Title: Windsor Vacation Packages & Trips 2026 from CA $1,294 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248635975855642.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d553248635975855642.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248635975855642.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 vacation package to Windsor, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Discover the many delights of this vibrant city from your base in a neighborhood like Princeton Meadows, which is great for golfing. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to begin exploring is [Working Dog Winery](https://www.expedia.ca/Working-Dog-Winery-Hightstown.d553248621532663729.Vacation-Attraction). Whoever you're escaping with and whatever you plan to spend, your dream Windsor vacation is just a few clicks away with Expedia. ## Top Windsor Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan CA $1,294 per person Apr 5 - Apr 11 found 15 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (6,546 reviews) Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding. Reviewed on Feb 9, 2026 ![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/cb1dc844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### NobleDEN Hotel Manhattan CA $1,822 per person Apr 5 - Apr 11 found 15 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.8/10 Exceptional! (1,411 reviews) NobleDEN has very clean rooms. The staff are also very friendly and accommodating. There are some nice amenities included in your stay including discounts at nearby establishments with your keycard! Cool and unexpected. Reviewed on Feb 10, 2026 ![The George](https://images.trvl-media.com/lodging/29000000/28810000/28804300/28804247/53b24993_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The George CA $1,744 per person Apr 16 - Apr 23 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Newark Liberty Intl. Airport (EWR) 9.4/10 Exceptional! (444 reviews) The place is beautiful. Clean and comfortable. A little chilly where breakfast was served but it was unusually very cold outside. Love the library to relax Def highly recommend Reviewed on Feb 2, 2026 ![Pendry Natirar](https://images.trvl-media.com/lodging/103000000/102110000/102101800/102101788/ea5e4ca8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Natirar CA $2,163 per person May 7 - May 10 found 5 hours ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 9.8/10 Exceptional! (7 reviews) The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful. Reviewed on Jun 13, 2025 ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $2,049 per person Apr 26 - May 2 found 1 day ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,565 reviews) We loved to stay here but hotel wifi is too mush slow and some the telephone doesn’t work.all other the staff was so good and nice rooms. Reviewed on Feb 8, 2026 ## Ready to book your vacation to Windsor? Choose your dates ## Windsor Hotel Deals ![DoubleTree by Hilton Princeton](https://images.trvl-media.com/lodging/1000000/10000/9500/9428/4fa61295_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Princeton 4355 US Highway 1 at Ridge Rd. Princeton NJ Fully refundableReserve now, pay when you stay CA $116 CA $133 total Feb 22 - Feb 23 includes taxes & fees 8.4/10 Very Good! (1,014 reviews) clean room Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=9428&PinnedHotelID=9428&HadPinnedHotel=true®ionId=553248635975855642) ![Hyatt Regency New Brunswick](https://images.trvl-media.com/lodging/1000000/20000/12300/12262/089ba453_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency New Brunswick 2 Albany St New Brunswick NJ Fully refundableReserve now, pay when you stay CA $172 CA $197 total Feb 15 - Feb 16 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) my handicapped accessible room had everything I needed -wheelchair easily navigated all spaces, etc. The food /room service was amazing. I ordered breakfast as well as dinner through room service on two occasions. It was yummy and had a beautiful presentation. Also, My sisters and their kids came ... Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=12262&PinnedHotelID=12262&HadPinnedHotel=true®ionId=553248635975855642) ![MHO Hotel Bordentown](https://images.trvl-media.com/lodging/1000000/20000/10100/10095/0ecbbd01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MHO Hotel Bordentown 187 US 130 and 206 Bordentown NJ Fully refundableReserve now, pay when you stay CA $86 CA $98 total Feb 11 - Feb 12 includes taxes & fees 8/10 Very Good! (1,006 reviews) Yes Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=10095&PinnedHotelID=10095&HadPinnedHotel=true®ionId=553248635975855642) [See all 390 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F02%2F2026&endDate=12%2F02%2F2026®ionId=553248635975855642) 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