Title: Winchester Holidays 2026 from £1,135 | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6046207.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6046207.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6046207.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester Holidays from £1,135 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected #### Your Winchester Holiday History, cuisine, art and more … There's so much to experience with a Winchester holiday package. And with the ability to customise your city getaway, you know it'll be one that's tough to forget. Want to explore? [Winchester Speedway](https://www.expedia.co.uk/Winchester-Speedway-Winchester.d6289044.Attraction), [Winchester Golf Club](https://www.expedia.co.uk/Winchester-Golf-Club-Winchester.d553248621582419855.Attraction) and [Historic Shopping & Dining District of Winchester, Indiana](https://www.expedia.co.uk/Historic-Shopping-Dining-District-Of-Winchester-Winchester.d553248621532658844.Attraction) are among the leading places to visit during your trip to Winchester. Expedia has what you need to escape your routine. Tailor your holiday to Winchester to suit your style of travel, whatever that may look like. ## Top Winchester Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![The Landing Apartments Indianapolis](https://images.trvl-media.com/lodging/108000000/107520000/107519500/107519414/10a5c7b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Landing Apartments Indianapolis £1,135 per person 14 Apr - 18 Apr found 1 day ago Return direct flight included London (LHR) to Indianapolis (IND) 9/10 Wonderful! (36 reviews) Highly recommended stay, I stayed for 1 month long for school safe quiet and clean. Full laundry room inside room very convenient large apartments. Communication with management was great. There are no elevators and I was on the 3rd floor but I am active does not bother me. Just keep that in mind if you cant climb stairs. Great place ! High recommended! Reviewed on 24 Nov 2025 ![Bottleworks Hotel](https://images.trvl-media.com/lodging/58000000/57260000/57258100/57258038/78e86d9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bottleworks Hotel Downtown Indianapolis £1,280 per person 14 Apr - 18 Apr found 1 day ago Return direct flight included London (LHR) to Indianapolis (IND) 9.8/10 Exceptional! (1,664 reviews) Everything and everyone was absolutely wonderful! Reviewed on 6 Feb 2026 ![Ironworks Hotel Indy](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294032/02753ebe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ironworks Hotel Indy £1,239 per person 14 Apr - 18 Apr found 1 day ago Return direct flight included London (LHR) to Indianapolis (IND) 9.8/10 Exceptional! (1,698 reviews) Love this hotel. Such a fun vibe and great food in all the restaurants. My go-to place for Indy trips. Reviewed on 7 Feb 2026 ## Winchester Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 4,800 | | Max Temp Winter | 2ºC | | Max Temp Summer | 27ºC | | Top Sights | [Winchester Speedway](https://www.expedia.co.uk/Winchester-Speedway-Winchester.d6289044.Attraction), [Winchester Golf Club](https://www.expedia.co.uk/Winchester-Golf-Club-Winchester.d553248621582419855.Attraction) and [Historic Shopping & Dining District of Winchester, Indiana](https://www.expedia.co.uk/Historic-Shopping-Dining-District-Of-Winchester-Winchester.d553248621532658844.Attraction) | ## Top hotels in Winchester ![Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA](https://images.trvl-media.com/lodging/25000000/24890000/24889100/24889054/8cd8baa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA Winchester IN 9.6/10 Exceptional! (184 reviews) This was a beautiful home was enjoyed by all. The amenities are great, Walmart is right around the corner, the pool was warm and Ted was very welcoming. We were disappointed to learn that the hot tub had been closed early due to cold weather, but that don’t stop us from having a great time! We would ... Reviewed on 16 Dec 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=24889054&PinnedHotelID=24889054&HadPinnedHotel=true®ionId=6046207) [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=24889054&PinnedHotelID=24889054&HadPinnedHotel=true®ionId=6046207) ![Randolph Inn and Suites](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/77a3466c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Randolph Inn and Suites 890 E Washington Winchester IN Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (250 reviews) Yes, the room was very clean and the staff was extremely helpful Reviewed on 21 Jan 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1778532&PinnedHotelID=1778532&HadPinnedHotel=true®ionId=6046207) [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1778532&PinnedHotelID=1778532&HadPinnedHotel=true®ionId=6046207) ![Days Inn by Wyndham Muncie -Ball State University](https://images.trvl-media.com/lodging/1000000/10000/4600/4571/edaea515_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn by Wyndham Muncie -Ball State University 3509 N Everbrook Ln Muncie IN Fully refundableReserve now, pay when you stay £55 9 Feb - 10 Feb includes taxes & fees 6.8/10 (902 reviews) Nice enough very quick check in clean Reviewed on 5 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=4571&PinnedHotelID=4571&HadPinnedHotel=true®ionId=6046207) [See all 135 properties in Winchester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=6046207) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday 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.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Popular places to visit #### Winchester Speedway Catch an event at Winchester Speedway during your trip to Winchester. [](https://expedia.co.uk/Winchester-Speedway-Winchester.d6289044.Attraction) ## 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. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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