Title: Book The Best Hotels in Middletown, VA for 2025 from CA $85 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d12013.Destination-Travel-Guides) ![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/historic-middletown-state-bank-restaurant-interior-vault-door-brick-stained-glass.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samantha Keyes # Find hotels in Middletown, VA from CA $85 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&amenities=PETS) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&lodging=CABIN) Pool [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&travelerType=family_friendly) Farm [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&lodging=AGRITOURISM) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&lodging=APARTMENT) Chalet [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&lodging=CHALET) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2025-12-10&d1=2025-12-10&endDate=2025-12-12&d2=2025-12-12&amenities=WATER_PARK) ## Check prices for these dates Tonight [Nov 26 - Nov 27](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-26&endDate=2025-11-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 627 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/1c983a28.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) ### 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 CA $87 CA $96 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/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) ![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) ![Premium Suite, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/b112d555.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) ### Wayside Inn Middletown 9.2/10 Wonderful (416) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $153 CA $183 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.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 CA $178 CA $201 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/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) ![Suite, 1 Bedroom, Accessible, Jetted Tub](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/35f36f80.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) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/d67c8cdf.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 CA $134 CA $151 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/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) ![Egyptian cotton sheets, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.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) ### La Quinta Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (2235) "A run of the mill motel good for a travel break." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARL CA $132 CA $143 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/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, sun loungers](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/79c45bf6.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/84eb785d.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 CA $126 CA $142 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.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) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.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) ![Room, 2 Queen Beds](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 CA $111 CA $121 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Elevator](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/2000000/1250000/1246400/1246311/9fcf0199.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) ![Desk, laptop workspace, blackout drapes, 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 (1007) "Friendly Staff, clean room." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Frank CA $101 CA $112 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/f93b311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Woodstock Shenandoah Woodstock 8.8/10 Excellent (1009) "The hotel was clean.and I had a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique CA $136 CA $153 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.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) ### 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 CA $134 CA $152 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.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) ![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)](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 Winchester 9.0/10 Wonderful (1002) "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 CA $106 CA $119 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/8247e5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/fe05e412.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 (1097) "Good price, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $96 CA $104 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.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) ### Quality Inn Winchester Winchester 9.2/10 Wonderful (1006) "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 CA $106 CA $116 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/71be8e87.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/db46282e.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 CA $112 CA $122 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.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) ### Baymont by Wyndham Front Royal Near Shenandoah National Park Front Royal 6.4/10 (914) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon CA $76 CA $85 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.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) ![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/a5945e18.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) ### Candlewood Suites Winchester by IHG Winchester 8.8/10 Excellent (541) "Very clean room, excellent staff!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $117 CA $127 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.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 CA $169 CA $190 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.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 (1005) "Great location close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SILVIA CA $115 CA $130 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/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) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/bb49c17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3837h2557x3y3-0ba96f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal Front Royal 9.0/10 Wonderful (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 CA $140 CA $156 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/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) ![View from property](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/fb0da257.