Title: TOP Winery Hotels in Winchester, VA for 2025 | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6056879.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Winchester ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester Winery Hotels Tonight [2 Oct - 3 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [3 Oct - 4 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Winery Hotels ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/cba53522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/1054ff00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/75fa7cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town Harpers Ferry 8.0/10 Very good (1037) "This place had ample parking and our room was very clean and confortable." £81 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/bb49c17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3837h2557x3y3-0ba96f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal Front Royal 9.0/10 Wonderful (1017) "convenient to Shenandoah Park" £98 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![1 bedroom, pillow-top beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester Winchester 9.4/10 Exceptional (731) "Spacious, comfortable room; convenient location right by a Target. " £90 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f1873da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast ](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/098eec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor Waterford 9.6/10 Exceptional (268) "We loved this property and will definitely be back! It felt homely, but there were plenty of amenities and also there was plenty of privacy. The breakfasts were tasty and the property was located in the perfect position to visit the wineries! " £117 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/2337af83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/376fcf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City shuttle](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/8eb9ca38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, blackout curtains, free cots/infant beds](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/4997651a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Burg Leesburg 9.8/10 Exceptional (26) "A wonderful place to stay" £306 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Leesburg-Hotels-Hotel-Burg.h114275854.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area) | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG Winchester 9.0/10 Wonderful (1001) "Great hotel! " £73 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/299522c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/b112d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn Middletown 9.2/10 Wonderful (407) "Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again." £97 includes taxes & fees 6 Oct - 7 Oct [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/15fbac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/10cae090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/fb3e185f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/e7b5a80b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain cabin near national park & wineries Linden 10/10 Exceptional (28) "You will not be disappointed in this gem. Perfect for day trips to the National Forest or the nation’s capital. Or just enjoy the beautiful scenery. Hosts bend over backwards to accommodate you. " £321 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Linden-Hotels-Mountain-Cabin-Near-National-Park-Wineries.h87694517.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-de179e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2998h2002x1y1-e4dac9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x0y1-34023d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-874ebd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to the Ladybug Retreat! Boyce 10/10 Exceptional (1) "This home is lovely and the host has thought of everything. We will definitely stay here again. " £304 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/f4004e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/a2451115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park Front Royal 6.4/10 (887) "nice for a great stay!!" £47 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=6056879&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually" [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Motel 6 Winchester, VA](//images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676_y.jpg) ### Motel 6 Winchester, VA 10/10 Excellent "There is a nice field to walk the pet and they do have a Pet Bags/Trash place to put the bags after you clean up after your pet. I was only there late overnight. The room was clean and fine. The basic hotel room but I felt safe. " [](https://expedia.co.uk/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Loca" [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [Berryville Hotels](https://www.expedia.co.uk/Berryville-Hotels.d184082.Travel-Guide-Hotels) - [Bluemont Hotels](https://www.expedia.co.uk/Bluemont-Hotels.d6348602.Travel-Guide-Hotels) - [Hilton Hotels in Boyce](https://www.expedia.co.uk/Boyce-Hotels-Hilton-Hotels.0-0-d184084--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Boyce Hotels](https://www.expedia.co.uk/Boyce-Hotels.d184084.Travel-Guide-Hotels) - [Hotels with Hot Tubs in Chantilly](https://www.expedia.co.uk/Chantilly-Hotels-Hotels-With-Hot-Tubs.0-0-d8638-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - 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[Visit Front Royal](https://www.expedia.co.uk/Front-Royal.dx7312) - [Visit Linden](https://www.expedia.co.uk/Linden.dx3000460101) - [Mackintosh Fruit Farm](https://www.expedia.co.uk/Mackintosh-Fruit-Farm-Berryville.d553248621532661930.Attraction) - [Shenandoah Valley Discovery Museum](https://www.expedia.co.uk/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Attraction) - [Winchester Medical Center](https://www.expedia.co.uk/Winchester-Medical-Center-Winchester.d6164057.Attraction) - [Visit Old Town Winchester](https://www.expedia.co.uk/Winchester-Old-Town-Winchester.dx6164092) - [Ace New Zealand Rental Cars in Riverton](https://www.expedia.co.uk/ACE-New-Zealand-Car-Rentals-In-Riverton.d553248635975849884-c1106.Car-Rental-Guide-Suppliers) - [Car hire Front Royal](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Front-Royal.d7312.Car-Hire-Guide) - [Car hire Paris](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Paris.d6050691.Car-Hire-Guide) - [Car hire in Dollar Rent A Car Bd De La Marine](https://www.expedia.co.uk/Dollar-Rent-A-Car-at-Bd-De-La-Marine-Hyeres-FRA.v12076.Car-Rental-Guide-Location) - [Front Royal Holiday Rentals](https://www.expedia.co.uk/Front-Royal-Holiday-Rentals.d7312.Travel-Guide-HolidayRentals) - [Strasburg Holiday Rentals](https://www.expedia.co.uk/Strasburg-Holiday-Rentals.d55195.Travel-Guide-HolidayRentals) - [Things to do in Bluemont](https://www.expedia.co.uk/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities) - [Book Winery Hotels in Winchester on Expedia.com](https://www.expedia.com/Winchester-Hotels-Winery-Hotel.0-0-d6056879-tWineryHotel.Travel-Guide-Filter-Hotels)