Title: Winchester Holidays 2026 | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d7876.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d7876.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 Take away the hard part of organising your next epic adventure with a Winchester holiday package. Whether you're visiting for its landmarks, food or other highlights, this city offers endless possibilities for fun. Every trip to Winchester needs a well-thought-out itinerary. Fill yours with attractions like [Bluegrass Heritage Museum](https://www.expedia.co.uk/Bluegrass-Heritage-Museum-Lexington.d553248621561880736.Attraction), [Lykins Park](https://www.expedia.co.uk/Lykins-Park-Winchester.d6263146.Attraction) and [Southwind Golf Course](https://www.expedia.co.uk/Southwind-Golf-Course-Lexington.d6263194.Attraction). Your ultimate Winchester holiday is just a few clicks away. Browse hotels, airfares and more on Expedia for an adventure that's tailored to suit your travel style. ## Winchester Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Blue Grass Airport (LEX) | | Population | 18,400 | | Max Temp Winter | 4ºC | | Max Temp Summer | 29ºC | | Top Sights | [Bluegrass Heritage Museum](https://www.expedia.co.uk/Bluegrass-Heritage-Museum-Lexington.d553248621561880736.Attraction), [Community Park](https://www.expedia.co.uk/Community-Park-Lexington.d6263168.Attraction) and [Lykins Park](https://www.expedia.co.uk/Lykins-Park-Winchester.d6263146.Attraction) | ## Top hotels in Winchester ![Best Western Winchester Hotel](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Winchester Hotel 1307 W Lexington Ave Winchester KY Fully refundableReserve now, pay when you stay £59 21 Jan - 22 Jan includes taxes & fees 8.4/10 Very Good! (999 reviews) Room was fine. Staff was nice. Didn’t eat breakfast because we had a brunch to go to. Reviewed on 14 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%2F01%2F2026&selected=15247&PinnedHotelID=15247&HadPinnedHotel=true®ionId=7876) ![Hampton Inn Winchester](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Winchester 1025 Early Dr Winchester KY £87 15 Feb - 16 Feb includes taxes & fees 9.2/10 Wonderful! (455 reviews) Overall the hotel was good - very friendly staff, safe area, clean and presentable. I was quite surprised and astonished by the $75 pet fee - it is outrageous for adding a dog to add $75 to a $150 room. This also was not clearly presented during the booking process. Reviewed on 4 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=16227&PinnedHotelID=16227&HadPinnedHotel=true®ionId=7876) ![Baymont by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/ffbaf3eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Winchester 960 Interstate Dr Winchester KY Fully refundableReserve now, pay when you stay £62 21 Jan - 22 Jan includes taxes & fees 7/10 Good! (773 reviews) Great stay and the bed was extremely comfortable Reviewed on 11 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%2F01%2F2026&selected=422677&PinnedHotelID=422677&HadPinnedHotel=true®ionId=7876) [See all 1,160 properties in Winchester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=7876) 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 ![A panoramic picture of the gorgeous University of Kentucky Campus.](https://images.trvl-media.com/place/2054/8ce86a9a-fc81-45d9-ac0e-63f81263f090.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Kentucky Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/University-Of-Kentucky-Lexington.d6062605.Attraction) ![Kentucky Horse Park showing land animals](https://images.trvl-media.com/place/6062603/def85b29-11a4-4658-9dd9-2740c5e40aee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kentucky Horse Park Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/Kentucky-Horse-Park-Lexington.d6062603.Attraction) ![The bottling line for the special single barrel Blantons Bourbon. ](https://images.trvl-media.com/place/7262/a9276a3e-fd4a-44ad-bf04-3f76dcbda506.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buffalo Trace Distillery You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area. [](https://expedia.co.uk/Buffalo-Trace-Distillery-Lexington.d553248621587339578.Attraction) ### What to do in Winchester ![Experience Rebecca Ruth Chocolate Tour & Museum!](https://mediaim.expedia.com/localexpert/1358370/fef83701-f93b-4351-8789-3ac82fda4d15.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Experience Rebecca Ruth Chocolate Tour & Museum! £7 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/experience-rebecca-ruth-chocolate-tour-museum.a1358370.activity-details) ![Unique Horse Farm Tours with Insider Access to Private Farms](https://mediaim.expedia.com/localexpert/674444/83731e47-46fb-498d-8652-e673bdca50fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Unique Horse Farm Tours with Insider Access to Private Farms £44 per adult **90%** of travellers recommend [](https://expedia.co.uk/things-to-do/unique-horse-farm-tours-with-insider-access-to-private-farms.a674444.activity-details) ![Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15](https://mediaim.expedia.com/localexpert/1358355/c1a20b52-8a00-4314-8ceb-e20245e3f0ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Experience Rebecca Ruth Chocolate Tour & Museum £7 per adult [](https://expedia.co.uk/things-to-do/experience-rebecca-ruth-chocolate-tour-museum.a1358355.activity-details) [See all activities in Winchester](https://expedia.co.uk/things-to-do/search?rid=7876) ## Explore a world of travel with Expedia - 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[Things to do in Lexington ](https://www.expedia.co.uk/Things-To-Do-In-Lexington.d603003.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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