Title: Winchester Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248634983322322.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248634983322322.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248634983322322.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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248634983322322) ## Ready to book your vacation to Winchester? Choose your dates ## Winchester Hotel Deals ![DoubleTree by Hilton Hotel Lawrence](https://images.trvl-media.com/lodging/1000000/20000/19300/19260/267765c4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Lawrence 200 Mcdonald Dr Lawrence KS Fully refundableReserve now, pay when you stay CA $111 CA $130 total Mar 29 - Mar 30 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) Everything was excellent!! Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=19260&PinnedHotelID=19260&HadPinnedHotel=true®ionId=553248634983322322) ![Leavenworth Local Hotel](https://images.trvl-media.com/lodging/65000000/64010000/64008900/64008817/c460a388_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Leavenworth Local Hotel 600 Shawnee St Leavenworth KS Fully refundableReserve now, pay when you stay CA $112 CA $132 total Mar 1 - Mar 2 includes taxes & fees 8.8/10 Excellent! (373 reviews) I was excited (and slightly nervous) to stay in a non-traditional (chain) hotel and it was be BEST decision I made in a while! The staff was beyond helpful! Our flights were extremely delayed and we were exhausted from our travel, they helped us with our luggage and walked us to our rooms so we didn't ... Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=64008817&PinnedHotelID=64008817&HadPinnedHotel=true®ionId=553248634983322322) ![Comfort Inn & Suites Lawrence - University Area](https://images.trvl-media.com/lodging/5000000/4800000/4790100/4790033/8d2f3ebe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Lawrence - University Area 151 Mcdonald Dr Lawrence KS Fully refundableReserve now, pay when you stay CA $110 CA $130 total Mar 22 - Mar 23 includes taxes & fees 8.4/10 Very Good! (1,002 reviews) We were greeted as soon as we arrive, staff (Larry) was very friendly and help. Our room was clean and comfortable. The cookie at check in was excellent as well! Reviewed on Feb 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=4790033&PinnedHotelID=4790033&HadPinnedHotel=true®ionId=553248634983322322) [See all 111 properties in Winchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=553248634983322322) 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