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://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Winchester - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [18 Nov - 19 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Nov - 20 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.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) ![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) ### Holiday Inn Winchester Se-Historic Gateway by IHG Winchester 9.0/10 Wonderful (1006) "The room was very clean and the staff were friendly and courteous." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria £60 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.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 (764) "Clean room, nice area, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chad £89 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.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) ### Hampton Inn Front Royal Front Royal 9.0/10 Wonderful (1002) "We thoroughly enjoyed all aspects of our stay, and look forward to the next time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis £81 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/2f175422.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 (414) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £98 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/a2451115.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) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/ff7a3bf0.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 (911) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon £47 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/d94ec148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/16f6f354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/f9fe7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Cabin, secluded, perfect for couples, near main road Front Royal 10/10 Exceptional (25) "Great place to relax" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy £175 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121940000/121935800/121935788/4516f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121940000/121935800/121935788/8d487597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121940000/121935800/121935788/642d5e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121940000/121935800/121935788/f6f011b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farm Suite at Valley View Farm Delaplane £222 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Farm-Suite-At-Valley-View-Farm.h121935788.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/a69388d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/1087f0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/c2c2b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/8d41db14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vue - Mountain top hot tub overlooking the Shenandoah River Front Royal 9.8/10 Exceptional (8) "Love the view and beautiful appointed decor throughout the home…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn M. £312 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/13764d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/9641cad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/acaffbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/a696274d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Bluemont Village Home Bluemont 10/10 Exceptional (37) "No need to look any further! Beautiful, clean,historic home in a perfect location. Close to wineries, breweries, Shenandoah River, hiking and only 45 minutes from DC. The host was very accommodating and friendly as well. We would highly recommend this home for you and your family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian and Allison W. £336 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.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) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/58d98b30.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine A. £314 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.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=2025-12-02&endDate=2025-12-03®ionId=6056879&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Thank you " [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Comfortable beds, large bathrooms, quiet and good breakfast" [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ### Motel 6 Winchester, VA 10/10 Excellent "Good area to walk your dogs if they travel with you" [](https://expedia.co.uk/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Winchester cost? > Enjoy staying in a winery hotel in Winchester, with plenty of hotels from £47 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays. ### Which area of Winchester is best to stay in for vineyards and wineries? > The beautiful countryside surrounding Winchester, Virginia, is a haven for wine enthusiasts, making it an ideal destination for those seeking a memorable vineyard experience. The area is renowned for its stunning landscapes dotted with picturesque wineries, such as the acclaimed Veramar Vineyard and the charming Willowcroft Farm Vineyards. Staying in the nearby Shenandoah Valley provides convenient access to these delightful locations, where you can indulge in tastings and vineyard tours. > > > > For couples planning a romantic escape, the quaint town of Middleburg, just a short drive from Winchester, offers an idyllic setting. This charming village is home to several boutique wineries and has a lovely selection of gourmet restaurants, superb for a candlelit dinner after a day of wine tasting. The rustic elegance of the countryside creates a superb backdrop for romantic strolls through vineyards or leisurely picnics on the estate grounds. > > > > Families will appreciate the educational aspect of winery visits in this region. Many vineyards offer family-friendly activities, including grape stomping and vineyard tours, which can be an engaging experience for children and adults alike. The scenic views and outdoor spaces provide ample opportunities for family bonding and relaxation amidst nature. ### Are there hotels in Winchester near winery tours? > Yes, there are great hotels in Winchester that are close to winery tours, including the [SpringHill Suites by Marriott Winchester](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) and the [Holiday Inn