Title: Winchester, VA Car Rental - Free Cancellation Options - Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx6056879)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.com/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Vacation Packages](https://expedia.com/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $39 Car Rental Winchester, VA ## Search and Compare from Car Companies in Winchester ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Top Car Deals in Winchester \* Price found within the past 6 days. Click for updated prices. Sat, Feb 28 - Sun, Mar 1 ### Economy Chevrolet Spark or similar - 4 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Baltimore, Maryland, USA ![Chevrolet Spark](//mediaim.expedia.com/cars/45/72c58f0a-a81a-48e3-befa-2ee0943c5166.jpg) #### $39 includes taxes & fees $23 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.176961&olon=-76.705467&date1=2/28/2026&date2=3/1/2026&pprfrr=23.00&tprfrr=38.84&cvrfrr=ZT&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Sat, Feb 28 - Sun, Mar 1 ### Special Managers Special or similar - 4 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Hanover, District of Columbia, USA ![Managers Special](//mediaim.expedia.com/cars/43/eb66feb7-951f-4cc5-bc22-f50d5dc5457e.jpg) #### $39 includes taxes & fees $23 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=23.00&tprfrr=38.84&cvrfrr=ZR&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Sat, Feb 28 - Sun, Mar 1 ### Compact Nissan Versa Note or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Hanover, District of Columbia, USA ![Nissan Versa Note](//mediaim.expedia.com/cars/43/79fd35f4-a9f4-405e-a7d7-3a501dfc88c1.jpg) #### $40 includes taxes & fees $24 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=24.15&tprfrr=40.26&cvrfrr=ZR&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Sat, Feb 28 - Sun, Mar 1 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Hanover, District of Columbia, USA ![Toyota Corolla](//mediaim.expedia.com/cars/43/66993783-7008-48ae-be5b-e0280e3a6f76.jpg) #### $41 includes taxes & fees $25 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=24.82&tprfrr=41.09&cvrfrr=ZR&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sat, Feb 28 - Sun, Mar 1 ### Standard Chevrolet Cruze or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Hanover, District of Columbia, USA ![Chevrolet Cruze](//mediaim.expedia.com/cars/43/428f5fd5-c16a-45ea-83fa-3c6a0e647b4c.jpg) #### $41 includes taxes & fees $25 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=24.99&tprfrr=41.3&cvrfrr=ZR&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sun, Mar 1 - Mon, Mar 2 ### Fullsize Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Hanover, District of Columbia, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/43/b49ce8d5-44b1-4182-803e-eef770b10bb8.jpg) #### $43 includes taxes & fees $26 per day found 2 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=3/1/2026&date2=3/2/2026&pprfrr=26.06&tprfrr=42.63&cvrfrr=ZR&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Sat, Feb 28 - Sun, Mar 1 ### Midsize Elite Special Tesla Long Range Model 3 or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) Hanover, District of Columbia, USA ![Tesla Long Range Model 3](//mediaim.expedia.com/cars/39/72a85f0f-7213-4401-919a-c4f4fbb0afc0.jpg) #### $61 includes taxes & fees $39 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=38.99&tprfrr=60.53&cvrfrr=ZD&ctrfrr=JX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sat, Feb 28 - Sun, Mar 1 ### Standard Elite Special Ford Mustang Mach-E or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) Hanover, District of Columbia, USA ![Ford Mustang Mach-E](//mediaim.expedia.com/cars/41/b8921e83-1ee0-46d5-bd7f-30e1a28e7446.jpg) #### $62 includes taxes & fees $40 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=39.99&tprfrr=62.03&cvrfrr=ZI&ctrfrr=RX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sat, Feb 28 - Sun, Mar 1 ### Mini Van CHRYSLER PACIFICA or similar - 7 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Baltimore, Maryland, USA ![CHRYSLER PACIFICA](//mediaim.expedia.com/cars/40/fa7b40ac-31b6-4a2b-8c39-f9d06089df5f.jpg) #### $60 includes taxes & fees $40 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.177970&olon=-76.700676&date1=2/28/2026&date2=3/1/2026&pprfrr=40.0&tprfrr=59.88&cvrfrr=ZE&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Sat, Feb 28 - Sun, Mar 1 ### Compact Elite Crossover Volvo XC40 Hybrid - PRESTIGE