Title: Top Hotels in Middletown for 2025 | Book Your Stay Now at Expedia.co.uk [Holiday Rentals in Middletown](https://expedia.co.uk/Middletown-Holiday-Rentals.d12013.Travel-Guide-HolidayRentals)[Middletown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middletown.d12013.Car-Hire-Guide)[Middletown Holidays](https://expedia.co.uk/Middletown.d12013.Holidays-City-Breaks) ![Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!](https://images.trvl-media.com/place/12013/db58f126-7d10-4018-a689-28fc2b700f21.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samantha Keyes # Find hotels in Middletown, VA from £47 - ![](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 ## Go beyond your typical stay in Middletown Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=WATER_PARK) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=AGRITOURISM) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=CABIN) Chalet [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=CHALET) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&travelerType=family_friendly) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=POOL) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=COTTAGE) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=HOT_TUB) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=APARTMENT) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=PETS) ## Check prices for these dates Tonight [24 Nov - 25 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=12013&startDate=2025-11-24&endDate=2025-11-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [25 Nov - 26 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=12013&startDate=2025-11-25&endDate=2025-11-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=12013&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=12013&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Middletown hotels and places to stay ![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/78b01efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92453303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/3c65e97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Middletown 5.8/10 (298) "I loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney £52 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.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 (416) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £99 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester 9.4/10 Exceptional (1007) "Love this hotel and the location. Staff is super friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Casey £110 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/e45798f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/064fbf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Accessible, Jetted Tub | 1 bedroom, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/35f36f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/d6bdc0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Woodstock-Shenandoah Valley by IHG Woodstock 9.0/10 Wonderful (1002) "Excellent hotel. Rooms were clean, food was good. Staff was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy £82 includes taxes & fees 24 Dec - 25 Dec [](https://www.expedia.co.uk/Luray-Hotels-Holiday-Inn-Express-Woodstock-Shenandoah-Valley.h20598.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/b1a55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (2229) "A run of the mill motel good for a travel break." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARL £78 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/53fbbcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/79c45bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/84eb785d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/2a5460b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Woodstock, VA Woodstock 8.8/10 Excellent (1005) "Loved our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara £78 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information) ![Lift](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/9fcf0199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/e47a228e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley Strasburg 8.2/10 Very good (1005) "Friendly Staff, clean room." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Frank £61 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/c99442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester Winchester 9.0/10 Wonderful (756) "The hotel was clean and the staff was pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri £66 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.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) "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 £65 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/f93b311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/66fe56c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/0b7aeff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Woodstock Shenandoah Woodstock 8.8/10 Excellent (1006) "The hotel was clean.and I had a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique £83 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area | LED TV](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/fe05e412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area | LED TV](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester Winchester 8.6/10 Excellent (1094) "Good price, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George £56 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester Winchester 9.0/10 Wonderful (506) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D £83 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/cd85ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e90770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Winchester Winchester 9.2/10 Wonderful (1005) "Staff are amazing stayed twice in a week and every one was so kind friendly and happy to have us The women who is in the breakfast room was super The rooms where clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Koren £63 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Free buffet breakfast ](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/fcd1c267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/db46282e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG Stephens City 8.2/10 Very good (798) "Nice stay and friendly people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALFRED £66 includes taxes & fees 28 Nov - 29 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.