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) ### 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 CA $130 CA $142 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12®ionId=12013&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Hotels.d12013.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Hotels.d12013.Travel-Guide-Hotels) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=HTG_BF_PROMO_12013) ## 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.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&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 ### Stay near popular Middletown attractions [](https://expedia.ca/Belle-Grove-Plantation-Hotels.0-l6164020-0.Travel-Guide-Filter-Hotels) ![Belle Grove Plantation](https://mediaim.expedia.com/destination/2/cc4669911702549b209190768b702758.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Belle Grove Plantation Learn about the local 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164020) [](https://expedia.ca/Cedar-Creek-Battlefield-Foundation-Hotels.0-l553248621532661823-0.Travel-Guide-Filter-Hotels) #### Cedar Creek Battlefield Foundation You can find out 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661823) [](https://expedia.ca/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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6093271) [](https://expedia.ca/Wayside-Theater-Hotels.0-l6164044-0.Travel-Guide-Filter-Hotels) #### Wayside Theater Get tickets for a show at Wayside Theater, a storied theater in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164044) [](https://expedia.ca/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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661831) ## 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 CA $96 CA $104 total Dec 1 - Dec 2 includes taxes & fees 8.4/10 Very Good! (1,089 reviews) [](https://expedia.ca/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 CA $101 CA $112 total Dec 25 - Dec 26 includes taxes & fees 8.2/10 Very Good! (1,003 reviews) [](https://expedia.ca/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 CA $130 CA $142 total Dec 3 - Dec 4 includes taxes & fees 9.4/10 Exceptional! (1,059 reviews) [](https://expedia.ca/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 CA $105 CA $114 total Dec 14 - Dec 15 includes taxes & fees 9/10 Wonderful! (1,367 reviews) [](https://expedia.ca/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 CA $145 CA $164 total Dec 3 - Dec 4 includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.ca/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 CA $143 CA $155 total Dec 7 - Dec 8 includes taxes & fees 9.4/10 Exceptional! (767 reviews) [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ## Hotels in Middletown with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.ca/5Star-Middletown-Hotels.s50-0-d12013.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 4 properties [](https://expedia.ca/4Star-Middletown-Hotels.s40-0-d12013.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 60 properties [](https://expedia.ca/3Star-Middletown-Hotels.s30-0-d12013.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 88 properties [](https://expedia.ca/2Star-Middletown-Hotels.s20-0-d12013.Travel-Guide-Filter-Hotels) ## Find out more about Middletown ### Top reasons to visit Middletown - **Outdoor Adventures:** Middletown offers stunning scenery and a variety of activities for outdoor enthusiasts, including hiking, skiing, and exploring beautiful rivers. - **Charming Atmosphere:** Experience the small-town charm with family-friendly neighbourhoods, perfect for relaxation and exploration. - **Cultural Experiences:** Discover local cultural attractions and community events that enrich your visit. - **Convenient Accommodations:** A range of welcoming options, from pet-friendly motels to business hotels, cater to all travellers. - **Nearby Attractions:** Ideal for day trips, Middletown provides easy access to local shopping centres and other exciting destinations. ### Find great hotels near Middletown Explore a range of welcoming accommodations in Middletown, Virginia, ideal for every traveller. From pet-friendly motels to business-themed hotels, you'll find options that cater to diverse needs, including LGBTQIA-friendly facilities. Whether you're seeking a cozy stay or the best hotels in town, Middletown has something to offer for everyone looking to enjoy a memorable vacation experience. - **[Travelodge by Wyndham Winchester:](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)** Nestled 17.7km from Middletown, Travelodge by Wyndham Winchester is a charming motel that caters to pet lovers seeking a relaxed getaway. With a pet-friendly policy, guests can enjoy the convenience of travelling with their furry companions. The motel features essential amenities, ensuring a comfortable stay for all. The property’s welcoming atmosphere and emphasis on accessibility make it an ideal choice for those looking for a simple yet enjoyable lodging experience. - **Country Inn & Suites by Radisson, Winchester, VA:** Located 12.9km from Middletown, this cozy 3-star hotel offers a family-friendly atmosphere combined with excellent business amenities. Country Inn & Suites is perfect for both leisure and corporate travellers, featuring accessible business centres, meeting rooms, and a 24-hour conference space. Families can take advantage of complimentary cribs, while pets are also welcome, making it a home away from home. Guests can expect a warm environment complemented by friendly service, ensuring a memorable stay for everyone. - **[Holiday Inn Winchester Se-Historic Gateway by IHG:](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)** Just 17.7km from Middletown, the Holiday Inn Winchester Se-Historic Gateway stands out for its commitment to inclusivity and comfort. This 3-star hotel is LGBTQIA welcoming and provides a range of business facilities, including accessible meeting spaces and a dedicated business centre. Families will appreciate the availability of complimentary cribs, making it suitable for guests of all ages. With its modern amenities and friendly atmosphere, this hotel ensures a pleasant and accommodating experience for all visitors. ### Where to stay near Middletown Middletown, Virginia offers a delightful blend of outdoor adventures and rich history, making it an ideal vacation spot for Canadian