Title: Winona Vacation Packages 2026 | Expedia.com [Winona Travel Guide](https://expedia.com/Winona.dx7891)[Hotels in Winona](https://expedia.com/Winona-Hotels.d7891.Travel-Guide-Hotels)[Vacation Rentals in Winona](https://expedia.com/Winona-Vacation-Rentals.d7891.Travel-Guide-VacationRentals)[Flights to Winona](https://expedia.com/Cheap-Flights-To-Winona.d7891.Travel-Guide-Flights)[Car Rentals in Winona](https://expedia.com/Car-Rentals-In-Winona.d7891.Car-Rental-Guide) ![](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winona Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Montgomery-County-Performing-Arts-Center-Winona.d553248621532653595.Vacation-Attraction), [Winona Country Club](https://www.expedia.com/Winona-Country-Club-Winona.d6312808.Vacation-Attraction) and [Middleton Cemetery](https://www.expedia.com/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. ![](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.com/deals?rfrr=PKG_SPRING_PROMO_7891) ### Discover the most popular places to visit in Winona #### Winona Country Club Enjoy a round of golf in Winona at Winona Country Club. [](https://expedia.com/Winona-Country-Club-Winona.d6312808.Vacation-Attraction) #### Middleton Cemetery Enjoy a stop at Middleton Cemetery, a landmark worth seeing in Winona. Take in the theater scene while you're in the area. [](https://expedia.com/Middleton-Cemetery-Winona.d553248621532649629.Vacation-Attraction) ## 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 $99 nightly $108 total Feb 26 - Feb 27 Total with taxes and fees 8.2/10 Very Good! (690 reviews) All Reviewed on Feb 13, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%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 $99 nightly $108 total Feb 23 - Feb 24 Total with taxes and fees 7.8/10 Good! (464 reviews) Room was clean and the beds were great Reviewed on Dec 3, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%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 $70 nightly $76 total Feb 23 - Feb 24 Total with taxes and fees 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 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=42123835&PinnedHotelID=42123835&HadPinnedHotel=true®ionId=7891) [See all 67 properties in Winona](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F23%2F2026&endDate=2%2F24%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. ## Find the Best Winona Vacation Packages ## Winona Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 4,400 | | Max Temp Winter | 55ºF | | Max Temp Summer | 90ºF | | Top Sights | [Montgomery County Performing Arts Center](https://www.expedia.com/Montgomery-County-Performing-Arts-Center-Winona.d553248621532653595.Vacation-Attraction), [Winona Country Club](https://www.expedia.com/Winona-Country-Club-Winona.d6312808.Vacation-Attraction) and [Middleton Cemetery](https://www.expedia.com/Middleton-Cemetery-Winona.d553248621532649629.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Winona vacation package cost? ### What are the cheapest months to go to Winona? ### How many days is enough for Winona? ### How to find the best Winona package deals? ### Is it cheaper to book a Winona vacation as a package? ### When to book a vacation package to Winona? ### Does Expedia offer Book Now, Pay Later Winona vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Montgomery County Performing Arts Center ](https://www.expedia.com/Montgomery-County-Performing-Arts-Center-Hotels.0-l553248621532653595-0.Travel-Guide-Filter-Hotels) - [Hotels near Middleton Cemetery ](https://www.expedia.com/Middleton-Cemetery-Hotels.0-l553248621532649629-0.Travel-Guide-Filter-Hotels) - [Hotels near Winona Country Club ](https://www.expedia.com/Winona-Country-Club-Hotels.0-l6312808-0.Travel-Guide-Filter-Hotels) - [Kilmichael Hotels ](https://www.expedia.com/Kilmichael-Hotels.d553248635126128521.Travel-Guide-Hotels) - [B&B in Kilmichael ](https://www.expedia.com/Kilmichael-Bed-And-Breakfast.d553248635126128521-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Kilmichael ](https://www.expedia.com/5Star-Kilmichael-Hotels.s50-0-d553248635126128521.Travel-Guide-Filter-Hotels) - [Vaiden Hotels ](https://www.expedia.com/Vaiden-Hotels.d3000444358.Travel-Guide-Hotels) - [B&B in Vaiden 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