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 (913) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon £47 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/69d352d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/61e9f06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Winchester by IHG Winchester 8.8/10 Excellent (539) "Very clean room, excellent staff!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £69 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/b96d495c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/ad5604d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows Front Royal 9.0/10 Wonderful (1004) "Friendly staff, nice clean room, hotel restaurant was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy £103 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area | 48-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/9fc99c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/1687542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester Winchester 9.0/10 Wonderful (1004) "Great location close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SILVIA £71 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.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) ![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) ![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 (1006) "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 £84 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/w4000h2662x0y0-b556d792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/27064e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winchester Winchester 9.0/10 Wonderful (794) "Quick check in, clean room, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darcy £77 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.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=2025-12-08&endDate=2025-12-09®ionId=12013&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=HTG_BF_PROMO_12013) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Hotels.d12013.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Hotels.d12013.Travel-Guide-Hotels) ## Stay near popular Middletown attractions [](https://www.expedia.co.uk/Belle-Grove-Plantation-Hotels.0-l6164020-0.Travel-Guide-Filter-Hotels) ### Belle Grove Plantation Find out about the history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164020) [](https://www.expedia.co.uk/Cedar-Creek-Battlefield-Foundation-Hotels.0-l553248621532661823-0.Travel-Guide-Filter-Hotels) ### Cedar Creek Battlefield Foundation You can learn about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661823) [](https://www.expedia.co.uk/Cedar-Creek-And-Belle-Grove-National-Historical-Park-Hotels.0-l6093271-0.Travel-Guide-Filter-Hotels) ### Cedar Creek and Belle Grove National Historical Park Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6093271) [](https://www.expedia.co.uk/Wayside-Theater-Hotels.0-l6164044-0.Travel-Guide-Filter-Hotels) ### Wayside Theater Get tickets for a show at Wayside Theater, a popular theatre in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164044) [](https://www.expedia.co.uk/Jacksons-Chase-Golf-Course-Hotels.0-l553248621532661831-0.Travel-Guide-Filter-Hotels) ### Jackson's Chase Golf Course Enjoy a round of golf in Middletown at Jackson's Chase Golf Course. Amble around this vibrant area's riverfront or seek out the hiking trails. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661831) ## Learn more about Middletown History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley. [See all hotels in Middletown](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09&adults=2®ionId=12013) ![Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!](https://images.trvl-media.com/place/12013/db58f126-7d10-4018-a689-28fc2b700f21.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high) Photo by Samantha Keyes ## Top Middletown Hotel Reviews ![Wayside Inn](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/299522c8_y.jpg) ### Wayside Inn 10/10 Excellent "Brittany and the rest of the staff at Wayside were wonderful. They made us feel welcome, talked to us about the history and quirks of the, and our room was very quaint. The Christmas decorations in the room were a nice touch. " [](https://expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![TRU By Hilton Winchester](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg) ### TRU By Hilton Winchester 10/10 Excellent "The entire hotel was clean, smelled great, and have everything you need. We have a fantastic stay." [](https://expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "The staff was courteous, and the room was spotless. The location was perfect for us." [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Spark by Hilton Winchester](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89_y.jpg) ### Spark by Hilton Winchester 10/10 Excellent "Exceptionally comfortable beds at this location! Courteous staff - quick and efficient check in/out process." [](https://expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Clean