Title: Winona Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d7891.Travel-Guide-Hotels)[Vacation Rentals in Winona](https://expedia.ca/Winona-Vacation-Rentals.d7891.Travel-Guide-VacationRentals)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d7891.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) # Winona 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 Winona Vacation With one of our vacation packages to Winona, you'll discover endless opportunities for fun and relaxation. There's plenty to experience, including its outdoorsy activities and spectacular views. Love to explore your new surroundings? [Montgomery County Performing Arts Center](https://www.expedia.ca/Montgomery-County-Performing-Arts-Center-Winona.d553248621532653595.Vacation-Attraction), [Winona Country Club](https://www.expedia.ca/Winona-Country-Club-Winona.d6312808.Vacation-Attraction) and [Middleton Cemetery](https://www.expedia.ca/Middleton-Cemetery-Winona.d553248621532649629.Vacation-Attraction) are just three of the best places to visit during a trip to Winona. A few clicks is all it takes to create the perfect Winona vacation on Expedia. ## Ready to book your vacation to Winona? Choose your dates ## Winona Hotel Deals ![Holiday Inn Express and Suites Winona North by IHG](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/bff72e25_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express and Suites Winona North by IHG 413 SE Frontage Road Winona MS Fully refundable CA $152 CA $166 total Mar 1 - Mar 2 includes taxes & fees 8.2/10 Very Good! (687 reviews) Front desk gal was super nice. Room was great! Reviewed on Jan 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=3557655&PinnedHotelID=3557655&HadPinnedHotel=true®ionId=7891) ![Americas Best Value Inn Winona](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/c6707b0a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Americas Best Value Inn Winona 301 SE Frontage Road Winona MS Fully refundableReserve now, pay when you stay CA $135 CA $148 total Feb 16 - Feb 17 includes taxes & fees 7.8/10 Good! (463 reviews) Room was clean and the beds were great Reviewed on Dec 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=8564&PinnedHotelID=8564&HadPinnedHotel=true®ionId=7891) ![Relax Inn & Suites](https://images.trvl-media.com/lodging/43000000/42130000/42123900/42123835/dcdbf75a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relax Inn & Suites 328 US-82 Winona MS 5.8/10 (53 reviews) Cheap place to stay. We had to check in after hours. We had a hard time getting someone to show up at the front desk. When speaking to the woman there was a communication problem; English is not her first language. There were no visible bed bugs, no roaches. We always check! The remote they gave ... Reviewed on Dec 3, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=42123835&PinnedHotelID=42123835&HadPinnedHotel=true®ionId=7891) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=42123835&PinnedHotelID=42123835&HadPinnedHotel=true®ionId=7891) [See all 69 properties in Winona](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=7891) 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