Title: Windsor Vacation Packages & Trips 2025/2026 from CA $1,161 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6005427.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6005427.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?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 Enjoy amazing adventures when you reserve a Windsor vacation package. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this awesome city. If seeing the sights is a priority during your trip to Windsor, make sure you swing by popular attractions like [Wahconah Falls State Park](https://www.expedia.ca/Wahconah-Falls-State-Park-Dalton.d553248621532665297.Vacation-Attraction) and [Bas Ridge Golf Course](https://www.expedia.ca/Bas-Ridge-Golf-Course-Hinsdale.d553248621560926698.Vacation-Attraction). No matter your travel plans or the size of your budget, organizing a tailored Windsor vacation is a walk in the park with Expedia. ## Top Windsor Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG](https://images.trvl-media.com/lodging/1000000/10000/5800/5705/2839b3f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG CA $1,161 per person Dec 15 - Dec 21 found 13 hours ago Roundtrip flight included Kelowna (YLW) to Albany (ALB) 8.6/10 Excellent! (1,010 reviews) Clean room. Staff answered questions sufficiently Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-21/?FromAirport=YLW&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5705&paandie=true&dealMarker=ZysOO-ovY5KEYPyFXiHHJDk7KVq_bSdtU5qq8sbByGkruA2-zp0mYjmPVyvWeXtz) ![Hilton Garden Inn Albany Airport](https://images.trvl-media.com/lodging/1000000/110000/102000/101993/421d66bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Albany Airport CA $1,465 per person Dec 15 - Dec 21 found 13 hours ago Roundtrip flight included Kelowna (YLW) to Albany (ALB) 8/10 Very Good! (1,148 reviews) lack of maintenance in the building, doors Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-21/?FromAirport=YLW&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101993&paandie=true&dealMarker=ZysOO-ovY5KEYPyFXiHHJDk7KVq_bSdtU5qq8sbByGnKZJDmuys52Bn3R9767kbI) ![Hampton Inn Albany-Wolf Road (Airport)](https://images.trvl-media.com/lodging/1000000/10000/700/698/61f54404_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Albany-Wolf Road (Airport) CA $1,271 per person Dec 15 - Dec 21 found 13 hours ago Roundtrip flight included Kelowna (YLW) to Albany (ALB) 8.6/10 Excellent! (1,026 reviews) The staff was extremely kind and friendly loved the free breakfast and fresh fruit. Convenient and quick check in. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-21/?FromAirport=YLW&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=698&paandie=true&dealMarker=ZysOO-ovY5KEYPyFXiHHJDk7KVq_bSdtU5qq8sbByGnmq5D0an2P_FRiyZoSJJ8O) ![Hampton Inn Clifton Park](https://images.trvl-media.com/lodging/1000000/900000/892600/892597/e417201d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Clifton Park CA $1,282 per person Dec 15 - Dec 21 found 13 hours ago Roundtrip flight included Kelowna (YLW) to Albany (ALB) 9.2/10 Wonderful! (1,005 reviews) Jets in the hot tub were out of order so we didn't use. It was the sole reason for booking this hotel. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-21/?FromAirport=YLW&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=892597&paandie=true&dealMarker=4V-VSJb6OYVALBnV5NxEBM5ynE6Oqbe4G5nY6arctzHUbsukKuyAg15NiOE2-vbK) ![La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area](https://images.trvl-media.com/lodging/16000000/15910000/15903000/15902994/5610d306_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area CA $1,266 per person Dec 15 - Dec 21 found 13 hours ago Roundtrip flight included Kelowna (YLW) to Albany (ALB) 8.8/10 Excellent! (1,011 reviews) Property not maintained but room was comfortable and large. Room was not cleaned thoroughly and smelled of previous occupants perfume Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-21/?FromAirport=YLW&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15902994&paandie=true&dealMarker=4V-VSJb6OYVALBnV5NxEBM5ynE6Oqbe4G5nY6arctzFGFUYNKyz-ZtCRh4Ai2puW) ## Ready to book your vacation to Windsor? Choose your dates ## Windsor Hotel Deals ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd, Williamstown, MA Fully refundableReserve now, pay when you stay CA $128 CA $159 total Nov 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (2,039 reviews) "There were a couple of issues withy stay 10/4/26 to 10/5/26. The staff did not answer my text messages sent as they said they were very busy. The room has small insects and flies. It was reported and staff offered to send maintenance to check on the unit. I was moved to another unit 10/5/25 through ..." Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=6005427) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Downstreet, an Ascend Collection Hotel 40 Main St, North Adams, MA Fully refundableReserve now, pay when you stay CA $185 CA $207 total Nov 10 - Nov 11 includes taxes & fees 8.6/10 Excellent! (1,003 reviews) "Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!" Reviewed on Oct 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=2943&PinnedHotelID=2943&HadPinnedHotel=true®ionId=6005427) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr, Pittsfield, MA Fully refundableReserve now, pay when you stay CA $131 CA $177 total Nov 2 - Nov 3 includes taxes & fees 8.8/10 Excellent! (678 reviews) "Great lodge with 1 bedroom suites and fully stocked kitchens" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=6005427) [See all 989 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=6005427) 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. ![](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 [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. 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 ![QR code to download the app](data:image/png;base64,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)