Title: Winchester Vacation Packages & Trips 2026 from CA $899 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248634999284882.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248634999284882.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248634999284882.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) # Winchester 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 ## Top Winchester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Ramada by Wyndham Tulsa Broken Arrow](https://images.trvl-media.com/lodging/1000000/20000/19500/19494/5a96e6b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ramada by Wyndham Tulsa Broken Arrow CA $899 per person Jun 15 - Jun 22 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tulsa (TUL) 6.2/10 (47 reviews) Loved our stay! The property is under a huge renovation. We had a couple very minor issues. The maintenance guy was on top of it. I can't even imagine how busy he must be with all the work being completed. But when we had a little issue, he was right there to take care of it! The lobby is clean and very nice. Our room was very clean, comfy bed, great shower, nice towels, and new furniture It was bit noisy at night, you could hear the neighbors tv throgh the wall. (you cant fix that, its a hotel) Also, they need the tall toilets. lol The shower/toilet area is extremely small but it works. Breakfast was great! Looking forward to our next extended stay. We will be back. Thank yoi. Reviewed on Mar 26, 2026 ![River Spirit Casino Resort](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024185/b68c2923_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### River Spirit Casino Resort South Tulsa CA $1,205 per person Jun 15 - Jun 22 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tulsa (TUL) 9.4/10 Exceptional! (2,691 reviews) Great stop and fun. Clean and beautiful facilities Reviewed on Mar 26, 2026 ![Landing Tulsa near Woodland](https://images.trvl-media.com/lodging/123000000/122270000/122261300/122261298/664afe6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Tulsa near Woodland CA $1,735 per person May 18 - May 23 found 1 day ago Roundtrip flight included Sault Ste. Marie (CIU) to Tulsa (TUL) No reviews ![Holiday Inn Express & Suites Tulsa Midtown by IHG](https://images.trvl-media.com/lodging/11000000/10660000/10655800/10655726/e78b08f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Tulsa Midtown by IHG South Tulsa CA $1,628 per person May 18 - May 23 found 1 day ago Roundtrip flight included Sault Ste. Marie (CIU) to Tulsa (TUL) 9.4/10 Exceptional! (707 reviews) I so enjoyed my stay. Bed sheets were clean, the room was clean, and the front smelled amazing. I will definitely have holiday inn in my hotel choice ❤️ Reviewed on Mar 16, 2026 ![DoubleTree by Hilton Tulsa - Warren Place](https://images.trvl-media.com/lodging/1000000/20000/14400/14318/86830e9b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Tulsa - Warren Place South Tulsa CA $1,631 per person May 18 - May 23 found 1 day ago Roundtrip flight included Sault Ste. Marie (CIU) to Tulsa (TUL) 8.4/10 Very Good! (691 reviews) Beautiful property, our room was super clean and the bed was amazingly comfortable! Great location!! Cookies from the front desk are always the best. We enjoyed the hot tub as well. Reviewed on Mar 22, 2026 ## Ready to book your vacation to Winchester? Choose your dates ## Winchester Hotel Deals ![River Spirit Casino Resort](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024185/b68c2923_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### River Spirit Casino Resort 8330 Riverside Parkway Tulsa OK Fully refundableReserve now, pay when you stay CA $198 CA $210 total Apr 26 - Apr 27 includes taxes & fees 9.4/10 Exceptional! (2,732 reviews) Great stop and fun. Clean and beautiful facilities Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=16024185&PinnedHotelID=16024185&HadPinnedHotel=true®ionId=553248634999284882) ![DoubleTree by Hilton Tulsa - Warren Place](https://images.trvl-media.com/lodging/1000000/20000/14400/14318/86830e9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Tulsa - Warren Place 6110 S Yale Ave Tulsa OK Fully refundableReserve now, pay when you stay CA $155 CA $181 total Apr 5 - Apr 6 includes taxes & fees 8.2/10 Very Good! (711 reviews) Wonderful place, wonderful people! Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=14318&PinnedHotelID=14318&HadPinnedHotel=true®ionId=553248634999284882) ![Courtyard by Marriott Tulsa Woodland Hills](https://images.trvl-media.com/lodging/4000000/3370000/3360400/3360388/c3fbfc6e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Tulsa Woodland Hills 9041 East 71st Street Tulsa OK Fully refundableReserve now, pay when you stay CA $126 CA $147 total Apr 12 - Apr 13 includes taxes & fees 9.2/10 Wonderful! (1,003 reviews) The hotel was nice. Expedia lists this hotel as having a hot-tub; it does not. Reviewed on Mar 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=3360388&PinnedHotelID=3360388&HadPinnedHotel=true®ionId=553248634999284882) [See all 274 properties in Winchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=553248634999284882) 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