or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Baltimore, Maryland, USA ![Volvo XC40 Hybrid - PRESTIGE](//mediaim.expedia.com/cars/40/20e325d1-0930-47c8-b4e8-f82c34e3e79e.jpg) #### $70 includes taxes & fees $48 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.177970&olon=-76.700676&date1=2/28/2026&date2=3/1/2026&pprfrr=48.0&tprfrr=69.79&cvrfrr=ZE&ctrfrr=DG&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sat, Feb 28 - Sun, Mar 1 ### Premium Toyota Crown or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) Hanover, District of Columbia, USA ![Toyota Crown](//mediaim.expedia.com/cars/39/be1da374-2bd4-4dde-ba4f-cdf514e78c26.jpg) #### $75 includes taxes & fees $51 per day found 9 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=50.99&tprfrr=75.41&cvrfrr=ZD&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Mon, Mar 2 - Tue, Mar 3 ### Fullsize Elite Pickup Regular Cab RAM 2500 or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Winchester, Virginia, USA ![RAM 2500](//mediaim.expedia.com/cars/43/8b4cadac-aada-45c3-8a92-52835d81176f.jpg) #### $59 includes taxes & fees $53 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.166220&olon=-78.177160&date1=3/2/2026&date2=3/3/2026&pprfrr=52.99&tprfrr=58.82&cvrfrr=ZR&ctrfrr=GP&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22pickup%22]) Sun, Mar 1 - Mon, Mar 2 ### Luxury Audi A4 or BMW 3 Series or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) MARTINSBURG, USA ![Audi A4 or BMW 3 Series](//mediaim.expedia.com/cars/15/47afa9c2-c072-412e-862a-e2fc10bdcff1.jpg) #### $83 includes taxes & fees $75 per day found 4 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.467045&olon=-77.956526&date1=3/1/2026&date2=3/2/2026&pprfrr=74.79&tprfrr=82.9&cvrfrr=ET&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Sun, Mar 1 - Mon, Mar 2 ### Premium Elite SUV Audi Q5 or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Audi Q5](//mediaim.expedia.com/cars/15/92ab4553-9c7b-416a-a168-45e812282eab.jpg) #### $98 includes taxes & fees $89 per day found 4 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=3/1/2026&date2=3/2/2026&pprfrr=88.59&tprfrr=97.89&cvrfrr=ET&ctrfrr=UF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sat, Feb 28 - Sun, Mar 1 ### Luxury Elite Genesis G80E or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) Hanover, District of Columbia, USA ![Genesis G80E](//mediaim.expedia.com/cars/41/c51c2a9c-1245-428c-b77a-b647be8b1d46.jpg) #### $124 includes taxes & fees $90 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.175280&olon=-76.668050&date1=2/28/2026&date2=3/1/2026&pprfrr=89.99&tprfrr=123.97&cvrfrr=ZI&ctrfrr=WC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Sat, Feb 28 - Sun, Mar 1 ### Oversize Van Ford Transit 15 pax mid roof or similar - 15 people - Unlimited mileage ![Nextcar](//mediaim.expedia.com/cars/logos/NC.png) Hanover, District of Columbia, USA ![Ford Transit 15 pax mid roof](//mediaim.expedia.com/cars/1061/e9223dbe-e4f7-4a6a-a696-7aaa5e788fe5.jpg) #### $583 includes taxes & fees $460 per day found 10 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.176900&olon=-76.703270&date1=2/28/2026&date2=3/1/2026&pprfrr=460.00&tprfrr=582.86&cvrfrr=NC&ctrfrr=OV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22van%22]) ### Don't see what you're looking for? See all car rentals in Winchester [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester,%20Virginia,%20United%20States%20of%20America&dpln=6056879&date1=3/5/2026&date2=3/7/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply. ![](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=CTG_SPRING_PROMO_6056879) ## Frequently asked questions ### How much is a rental car per day in Winchester? ### What happens if I need to cancel my Winchester car reservation? ### Where can I go on a road trip from Winchester? > - Head to Richmond for a fantastic sightseeing experience. Approximately 120 miles from Winchester, it's home to loads of amazing attractions like Richmond Raceway. > - Approximately 65 miles away, Washington is also a favorite with wanderers. Make time to get to White House while you're here. It's one of the reasons people love staying a while in this vibrant city. > - Longwood Gardens is about 140 miles from Winchester and is one of the region's most gorgeous nature spots. Go for a walk around and enjoy the fresh air. ### How do I find the best car rental deals in Winchester with Expedia? ### How old do you have to be to rent a car in Winchester? ### What do you need to rent a car in Winchester? ### What is the cheapest car rental in Winchester? ### Can I rent a car for a month or longer in Winchester? ### Where can I find a Winchester car rental if I am younger than 25? ### What insurance should I choose for my car rental in Winchester? