Downtown Windsor Vacation Packages
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Top Holiday Package Deals in Downtown Windsor
Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Windsor
Devonshire
Price was CA $642, price is now CA $612 per person
CA $612
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
7/10 Good! (1,000 reviews)
Clean and quiet. Nice welcoming staff in evening when we arrived. No morning coffee made during breakfast hours which was surprising
Reviewed on Aug. 16, 2025
Caesars Windsor
City Centre
Price was CA $797, price is now CA $751 per person
CA $751
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
8.6/10 Excellent! (3,043 reviews)
The casino is beautiful! This is the first time we've ever been and didn't know what to expect. Everything, the room, the restaurants, the location, all of it was wonderful!
Reviewed on Aug. 26, 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
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is CA $144 per night from Sep 7 to Sep 8
CA $144
CA $172 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,301 reviews)
"We really like it"
Reviewed on Aug. 22, 2025
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 31 to Sep 1
CA $163
CA $195 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Great place"
Reviewed on Aug. 21, 2025
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 7 to Sep 8
CA $165
CA $198 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"The location is great , the biew is amazing. I wish I was given a higher floor for better view. The 4th floor looks on the roof of the swimming pool"
Reviewed on Aug. 24, 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
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
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
CA $36
per adult
Best Downtown Detroit Historical Walking Tour
CA $145
per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
CA $186
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.