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
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.
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, Odette Sculpture Park Walking Trail Trailhead and Ray 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 Mic Mac Park Walking Trails Trailhead and Comerica Park.
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
CA $126
CA $151 total
Sep 13 - Sep 14
includes taxes & fees
8.4/10 Very good! (1,231 reviews)
"Check in was quick and easy and the room was nice and clean and came with a great view of the Detroit river and it’s just across the road from the waterfront in case you feel like going for a nice stroll and walking distance to the casino. My only complaint was I didn’t know they were doing construction ..."
Reviewed on Sep 3, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
CA $147
CA $176 total
Sep 17 - Sep 18
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
CA $143
CA $171 total
Oct 4 - Oct 5
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 Gallery of Windsor 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 acclaimed theater scene in this vibrant area.
Things to do
Best Detroit Architecture Walking Tour: Inside Access & Landmarks
CA $180
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.