Title: TOP Winery Hotels in Winchester, VA for 2026 | 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 [6 Jan - 7 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-06&endDate=2026-01-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Jan - 8 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-07&endDate=2026-01-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels with winery ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) Winchester 9.0/10 Wonderful (1000) "Great room cozy bed fabulous restaurant great staff on property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joyce £68 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a.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) ![Property amenity](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/636f5ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/8a97ffc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) Winchester 9.4/10 Exceptional (794) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene £86 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/6c4fd659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) Front Royal 9.0/10 Wonderful (1005) "Room was spotless, place was quiet and our welcome at the desk was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Merrill £80 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.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) ![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.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) ### Wayside Inn [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (419) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £66 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/e4739be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/0b0b85aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/33aedc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/ccd121a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury tiny home farm stay on historic property with hot tub in Stephens City [](https://www.expedia.co.uk/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) Stephens City 10/10 Exceptional (1) "Fresh bread, farm eggs, an amazing host! What a perfect place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris F. £124 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f7d693d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f8332737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/d80b6458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/3d395fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vue - Mountain Top hot tub overlooking the Shenandoah River [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) Front Royal 9.8/10 Exceptional (10) "Our family had a lovely time at The Vue! It was clean, comfortable, and had everything we needed for a quick getaway. The mountain view was truly incredible and we enjoyed watching the sunrise with our coffee on the back deck. While there's not much of a yard, our pup enjoyed the outdoor space too! Thank for being a part of our family's special memories. We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa L. £260 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/92815ab7.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Cabin, secluded, perfect for couples, near main road [](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) Front Royal 10/10 Exceptional (27) "Great place to relax" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy £168 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.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) ![Dining](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/9d72428f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/fa4984f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/4a787ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Bluemont Village Home [](https://www.expedia.co.uk/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.Hotel-Information) Bluemont 10/10 Exceptional (39) "This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. £323 includes taxes & fees 9 Jan - 10 Jan [](https://www.expedia.co.uk/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/6b26f42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/6b64b57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/2f99002c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/2ce760e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall [](https://www.expedia.co.uk/Winchester-Hotels-Dreamweaver-1BR-1BA-Just-Two-Blocks-From-The-Downtown-Walking-Mall.h105765423.Hotel-Information) Winchester Historic District 8.6/10 Excellent (4) "Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) matthew r. £173 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Winchester-Hotels-Dreamweaver-1BR-1BA-Just-Two-Blocks-From-The-Downtown-Walking-Mall.h105765423.Hotel-Information) ![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/03d5d9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking, Hot Tub | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/48177602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/25f6542c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park [](https://www.expedia.co.uk/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) Front Royal 6.4/10 (925) "Staff was very kind! Had a nice time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rio Ashley £45 includes taxes & fees 13 Jan - 14 Jan [](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=2026-01-21&endDate=2026-01-22®ionId=6056879&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Great" [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg) ### Lansdowne Resort and Spa 10/10 Excellent "I enjoyed everything about my visit " [](https://expedia.co.uk/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Staff was very accommodating- 1st room they gave us was pet friendly but smelled a lot of wet dog. They graciously changed our room. Lovely breakfast." [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Winchester cost? ### Which area of Winchester is best to stay in for vineyards and wineries? > 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? > 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? > 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? > 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? ### Is it cheaper to book flights and a winery hotel in Winchester as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## 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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