Winchester Se-Historic Gateway by IHG](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information). > > > > The SpringHill Suites by Marriott Winchester is a fantastic choice, boasting a stellar review rating of 9.4. This hotel offers comfortable rooms and a friendly atmosphere, making it a great base for your wine adventures. With its excellent location, you'll find winery tours nearby, and you can enjoy free Wi-Fi and a complimentary continental breakfast to start your day right. > > > > Another option is the 3-star Holiday Inn Winchester Se-Historic Gateway by IHG, which has an excellent review rating of 9.0. This hotel is also conveniently located near winery tours and features clean, well-maintained rooms. ### What winery activities should we do in Winchester? > Winchester, Virginia, is a delightful destination for wine enthusiasts seeking a blend of scenic beauty and exceptional vineyard experiences. Nestled in the heart of Virginia's wine country, this charming town offers numerous wineries, each boasting its own unique charm and range of wines. The picturesque landscapes of the Shenandoah Valley provide a stunning backdrop for your vineyard adventures, making it a great spot for leisurely tastings and vineyard tours. > > > > For couples looking for an intimate experience, the family-owned Veramar Vineyard is a great choice. With its rolling hills and meticulously maintained vineyards, you can enjoy personalised tastings in a romantic setting. The vineyard often hosts special events and live music, creating a delightful atmosphere for a memorable day together. > > > > Families will appreciate the engaging experiences at nearby Narmada Winery. This family-friendly vineyard offers a range of activities, including grape stomping and guided tours that educate visitors about the wine-making process. There's even a picnic area where you can enjoy a relaxing afternoon with the kids while sipping on some fine Virginia wine. > > > > For a more adventurous outing, consider taking a wine-tasting tour that includes several local vineyards. Many companies offer guided tours that include transportation, allowing you to sample a variety of wines without the worry of driving. This is a fantastic way to explore the region and discover hidden gems along the way. ### Does Winchester host any wine festivals or events? > Winchester, Virginia, is a hidden gem for wine enthusiasts, offering a delightful array of wine festivals and events throughout the year. The charming town is surrounded by picturesque vineyards and wineries, making it a prime spot for those looking to indulge in local flavours. The annual Shenandoah Valley Wine and Jazz Festival is a highlight, typically held in the summer, where visitors can savour award-winning wines while enjoying live jazz performances in a beautiful outdoor setting. > > > > For couples seeking a romantic experience, the wine events in Winchester provide a great backdrop. Imagine sipping a glass of local Merlot while strolling hand in hand through the lush vineyards, or enjoying a picnic on the grounds of one of the nearby wineries. Many venues also host intimate wine tastings and vineyard tours, allowing couples to learn more about the winemaking process together. > > > > Families can also enjoy the wine culture in Winchester, as many wineries offer family-friendly events. Some host seasonal festivals with activities for children, such as grape stomping and hayrides, ensuring that everyone has a memorable experience. Plus, the scenic landscape is ideal for a family outing, with ample space for picnics and outdoor activities. ### How can I save on a winery hotel in Winchester with Expedia? > Members always get our best prices. Find our best Winchester hotel deals by joining [One Key™](https://www.expedia.co.uk/welcome-one-key), Expedia's free travel rewards programme. As a member, you can unlock instant savings and member perks when you're logged in to your account. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Is it cheaper to book flights and a winery hotel in Winchester as a package deal? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my winery hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Winchester for you. ## 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) - [Wedding Hotels in Chantilly](https://www.expedia.co.uk/Chantilly-Hotels-Wedding-Hotel.0-0-d8638-tWeddingHotel.Travel-Guide-Filter-Hotels) - [Hotels near Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-Hotels.0-l553248621532661835-0.Travel-Guide-Filter-Hotels) - 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[Gay-Friendly Hotels in Old Town Winchester](https://www.expedia.co.uk/Old-Town-Winchester-Winchester-Hotels-Gay-Friendly-Hotel.0-n6164092-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Old Town Winchester](https://www.expedia.co.uk/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Hot-Tubs.0-n6164092-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Old Town Winchester Hotels](https://www.expedia.co.uk/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Paris Hotels](https://www.expedia.co.uk/Paris-Hotels.d6050691.Travel-Guide-Hotels) - [Riverton Hotels](https://www.expedia.co.uk/Riverton-Hotels.d553248635975849884.Travel-Guide-Hotels) - [Round Hill Hotels](https://www.expedia.co.uk/Round-Hill-Hotels.d3000460647.Travel-Guide-Hotels) - [Star Tannery Hotels](https://www.expedia.co.uk/Star-Tannery-Hotels.d3000460674.Travel-Guide-Hotels) - [Stephens City Hotels](https://www.expedia.co.uk/Stephens-City-Hotels.d12076.Travel-Guide-Hotels) - 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[Flights from Chicago (ORD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ord/wgo/chicago-to-winchester) - [Apple Blossom Mall](https://www.expedia.co.uk/Apple-Blossom-Mall-Winchester.d6164018.Attraction) - [Barns of Rose Hill](https://www.expedia.co.uk/Barns-Of-Rose-Hill-Berryville.d553248621561864687.Attraction) - [Berryville Holidays](https://www.expedia.co.uk/Berryville.d184082.Holidays-City-Breaks) - [Visit Bluemont](https://www.expedia.co.uk/Bluemont.dx6348602) - [Boyce Holidays](https://www.expedia.co.uk/Boyce.d184084.Holidays-City-Breaks) - [Bright Box Theater](https://www.expedia.co.uk/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Attraction) - [Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction) - [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)