and comfortable." [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Room style was very comfortable" [](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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 "Nice clean pet friendly hotel not far from interstate 81" [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 "The breakfast was very good. The menu had a lot of options. It came to our table nice and hot! I loved the waffle with Lemon ricotta, syrup and butter. Our waitress always knew when to fill my coffee to keep it warm! Everything was very clean and neatly set up. The waitresses were also cheerful and friendly!" [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Everything was excellent: staff, room, lobby... it was a well crafted place. " [](https://expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ## More cheap stays in Middletown ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Travelodge by Wyndham Winchester 160 Front Royal Pike Winchester VA £56 1 Dec - 2 Dec includes taxes & fees 8.4/10 Very Good! (1,093 reviews) [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ramada by Wyndham Strasburg/Shenandoah Valley 21 Signal Knob Dr Strasburg VA £61 22 Dec - 23 Dec includes taxes & fees 8.2/10 Very Good! (1,003 reviews) [](https://expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Winchester 195 Kernstown Commons Blvd Winchester VA £84 2 Dec - 3 Dec includes taxes & fees 9.4/10 Exceptional! (1,057 reviews) [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Microtel Inn & Suites by Wyndham Winchester 150 Faraday Plaza Winchester VA £60 14 Dec - 15 Dec includes taxes & fees 9/10 Wonderful! (1,359 reviews) [](https://expedia.co.uk/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Winchester-University/Mall Area 640 East Jubal Early Drive Winchester VA £89 30 Nov - 1 Dec includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SpringHill Suites by Marriott Winchester 280 MARKET STREET Winchester VA £89 7 Dec - 8 Dec includes taxes & fees 9.4/10 Exceptional! (767 reviews) [](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Middletown that travellers recommend? > [Wayside Inn](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) stands out as a top choice for travellers seeking a great experience in Middletown, boasting a great rating of 9.2. This charming hotel offers an array of amenities that cater to various needs, making it a superb getaway for couples looking to rekindle romance or celebrate special occasions. With its exquisite couples dining options and lively evening entertainment, guests can enjoy intimate moments while savoring delicious meals. ### What are the best family hotels in Middletown? > [Wayside Inn](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) in Middletown, Virginia, is a charming family-friendly hotel that has earned an excellent review score of 9.2 from travellers. This delightful inn goes above and beyond to cater to families, offering amenities like complimentary rollaway beds and highchairs, ensuring that even the littlest guests are well cared for. Find more [child-friendly accommodations in Middletown](https://www.expedia.co.uk/Middletown-Hotels-Family-Friendly-Hotel.0-0-d12013-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Middletown? > [Wayside Inn](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information), a charming historic property situated in Middletown, VA, is a top choice for travellers who wish to bring their furry friends along for the adventure. With a customer review rating of 9.2, guests rave about the attentive service and friendly setting that make for a stress-free stay. See more [pet-friendly hotels in Middletown](https://www.expedia.co.uk/Middletown-Hotels-Pet-Friendly-Hotel.0-0-d12013-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Middletown? > The [Wayside Inn](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information), a charming historic-style hotel in Middletown, VA, is an excellent choice for budget-conscious travellers seeking quality and convenience. With an impressive guest review rating of 9.2, it offers a warm atmosphere combined with thoughtful amenities that cater to both families and couples alike. View all [budget hotels in Middletown](https://www.expedia.co.uk/Middletown-Hotels-Budget-Hotels.0-0-d12013-tBudgetHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in Middletown for couples? > For a romantic escape, the [Wayside Inn](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) in Middletown, VA, is a delightful choice, boasting a stellar review score of 9.2. This charming hotel captures the essence of romance with its historic property design and cozy atmosphere, making it a superb retreat for couples. See all [romantic hotels in Middletown](https://www.expedia.co.uk/Middletown-Hotels-Romantic-Hotel.0-0-d12013-tRomanticHotel.Travel-Guide-Filter-Hotels). ### When is the best time to go to Middletown? > The most popular time to visit Middletown is during the summer months, particularly July. At this time, the town is vibrant with events and outdoor activities, with average temperatures around 25°C, creating a delightful atmosphere for exploration. Visitors can enjoy a variety of festivals, farmers' markets, and outdoor concerts that bring the community together and showcase the local culture. > > > > As you navigate through the peak season, which runs from June to August, you'll find the streets bustling with tourists and locals alike. This energetic vibe is superb for those who relish in sightseeing and outdoor pursuits. The warm weather makes it an ideal time for leisurely strolls along the scenic parks, waterfronts, or bike rides through the picturesque countryside surrounding Middletown. > > > > For couples looking for a romantic escape or families seeking fun-filled days, July offers the superb backdrop. The long days allow for extended adventures, whether you're picnicking by the river or enjoying a sunset cruise. Many restaurants also feature outdoor seating, enhancing your dining experience with lovely views and fresh air. > > > > If you're considering a visit that aligns with a more budget-friendly approach, September can be a fantastic alternative. While the summer crowds begin to dwindle, the pleasant weather continues, making it a great time for outdoor activities and sightseeing without the busyness of peak season. