Title: Winchester Vacation Packages 2026 from $442 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx183815)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d183815.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d183815.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d183815.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d183815.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6056879/31f89911-167f-41d8-88d6-62f9fb8763d2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester Vacations from $442 ## Book a Hotel + Flight or Car together to unlock savings ## The Latest Winchester vacation packages Price found within the past 48 hours. Click for updated prices. ![Embassy Suites by Hilton Cincinnati RiverCenter](https://images.trvl-media.com/lodging/1000000/20000/16600/16521/6671904d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites by Hilton Cincinnati RiverCenter $442 per person Apr 3 - Apr 7 found 7 hours ago Roundtrip flight included Atlanta (ATL) to Cincinnati (CVG) 7.4/10 Good! (1,003 reviews) Breakfast was excellent and facility was above great. There were two problems that I encountered were; 1\. It was very confused to find the lobby from the parking lot for the first time visitor, 2\. There was not enough luggage cart for me to use. Reviewed on Feb 15, 2026 ![Belterra Casino Resort](https://images.trvl-media.com/lodging/2000000/1160000/1152900/1152807/04047b8f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Belterra Casino Resort Save 100% on your flight $464 per person Mar 27 - Apr 1 found 21 hours ago Roundtrip flight included Atlanta (ATL) to Cincinnati (CVG) 8.6/10 Excellent! (1,001 reviews) Clean room, great live music venue, good food at the Stadium! Reviewed on Feb 17, 2026 ![voco The Clair Cincinnati Downtown by IHG](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399685/28577935_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### voco The Clair Cincinnati Downtown by IHG Downtown Cincinnati Save 100% on your flight $572 per person Mar 27 - Apr 1 found 1 day ago Roundtrip flight included Atlanta (ATL) to Cincinnati (CVG) 9.2/10 Wonderful! (1,007 reviews) The room was clean, large and comfortable. Oddly, it had a large kitchen area with fridge, microwave, sink, countertop and not a sponge, paper towel, spoon, knife, or fork or even a trash bin with a liner. The restaurant and bar were good but the music was quite loud. They were amenable to turning it down. Easy walking distance to downtown events and numerous restaurants close by. Reviewed on Feb 19, 2026 ![The Lytle Park Hotel, Autograph Collection](https://images.trvl-media.com/lodging/39000000/38510000/38507700/38507672/fbd647d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lytle Park Hotel, Autograph Collection Downtown Cincinnati Save 100% on your flight $802 per person Apr 3 - Apr 7 found 7 hours ago Roundtrip flight included Atlanta (ATL) to Cincinnati (CVG) 9.6/10 Exceptional! (251 reviews) Great stay! Will definitely be back Reviewed on Feb 7, 2026 ![Hotel Covington Cincinnati Riverfront](https://images.trvl-media.com/lodging/16000000/15110000/15108500/15108459/53b2e008_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Covington Cincinnati Riverfront $616 per person Apr 3 - Apr 7 found 7 hours ago Roundtrip flight included Atlanta (ATL) to Cincinnati (CVG) 9.6/10 Exceptional! (1,002 reviews) Clean room, courteous staff. Reviewed on Feb 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Winchester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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_183815) ## Winchester Hotel Deals ![Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !](https://images.trvl-media.com/lodging/30000000/29920000/29913200/29913121/43ca7232_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake ! Winchester OH 10/10 Exceptional! (277 reviews) Cabin was nice and clean and well stocked. Loved that all rooms are on the same level. Reviewed on Dec 9, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=29913121&PinnedHotelID=29913121&HadPinnedHotel=true®ionId=183815) [](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=29913121&PinnedHotelID=29913121&HadPinnedHotel=true®ionId=183815) ![French Quarter Inn](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/w1000h451x0y0-8ba0d251_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### French Quarter Inn 25 East McDonald Parkway Maysville KY Fully refundableReserve now, pay when you stay $110 nightly $122 total Feb 22 - Feb 23 Total with taxes and fees 8.8/10 Excellent! (764 reviews) staff great Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=15589406&PinnedHotelID=15589406&HadPinnedHotel=true®ionId=183815) ![Countryside Inn & Suites](https://images.trvl-media.com/lodging/1000000/330000/327900/327877/2c0e7fee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Countryside Inn & Suites 100 Leininger Street Mount Orab OH Fully refundableReserve now, pay when you stay $86 nightly $97 total Mar 8 - Mar 9 Total with taxes and fees 7.2/10 Good! (557 reviews) Room was clean and service was good Reviewed on Jan 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=327877&PinnedHotelID=327877&HadPinnedHotel=true®ionId=183815) [See all 147 properties in Winchester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F22%2F2026&endDate=2%2F23%2F2026®ionId=183815) 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 Winchester Vacation Packages ## Winchester Essential Information | Language | English | | --------------- | ----------- | | Currency | U.S dollars | | Population | 1,050 | | Max Temp Winter | 40ºF | | Max Temp Summer | 80ºF | ## 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 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[](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 Winchester vacation package cost? ### What are the cheapest months to go to Winchester? ### How many days is enough for Winchester? ### How to find the best Winchester package deals? ### Is it cheaper to book a Winchester vacation as a package? ### When to book a vacation package to Winchester? ### Does Expedia offer Book Now, Pay Later Winchester vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Seaman Hotels ](https://www.expedia.com/Seaman-Hotels.d181456.Travel-Guide-Hotels) - [Cabin Rentals in Seaman ](https://www.expedia.com/Seaman-Cabins.d181456-aaCabins.Travel-Guide-Accommodation) - [Motels in Seaman ](https://www.expedia.com/Seaman-Motels.d181456-aaMotels.Travel-Guide-Accommodation) - [B&B in Seaman ](https://www.expedia.com/Seaman-Bed-And-Breakfast.d181456-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Seaman ](https://www.expedia.com/Seaman-Cottages.d181456-aaCottages.Travel-Guide-Accommodation) - [3 Star Hotels in Seaman ](https://www.expedia.com/3Star-Seaman-Hotels.s30-0-d181456.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Seaman ](https://www.expedia.com/5Star-Seaman-Hotels.s50-0-d181456.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Seaman 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