Title: Windsor Vacation Packages & Trips 2026 from CA $1,200 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6180248.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6180248.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6180248.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6046880/887631b2-e098-411d-ad6d-5a87b7d10913.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Windsor Vacation When you book a Windsor vacation package, you can relax and enjoy your adventure to the fullest. Uncover the highlights of this fascinating city knowing that all your travel needs have been taken care of before you go. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to start exploring is [Windsor Mills Covered Bridge](https://www.expedia.ca/Windsor-Mills-Covered-Bridge-Windsor.d6180252.Vacation-Attraction). Don't put off your visit to this destination any longer. The perfect Windsor vacation is a couple of clicks away with Expedia. ## Top Windsor Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hampton Inn Cleveland-Westlake](https://images.trvl-media.com/lodging/1000000/10000/8800/8722/a2a41532_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Cleveland-Westlake CA $1,200 per person May 7 - May 10 found 15 hours ago Roundtrip non-stop flight included Thunder Bay (YQT) to Cleveland (CLE) 8.2/10 Very Good! (1,005 reviews) Property was below average, garbage was all around the grounds. While walking our dog, she found chicken bones, which I had to remove from her mouth twice. The trash was everywhere around the grounds, liquor bottles along the back side of the parking area, soda cans, fountain drink cups and general trash littered the grass surrounding parking area. The room was substandard for the quality you expect from a Hampton Inn. Coffee bar was not replenished upon checkin at 2pm, pots were empty. Sadly, Would not recommend this hotel. Reviewed on Mar 24, 2026 ![Fidelity Hotel](https://images.trvl-media.com/lodging/110000000/109300000/109297700/109297621/47714b0d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fidelity Hotel Downtown Cleveland CA $1,871 per person May 7 - May 10 found 15 hours ago Roundtrip non-stop flight included Thunder Bay (YQT) to Cleveland (CLE) 9.6/10 Exceptional! (658 reviews) Walking distance to Rocket Arena and many restaurants Reviewed on Mar 23, 2026 ![Landing Furnished Apartments Central Cleveland](https://images.trvl-media.com/lodging/124000000/123030000/123024900/123024852/2773a34b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Furnished Apartments Central Cleveland Central CA $1,267 per person May 7 - May 10 found 15 hours ago Roundtrip non-stop flight included Thunder Bay (YQT) to Cleveland (CLE) No reviews ![The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287341/52897d1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton University Circle CA $1,264 per person May 7 - May 10 found 15 hours ago Roundtrip non-stop flight included Thunder Bay (YQT) to Cleveland (CLE) 8.2/10 Very Good! (1,138 reviews) The hotel has a free shuttle that took us to Cleveland clinic and hotel allowed us to leave our vehicle in their parking lot. They came back and got us after our appt. It was wonderful. We were not familiar with the clinic campuses so it helped immensely. Reviewed on Mar 19, 2026 ![Hyatt Place Cleveland/Lyndhurst/Legacy Village](https://images.trvl-media.com/lodging/15000000/14750000/14742300/14742268/bd4e81f0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Cleveland/Lyndhurst/Legacy Village CA $1,219 per person May 7 - May 10 found 15 hours ago Roundtrip non-stop flight included Thunder Bay (YQT) to Cleveland (CLE) 9/10 Wonderful! (1,005 reviews) The property is very clean, the staffs are amazing, breakfast was delicious. Reviewed on Mar 23, 2026 ## Ready to book your vacation to Windsor? Choose your dates ## Windsor Hotel Deals ![Red Roof Inn Cleveland - Mentor/ Willoughby](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/7c09b76c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Red Roof Inn Cleveland - Mentor/ Willoughby 4166 State Route 306 Willoughby OH Fully refundableReserve now, pay when you stay CA $83 CA $96 total Apr 1 - Apr 2 includes taxes & fees 7.4/10 Good! (1,000 reviews) Can't expect much from a cheap motel like this. Bed was comfortable. But 2nd floor with no elevator access makes it hard when you are partially handicapped. Parking plentiful but was concerned about car safety, so I had to bring everything from the car into my room which was very small. Not business ... Reviewed on Mar 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=13716&PinnedHotelID=13716&HadPinnedHotel=true®ionId=6180248) ![Best Western Plus Mentor-Cleveland Northeast](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/6708ea96_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Mentor-Cleveland Northeast 8434 Mentor Avenue Mentor OH Fully refundableReserve now, pay when you stay CA $139 CA $160 total Apr 8 - Apr 9 includes taxes & fees 9.2/10 Wonderful! (1,005 reviews) Very clean. Nice staff. Good breakfast. Decor was dated but well maintained. Only drawback is hearing the street noises as sirens/emergency was close by. Would recommend staying here. Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=659951&PinnedHotelID=659951&HadPinnedHotel=true®ionId=6180248) ![The Lodge at Geneva](https://images.trvl-media.com/lodging/2000000/1380000/1372100/1372060/16d56c9d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Lodge at Geneva 4888 N. Broadway Geneva OH Fully refundableReserve now, pay when you stay CA $163 CA $208 total Mar 26 - Mar 27 includes taxes & fees 9.2/10 Wonderful! (836 reviews) The staff was great. Very clean and quiet. The pool and hot tub was amazing. We will return. Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F03%2F2026&endDate=27%2F03%2F2026&selected=1372060&PinnedHotelID=1372060&HadPinnedHotel=true®ionId=6180248) [See all 566 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=6180248) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app