Title: Winchester Holidays 2026 | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d3000447144.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d3000447144.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d3000447144.Car-Hire-Guide) ![](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester Holidays ## 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 When a city stay is calling, answer it with a holiday package to Winchester. With all your travel needs organised before you leave, all you need to do here is focus on having a ball. If a sightseeing tour is on the to-do list during your trip to Winchester, look around leading attractions like [Thomas Aquinas College](https://www.expedia.co.uk/Thomas-Aquinas-College-Northfield.d553248635974560181.Attraction), [Pisgah State Park](https://www.expedia.co.uk/Pisgah-State-Park-New-Hampshire.d637212810858491904.Attraction) and [Birch Point](https://www.expedia.co.uk/Birch-Point-United-States-of-America.d553248635975749057.Attraction). Stop dreaming and start adventuring. Explore the broad range of options on Expedia today and put your Winchester holiday plans into motion! ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=PKG_SPRING_PROMO_3000447144) ## Winchester Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 1,750 | | Max Temp Winter | \-1.11ºC | | Max Temp Summer | 27ºC | | Top Sights | [Colonial Theatre](https://www.expedia.co.uk/Colonial-Theatre-Keene.d553248621532666941.Attraction), [Historical Society of Cheshire County](https://www.expedia.co.uk/Historical-Society-Of-Cheshire-County-Keene.d553248621532666936.Attraction) and [Cheshire Childrens Museum](https://www.expedia.co.uk/Cheshire-Childrens-Museum-Keene.d553248621532666934.Attraction) | ## Top hotels in Winchester ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Colonial Hotel 625 Betty Spring Road Gardner MA Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (1,001 reviews) Friendly staff, clean room, gym and poll area. Reviewed on 4 Feb 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=40458&PinnedHotelID=40458&HadPinnedHotel=true®ionId=3000447144) [](https://expedia.co.uk/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=40458&PinnedHotelID=40458&HadPinnedHotel=true®ionId=3000447144) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Brattleboro I-91 1186 Putney Road Brattleboro VT Fully refundableReserve now, pay when you stay £99 12 Mar - 13 Mar includes taxes & fees 8.4/10 Very Good! (760 reviews) Nice location… clean room! Breakfast was not appetizing… Reviewed on 29 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F03%2F2026&endDate=13%2F03%2F2026&selected=8784377&PinnedHotelID=8784377&HadPinnedHotel=true®ionId=3000447144) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Brattleboro 1378 Putney Road Brattleboro VT Fully refundableReserve now, pay when you stay £92 2 Mar - 3 Mar includes taxes & fees 8.2/10 Very Good! (940 reviews) Recently renovated room Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1158047&PinnedHotelID=1158047&HadPinnedHotel=true®ionId=3000447144) [See all 464 properties in Winchester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026®ionId=3000447144) 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) ## 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