Title: TOP Casino 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) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Casino Hotels Tonight [26 Jan - 27 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-26&endDate=2026-01-27&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [27 Jan - 28 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-27&endDate=2026-01-28&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels with a casino ![Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/c10d20a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/48e1065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/8580746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/6f69452b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winchester VA [](https://www.expedia.co.uk/Winchester-Hotels-Super-8-By-Wyndham-Winchester-VA.h916960.Hotel-Information) Winchester 6.2/10 (624 reviews) "Very limited, bread , butter , jam" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan £47 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Super-8-By-Wyndham-Winchester-VA.h916960.Hotel-Information) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/4dfa22f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/437d259d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Martinsburg [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) Martinsburg 8.6/10 Excellent (1,027 reviews) "Staff great, breakfast great, perfect pet stop dogs loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary £74 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/90e3a6e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/50f48069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/df57d4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/b5631713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town [](https://www.expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) Harpers Ferry 7.8/10 Good (1,006 reviews) "Overall, this hotel was clean, quiet, a good option to explore Harper's Ferry. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessie £73 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![2 bars/lounges, sports bar](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/9a1a11fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/ab154d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/40b9339a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/64e72433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Charles Town [](https://www.expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) Charles Town 8.6/10 Excellent (1,005 reviews) "Staff was very courteous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal £53 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9f32e90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/2fa7daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River [](https://www.expedia.co.uk/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) Shepherdstown 9.8/10 Exceptional (71 reviews) "This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaleb C £80 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/d7ac3540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/61b207d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) Charles Town 8.6/10 Excellent (535 reviews) "Clean room and facilities and super friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenn £103 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Sunrise Room | Individually decorated, individually furnished, blackout curtains](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/7a2a968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.co.uk/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (441 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £103 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/ec99cdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/8456a5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/4ff3ee3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/7d397421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best location! Baltimore Suite @ historic 1799 Inn [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information) Harpers Ferry 9.6/10 Exceptional (11 reviews) "Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew R. £164 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/w905h683x60y0-09279e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/w905h683x59y0-9f8e842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/4fdbe363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/w905h683x60y0-c1839f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The River House [](https://www.expedia.co.uk/Charles-Town-Hotels-The-River-House.h114349198.Hotel-Information) Charles Town 10/10 Exceptional (13 reviews) "Host communicated well. Great location right on the river. Family had a great time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geoff C. £243 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Charles-Town-Hotels-The-River-House.h114349198.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/88000000/87760000/87751600/87751512/f9c2b4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/88000000/87760000/87751600/87751512/94c8beda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87760000/87751600/87751512/w1170h875x0y0-c7c62ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87760000/87751600/87751512/bb353feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best location! The Pullman Apt @ historic 1799 Inn [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h87751512.Hotel-Information) Harpers Ferry 9.2/10 Wonderful (49 reviews) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen K. £151 includes taxes & fees 5 Feb - 6 Feb [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h87751512.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=2026-02-09&endDate=2026-02-10®ionId=6056879&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Winchester ### Discover top Winchester attractions While Winchester, Virginia may not boast casinos, it offers an array of attractions that can appeal to travellers seeking a thrilling experience. For history enthusiasts, the Museum of the Shenandoah Valley can captivate with its extensive collection of American art and history, making it a perfect day trip to soak in the local culture. Outdoor adventurers can explore the scenic trails of the nearby Shenandoah National Park, where you can hike and enjoy breathtaking views, adding a touch of excitement to your stay. For a unique evening out, the vibrant downtown area features several local breweries and restaurants, where you can indulge in craft beers and delicious cuisine while soaking in the local atmosphere. The historic Old Town is dotted with charming shops, offering an eclectic mix of antiques and artisanal goods, perfect for a leisurely afternoon stroll. Finally, for those seeking a more adrenaline-fuelled experience, the nearby Shenandoah Speedway hosts various racing events, providing a thrilling experience just a short drive away. When it comes to accommodation, the hotels in and around Old Town Winchester offer a blend of comfort and charm, allowing you to unwind after a day of exploring. Many establishments pride themselves on exceptional service, ensuring your stay is pampered and relaxed, with convenient access to all the local attractions. ## Top Winchester Hotel Reviews ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "It was a great experience " [](https://expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Everything was great. John that checked me in was a huge help with my luggage. When I was leaving the next day there was an older man that works at the hotel that was telling me all about the history of the hotel, I loved that! The room was clean and comfortable. I loved the older furniture and art all of the walls everywhere in the hotel. Lovely stay!" [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ## Frequently asked questions ### What are the top-rated casino hotels in Winchester? > This hotel offers complimentary breakfast and free Wi-Fi, along with free parking for various vehicle types, including RVs, buses, and trucks. Guests have positively commented on the friendly and kind staff. ### How much does a casino hotel in Winchester cost? ### How can I save on a casino hotel in Winchester with Expedia? ### Is it cheaper to book casino hotel in Winchester and flights as a package? ### Can I cancel my casino 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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