vibrant area.
Chrysler Theatre
8.8/10 (6 reviews)
You can enjoy a show at Chrysler Theatre during your stay in Windsor.
Art Windsor-Essex
7.4/10 (3 reviews)
You can spend an afternoon studying the exhibits at Art Windsor-Essex during your travels in Windsor.
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.
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 trip to Windsor. Stroll along the riverfront or experience the great live music in this vibrant area.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.