Downtown Windsor Vacations from $479
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The Latest Downtown Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Caesars Windsor
City Centre
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Windsor (YQG)
8.6/10 Excellent! (3,043 reviews)
Relatively difficult to access and find hotel registration if coming in from the parking garage. Ups and downs on stairs, escalators and elevators and a long walk through the casino areas .
We are seniors and didn’t realize there would be so much walking.
.
Reviewed on Aug 11, 2025
Hotel STRY
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Windsor (YQG)
10/10 Exceptional! (11 reviews)
What an amazing hotel. It feels like we're staying at someone's well designed home. My daughter LOVES the bunk beds and I like that they're in a separate cubby-like area. There were welcome treats left to enjoy. And the surrounding neighborhood offers a number of shops, restaurants, and coffee shops. What a great getaway!
Reviewed on Aug 5, 2025
Hampton Inn & Suites by Hilton Windsor
South Cameron
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Windsor (YQG)
8.6/10 Excellent! (1,006 reviews)
We stayed here for the week for my son’s hockey camp. The breakfast was amazing every day, the staff were friendly and helpful. The bed was so comfortable and the blackout curtains helped us sleep so well. We were on the 7th floor and it was so quiet. The housekeeping was the only thing I would say that could use a little improvement but it wasn’t terrible.
Reviewed on Aug 13, 2025
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 Chrysler Theatre.
Downtown Windsor Hotel Deals
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $142 total per night from Aug 18 to Aug 19
$142 total
Aug 18 - Aug 19
Total includes taxes and fees
8/10 Very Good! (1,013 reviews)
"Great view of the river"
Reviewed on Aug 12, 2025
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
Fully refundable
$98 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (1,292 reviews)
"Like that it was on the water although the area was completely empty, very much like a ghost town."
Reviewed on Aug 11, 2025
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $143 total per night from Aug 24 to Aug 25
$143 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (1,000 reviews)
Family trip
"Great view of the Detroit River and the city sky line. We had dinner at the hotel restaurant and it was delicious. Beds were comfortable and hotel was quiet at night."
Reviewed on Aug 12, 2025
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.
Discover the most popular places to visit in Downtown Windsor
Dieppe Gardens
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
4/5(364 reviews)
Find out about the history of Windsor when you spend time at Detroit Windsor Tunnel. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Adventure Bay Family Water Park
4/5(1 review)
Bring the kiddos to Adventure Bay Family Water Park and enjoy some excitement at this amusement park in Windsor.
Things to do
Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
$26
per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
$135
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.