Title: Windsor Vacation Packages 2026 from $428 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx6180248)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d6180248.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d6180248.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d6180248.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/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 Vacations from $428 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/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. ## The Latest Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Residence Inn by Marriott Cleveland Independence](https://images.trvl-media.com/lodging/1000000/20000/10200/10199/e0af05be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residence Inn by Marriott Cleveland Independence Save 100% on your flight $428 per person Apr 15 - Apr 19 found 1 hour ago Roundtrip flight included New York (NYC) to Cleveland (CLE) 8.4/10 Very Good! (1,002 reviews) Excellent staff and amenities 4 stars Reviewed on Jan 1, 2026 ![InterContinental Cleveland by IHG](https://images.trvl-media.com/lodging/1000000/920000/916400/916333/6d8a0475_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Cleveland by IHG Fairfax Save 100% on your flight $1,043 per person Mar 19 - Mar 22 found 1 day ago Roundtrip flight included Boston (BOS) to Cleveland (CLE) 9/10 Wonderful! (843 reviews) Nice room, restaurants on site and convenient to Cleveland Clinic! Highly recommended! Reviewed on Jan 20, 2026 ![JARVIS Edgewater Park & Beach 5BD Villa](https://images.trvl-media.com/lodging/21000000/20160000/20156300/20156283/6844f8e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JARVIS Edgewater Park & Beach 5BD Villa Edgewater Save 100% on your flight $2,414 per person Mar 29 - Mar 31 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Cleveland (CLE) No reviews ![The Washington Boutique Hotel](https://images.trvl-media.com/lodging/100000000/99990000/99982700/99982661/a65e2629_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Washington Boutique Hotel $727 per person May 1 - May 4 found 12 hours ago Roundtrip non-stop flight included Ontario (ONT) to Cleveland (CLE) 9/10 Wonderful! (80 reviews) Cute house, neat location. Avoid the crazy neighbor. Reviewed on Oct 19, 2025 ![Cedar Stables Inn and Suites](https://images.trvl-media.com/lodging/36000000/35900000/35895300/35895256/0630393b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cedar Stables Inn and Suites $581 per person May 1 - May 4 found 12 hours ago Roundtrip non-stop flight included Ontario (ONT) to Cleveland (CLE) 8.8/10 Excellent! (482 reviews) Room was good; staff was excellent Reviewed on Feb 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Windsor [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CGF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Windsor #### Windsor Mills Covered Bridge 5/5(3 reviews) Learn about the local history of Windsor when you take a trip to Windsor Mills Covered Bridge. Experience the area's festivals and entertainment venues. [](https://expedia.com/Windsor-Mills-Covered-Bridge-Windsor.d6180252.Vacation-Attraction) ## Windsor Hotel Deals ![The Lodge at Geneva](https://images.trvl-media.com/lodging/2000000/1380000/1372100/1372060/6c62a377_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Lodge at Geneva 4888 N. Broadway Geneva OH Fully refundableReserve now, pay when you stay $123 nightly $140 total Feb 9 - Feb 10 Total with taxes and fees 9.2/10 Wonderful! (820 reviews) Everyone was very nice it was a beautiful place and I will be back. A home away from home!! Reviewed on Jan 24, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=1372060&PinnedHotelID=1372060&HadPinnedHotel=true®ionId=6180248) ![Red Roof Inn Cleveland - Mentor/ Willoughby](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/dc1ee235_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 $57 nightly $65 total Feb 10 - Feb 11 Total with taxes and fees 7.2/10 Good! (1,000 reviews) They do still need to work on locks on door. First door key given didn’t work. Bathroom floor could have used a touch more love. Other than that all was fine. Reviewed on Dec 31, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%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/ae24b750_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 $93 nightly $107 total Feb 9 - Feb 10 Total with taxes and fees 9/10 Wonderful! (1,004 reviews) Staff polite, clean room, breakfast, coffee maker & supplies in room, small deposit held at arrival, large room. Uncomfortable mattress. Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=659951&PinnedHotelID=659951&HadPinnedHotel=true®ionId=6180248) [See all 559 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%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. Additional terms may apply. ## Find the Best Windsor Vacation Packages ## Windsor Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Max Temp Winter | 30ºF | | Max Temp Summer | 80ºF | | Top Sights | [Riverdale Road Covered Bridge](https://www.expedia.com/Riverdale-Road-Covered-Bridge-Rock-Creek.d6180212.Vacation-Attraction) and [Windsor Mills Covered Bridge](https://www.expedia.com/Windsor-Mills-Covered-Bridge-Windsor.d6180252.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations 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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 even more - get up to 20% on select hotels 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