Downtown Windsor Packages (Flight + Hotel)
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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
If you're spending some time in Walkerville, Willistead Manor and Olde Walkerville Neighborhood are top sights worth seeing.
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.
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
South Cameron might not have many top sights, but REVS Rose Bowl and Ford Field are two attractions nearby that you can check out.
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.
Top hotels in Downtown Windsor
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
฿3,764
฿4,509 total
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (1,174 reviews)
"Super"
Reviewed on 30 Sept 2026
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Fully refundable
฿3,408
฿4,082 total
25 Oct - 26 Oct
includes taxes & fees
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
฿3,178
฿3,807 total
14 Oct - 15 Oct
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 with a stop 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 children to Adventure Bay Family Water Park and enjoy this exciting theme park in Windsor.
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.
Chrysler Theatre
8.8/10 (6 reviews)
You can get tickets for a performance at Chrysler Theatre during your trip to Windsor.
Art Windsor-Essex
7.4/10 (3 reviews)
You can spend time studying the exhibits at Art Windsor-Essex 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.
Riverfront Festival Plaza
Find out about the history of Windsor with a stop at Riverfront Festival Plaza.
Things to do
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
฿853
per adult
Detroit Downtown: History Walking Tour & Riverfront
฿1,682
per adult
Detroit Architecture Walking Tour: Inside Access & Landmarks
฿4,428
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.