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middletown. ### How can I save on a Middletown hotel booking with Expedia? > Members always get our best prices. Find our best Middletown hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Middletown hotel? > Prices for hotels in Middletown often vary, but you can find a great deal from £47 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [4 Star Hotels in Winchester](https://www.expedia.co.uk/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels) - [Bentonville Hotels](https://www.expedia.co.uk/Bentonville-Hotels.d6353683.Travel-Guide-Hotels) - [Berryville Hotels](https://www.expedia.co.uk/Berryville-Hotels.d184082.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) - [Carmel Hotels](https://www.expedia.co.uk/Carmel-Hotels.d553248635975871739.Travel-Guide-Hotels) - [Hotels near Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-Hotels.0-l553248621532661835-0.Travel-Guide-Filter-Hotels) - 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[Pet-Friendly Hotels in Woodstock](https://www.expedia.co.uk/Woodstock-Hotels-Pet-Friendly-Hotel.0-0-d10310-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Woodstock Hotels](https://www.expedia.co.uk/Woodstock-Hotels.d10310.Travel-Guide-Hotels) - [Flights to Front Royal](https://www.expedia.co.uk/Cheap-Flights-To-Front-Royal.d7312.Travel-Guide-Flights) - [Flights to Paris](https://www.expedia.co.uk/Cheap-Flights-To-Paris.d6050691.Travel-Guide-Flights) - [Flights to Winchester](https://www.expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights) - [Flights to Woodstock](https://www.expedia.co.uk/Cheap-Flights-To-Woodstock.d10310.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.co.uk/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Berryville](https://www.expedia.co.uk/lp/flights/184082/flights-from-berryville) - [Flights from Star Tannery](https://www.expedia.co.uk/lp/flights/3000460674/flights-from-star-tannery) - [Flights from Toms Brook](https://www.expedia.co.uk/lp/flights/3000460702/flights-from-toms-brook) - [Flights from Winchester](https://www.expedia.co.uk/lp/flights/6056879/flights-from-winchester) - [Flights from Fort Valley](https://www.expedia.co.uk/lp/flights/6353682/flights-from-fort-valley) - [Flights from Front Royal](https://www.expedia.co.uk/lp/flights/7312/flights-from-front-royal) - [Flights from Aberdeen (APG) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/apg/wgo/aberdeen-to-winchester) - [Flights from Newcastle (BEO) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/beo/wgo/newcastle-to-winchester) - [Flights from Belfast (BFS) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bfs/wgo/belfast-to-winchester) - [Flights from Birmingham (BHM) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bhm/wgo/birmingham-to-winchester) - [Flights from Edinburgh (EDI) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/edi/wgo/edinburgh-to-winchester) - [Flights from Fort Lauderdale (FLL) to Front Royal (FRR)](https://www.expedia.co.uk/lp/flights/fll/frr/fort-lauderdale-to-front-royal) - [Flights from Glasgow (GLA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/gla/wgo/glasgow-to-winchester) - [Flights from Washington (IAD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/iad/wgo/washington-to-winchester) - [Flights from Seoul (ICN) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/icn/wgo/seoul-to-winchester) - [Flights from Indianapolis (IND) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ind/wgo/indianapolis-to-winchester) - [Flights from Los Angeles (LAX) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lax/wgo/los-angeles-to-winchester) - [Flights from London (LON) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lon/wgo/london-to-winchester) - [Flights from Miami (MIA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/mia/wgo/miami-to-winchester) - [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) - [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) - [Visit Maurertown](https://www.expedia.co.uk/Maurertown.dx6353680) - [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) - [Avis Rental Cars in Winchester](https://www.expedia.co.uk/Avis-Car-Rentals-In-Winchester.d6056879-c41.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 Winchester](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide) - [Car hire Woodstock](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Woodstock.d10310.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) - [Enterprise Rental Cars in Winchester](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Winchester.d6056879-c15.Car-Rental-Guide-Suppliers) - [Minivan Car Hire in Winchester](https://www.expedia.co.uk/Minivan-Car-Rentals-In-Winchester.d6056879-tMinivan.Car-Rental-Guide-Class) - [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) - [Toms Brook Holiday Rentals](https://www.expedia.co.uk/Toms-Brook-Holiday-Rentals.d3000460702.Travel-Guide-HolidayRentals) - [Winchester Holiday Rentals](https://www.expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals) - [Book Hotels in Middletown on Expedia.com](https://www.expedia.com/Middletown-Hotels.d12013.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)