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $39 | | Our second best deal of the day | $40 | | Our third best deal of the day | $41 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Finding the cheapest car rentals in Winchester ### **Using our Search Wizard** If the deals that are available on our page do not suit your needs, then enter Winchester into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Winchester and provide you with a list of the cheapest options, with no added fees. ### **Renting a car in Winchester** Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Winchester. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia. ### **Expected prices in Winchester** Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $39. ### **Flexibility & Cancellation** Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the [Trips](https://www.expedia.com/trips) portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled. ### **We all love being rewarded** [One Key](https://www.expedia.com/welcome-one-key?langid=1033) members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today. ### **Car classes available from Expedia in 2026** The classes of vehicles available will change depending on your chosen location. - [Compact car rentals](https://www.expedia.com/lp/b/car-rental/compact) - [Convertible car rentals](https://www.expedia.com/lp/b/car-rental/convertible) - [Economy car rentals](https://www.expedia.com/lp/b/car-rental/economy) - [Fullsize car rentals](https://www.expedia.com/lp/b/car-rental/fullsize) - [Luxury car rentals](https://www.expedia.com/lp/b/car-rental/luxury) - [Midsize car rentals](https://www.expedia.com/lp/b/car-rental/midsize) - [Mini car rentals](https://www.expedia.com/lp/b/car-rental/mini) - [Minivan rentals](https://www.expedia.com/lp/b/car-rental/minivan) - [Pickup car rentals](https://www.expedia.com/lp/b/car-rental/pickup) - [Premium car rentals](https://www.expedia.com/lp/b/car-rental/premium) - [Sportscar rentals](https://www.expedia.com/lp/b/car-rental/sportscar) - [Standard car rentals](https://www.expedia.com/lp/b/car-rental/standard) - [SUV rentals](https://www.expedia.com/lp/b/car-rental/suv) - [Van rentals](https://www.expedia.com/lp/b/car-rental/van) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Historic-Hotel.0-n6164092-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Restaurants.0-n6164092-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Casino-Hotel.0-n6164092-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Bar-Hotel.0-n6164092-0-tBarHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Spa-Hotel.0-n6164092-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Cheap-Hotels.0-n6164092-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Adjoining-Rooms.0-n6164092-0-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Old Town Winchester ](https://www.expedia.com/5Star-Old-Town-Winchester-Winchester-Hotels.s50-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Hot-Tubs.0-n6164092-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Boutique-Hotel.0-n6164092-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Balconies.0-n6164092-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Laundry-Facilities.0-n6164092-0-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-LGBT-Welcoming-Hotel.0-n6164092-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Ski-Hotel.0-n6164092-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Luxury-Hotel.0-n6164092-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Business-Hotel.0-n6164092-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Beach-Hotel.0-n6164092-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Old Town Winchester ](https://www.expedia.com/4Star-Old-Town-Winchester-Winchester-Hotels.s40-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Room-Service.0-n6164092-0-tHotelswithRoomService.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Wedding-Hotels.0-n6164092-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Bright Box Theater ](https://www.expedia.com/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) - [Hotels near Old Court House Civil War Museum ](https://www.expedia.com/Old-Court-House-Civil-War-Museum-Hotels.0-l553248621532661844-0.Travel-Guide-Filter-Hotels) - 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