Title: Old Town Winchester Holidays 2026 from £881 | Expedia.co.uk [Old Town Winchester Travel Guide](https://expedia.co.uk/Winchester-Old-Town-Winchester.dx6164092)[Hotels in Old Town Winchester](https://expedia.co.uk/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Old Town Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Old-Town-Winchester.d6164092.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6164092/74e89cff-4502-4b70-84ac-0bb3e6917b82.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Old Town Winchester Holidays from £881 ## 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 Old Town Winchester Holiday Book a customized holiday package to Old Town Winchester and experience the charms of this neighbourhood from dawn to dusk. From its cafes and history to its unique personality and vibe, there are tons of fabulous reasons to visit Old Town Winchester. Can't wait to get out and see the sights during your trip to Old Town Winchester? Pencil in a visit to nearby attractions such as [Shenandoah University](https://www.expedia.co.uk/Shenandoah-University-Winchester.d6127311.Attraction), [Rock Harbour Golf Course](https://www.expedia.co.uk/Rock-Harbor-Golf-Course-Winchester.d553248621561864838.Attraction) and [Museum of the Shenandoah Valley](https://www.expedia.co.uk/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Attraction). Stop daydreaming and start doing. When you're ready to lock in your holiday to Old Town Winchester, Expedia will help get you there. Price found within the past 48 hours. Click for updated prices. ![The Churchill Hotel near Embassy Row](https://images.trvl-media.com/lodging/1000000/10000/7100/7004/55f14a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Churchill Hotel near Embassy Row Northwest Save 100% on your flight £881 per person 27 Apr - 4 May found 3 hours ago Return direct flight included London (LHR) to Washington (DCA) 8.8/10 Excellent! (1,915 reviews) Easy check in and out Reviewed on 3 Feb 2026 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/acc99fd8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. Save 100% on your flight £1,111 per person 27 Apr - 4 May found 3 hours ago Return direct flight included London (LHR) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Clean room, staff very polite and gentle Reviewed on 19 Jan 2026 ![Sofitel Washington DC Lafayette Square](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/4877e6b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. Save 100% on your flight £1,206 per person 27 Apr - 4 May found 3 hours ago Return direct flight included London (LHR) to Washington (DCA) 9/10 Wonderful! (1,084 reviews) Everyone who worked at the hotel was so nice and so accommodating! We had a great stay! Reviewed on 8 Feb 2026 ![Beacon Hotel & Corporate Quarters](https://images.trvl-media.com/lodging/1000000/10000/7100/7069/0681397f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Hotel & Corporate Quarters Downtown Washington D.C. Save 100% on your flight £942 per person 27 Apr - 4 May found 3 hours ago Return direct flight included London (LHR) to Washington (DCA) 7.6/10 Good! (1,022 reviews) The room was comfortable, clean and the staff were friendly. Reviewed on 6 Feb 2026 ![The Melrose Georgetown Hotel](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/bbc66681_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Melrose Georgetown Hotel Northwest £944 per person 27 Apr - 4 May found 3 hours ago Return direct flight included London (LHR) to Washington (DCA) 8.8/10 Excellent! (2,515 reviews) the rooms were clean and Reviewed on 7 Feb 2026 ## Top hotels in Old Town Winchester ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The George Washington Hotel, A Wyndham Grand Hotel 103 E Piccadilly St Winchester VA Fully refundableReserve now, pay when you stay £101 17 Feb - 18 Feb includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) Clean nice room Great location for restaurants Reviewed on 28 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true®ionId=6164092) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East Winchester VA Fully refundableReserve now, pay when you stay £78 15 Feb - 16 Feb includes taxes & fees 9.2/10 Wonderful! (2,263 reviews) The room was very large and spotless. Clean and filled with plenty towels! Reviewed on 10 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=6164092) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Winchester 160 Front Royal Pike Winchester VA Fully refundableReserve now, pay when you stay £56 15 Feb - 16 Feb includes taxes & fees 8.4/10 Very Good! (1,081 reviews) Room was good for the price, staff was friendly and helpful Reviewed on 4 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=9600&PinnedHotelID=9600&HadPinnedHotel=true®ionId=6164092) [See all 370 properties in Old Town Winchester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026®ionId=6164092) 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) ## Frequently asked questions ### How much does an Old Town Winchester travel package cost? ### If I'm not able to travel, can I cancel my Old Town Winchester travel package? ### How do I get a cheap travel package to Old Town Winchester? ### Does Expedia offer Book Now, Pay Later Old Town Winchester holidays? > - Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true. > - Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna. > - Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna. ### Where should I stay in Old Town Winchester? ### What are the top hotels in Old Town Winchester? ### How far in advance should I book my Old Town Winchester holiday? ### What does an Expedia Old Town Winchester travel package include? ### What should I know before booking an Old Town Winchester travel package? ### Can I choose my airline with an Old Town Winchester Expedia travel package? ### Popular places to visit #### Shenandoah Valley Discovery Museum 4/5(1 review) You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants. [](https://expedia.co.uk/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Attraction) #### Bright Box Theater Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants. [](https://expedia.co.uk/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Attraction) #### ValleyHealth Winchester Medical Center If ValleyHealth Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester. [](https://expedia.co.uk/ValleyHealth-Winchester-Medical-Center-Winchester.d6164057.Attraction) \* 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.