Downtown Windsor Vacations from ￥272,086
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The Latest Downtown Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Towneplace Suites By Marriott Tecumseh Windsor
￥273,382
per person
Nov 12 - Nov 15
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Windsor (YQG)
9.6/10 Exceptional! (141 reviews)
Nice big room great bed. Hotel was swamped with baseball tournament kids, still quiet!
Reviewed on Sep 6, 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
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.
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.
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 South Windsor Recreation Complex Walking Trails Trailhead and Ford Field.
Riverside
1 out of top 10 points of interest in this area
While visiting Riverside, you might make a stop by sights like Windsor Family Credit Union Centre and Lake Saint Clair.
Downtown Windsor Hotel Deals
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
￥14,206
￥17,017 total
Sep 13 - Sep 14
includes taxes & fees
8.4/10 Very Good! (1,242 reviews)
"The pool was closed. The coffee station in the lobby was a mess. No cups or cream. No coffee at all on Sunday. No free breakfast. The breakfast at the restaurant was 25 Dollars a person. You have to pay to park 20 dollars a night."
Reviewed on Sep 6, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
￥16,576
￥19,855 total
Sep 17 - Sep 18
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
￥16,149
￥19,343 total
Oct 4 - Oct 5
includes taxes & fees
8.8/10 Excellent! (1,460 reviews)
"One elevator was down the entire stay. Very long waits to get on. Every body was complaining. Had I known I would have not booked. Friendly staff Great location. Decent breakfast. Ample parking (off site)"
Reviewed on Sep 6, 2026
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
Detroit Tigers Baseball Game at Comerica Park
￥4,244
per adult
Best Downtown Detroit Historical Walking Tour
￥15,783
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.