travellers. Explore the charming small town atmosphere, with its scenic views and family-friendly neighbourhoods. Venture into the city center for a taste of urban life, while enjoying the beauty of the surrounding areas. Don't miss the colder months, when Middletown showcases its unique charm, perfect for memorable experiences. - **[Winchester:](https://www.expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)** Located 19.3km from Middletown, Winchester is a charming city known for its rich history and outdoor adventures. Visitors can immerse themselves in the scenic beauty of nearby national parks and recreational areas. Peak tourist seasons occur in June to July and October when the area's vibrant atmosphere comes alive. Popular activities include skiing, exploring local landmarks, and enjoying the natural landscape around lakes and parks. Winchester offers a blend of education and adventure, making it an ideal spot for outdoor enthusiasts. - **[Front Royal:](https://www.expedia.ca/Front-Royal-Hotels.d7312.Travel-Guide-Hotels)** Just 14.5km away from Middletown, Front Royal is a gateway to outdoor adventures and stunning scenery. With its peak visitor numbers in April, July, and September, this city attracts nature lovers year-round. Front Royal is perfect for those looking to explore national parks and recreational areas, or enjoy skiing in the winter months. The town’s proximity to numerous parks enhances the travel experience, providing ample opportunities for hiking, picnicking, and enjoying the great outdoors. - **[Strasburg:](https://www.expedia.ca/Strasburg-Hotels.d55195.Travel-Guide-Hotels)** Situated a mere 8.0km from Middletown, Strasburg is a delightful city that captures the essence of outdoor adventure. With peak arrivals in June to August, it offers visitors a chance to embrace the beauty of nature. Activities such as skiing and exploring recreational areas are popular here, set against the backdrop of national parks and tranquil parks. Strasburg’s close-knit community and scenic landscapes make it a perfect stop for anyone looking to unwind and experience the great outdoors. ### Things to do in and around Middletown Middletown, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and various activities. Visitors can enjoy recreational areas, educational experiences, and even skiing. For day trips, explore nearby attractions and local shopping centres, making it an ideal destination for a well-rounded vacation. Whether you're seeking relaxation or adventure, Middletown has something to offer everyone. **Shopping** In Middletown, visit [Shen-Val Farm Market](https://www.expedia.ca/Shen-Val-Farm-Market-Hotels.0-l553248621532661836-0.Travel-Guide-Filter-Hotels) for local produce and unique gifts, only 12.9km away. [Natural Art Garden Center](https://www.expedia.ca/Natural-Art-Garden-Center-Hotels.0-l553248621532661807-0.Travel-Guide-Filter-Hotels), 14.5km from town, offers beautiful plants and garden decor. If you're up for a drive, check out [Apple Blossom Mall](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels), located 17.7km away, for a wider shopping selection. **Recreation** At [Jackson's Chase Golf Course](https://www.expedia.ca/Jacksons-Chase-Golf-Course-Hotels.0-l553248621532661831-0.Travel-Guide-Filter-Hotels), enjoy a round of golf amidst scenic landscapes, perfect for sports enthusiasts. Just 9.7km away, [Blue Ridge Shadows Golf Club](https://www.expedia.ca/Blue-Ridge-Shadows-Golf-Club-Hotels.0-l553248621532661832-0.Travel-Guide-Filter-Hotels) offers a similar outdoor experience. For wellness, visit [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Hotels.0-l553248621587477489-0.Travel-Guide-Filter-Hotels), 11.3km from Middletown, where relaxation and rejuvenation await. **Adventure** Embark on the [Dickey Ridge Trail](https://www.expedia.ca/Dickey-Ridge-Trail-Hotels.0-l553248621532661824-0.Travel-Guide-Filter-Hotels), a scenic hiking experience located 19.3km from Middletown, perfect for outdoor enthusiasts. For adrenaline seekers, the [Summit Point Motorsports Park](https://www.expedia.ca/Summit-Point-Motorsports-Park-Hotels.0-l6164103-0.Travel-Guide-Filter-Hotels), 35.4km away, offers thrilling motor racing. Alternatively, enjoy family-friendly adventures at [Watermelon Park Campground](https://www.expedia.ca/Watermelon-Park-Campground-Hotels.0-l553248621532661928-0.Travel-Guide-Filter-Hotels), situated 30.6km from town. **Nightlife** Experience the vibrant nightlife in Middletown by catching a show at the [Wayside Theater](https://www.expedia.ca/Wayside-Theater-Hotels.0-l6164044-0.Travel-Guide-Filter-Hotels), where culture and entertainment thrive. For a bit more adventure, head to the [Bright Box Theater](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) or [Winchester Little Theater](https://www.expedia.ca/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels), both offering captivating performances just a short drive away. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Middletown To save money during your trip to Middletown, Virginia, consider visiting between December and February, when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Saturdays are the priciest. Use Expedia to refine your preferences and find eco-friendly hotels, sorting by price for the best deals. You can also save by bundling your hotel, flights, and activities into one package. Exploring local parks and attractions can offer free or low-cost activities, making your vacation enjoyable without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Middletown are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Middletown is Tuesday. The most expensive day to stay in Middletown is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Middletown hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Middletown Middletown, Virginia, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore various points of interest, including local visitor centres and the beautiful rivers in the area. This charming town offers cultural experiences and family-friendly activities, ensuring a memorable vacation for all types of travellers looking to immerse themselves in nature and community. - **[Shenandoah River:](https://www.expedia.ca/Shenandoah-River-Hotels.0-l681974697590321152-0.Travel-Guide-Filter-Hotels)** Experience the serene beauty of the Shenandoah River, located a mere 12.9km from Middletown. Enjoy stunning scenery and outdoor activities like kayaking, fishing, or leisurely picnicking along the banks, making it perfect for nature lovers. - **[Front Royal Entrance Shenandoah National Park:](https://www.expedia.ca/Front-Royal-Entrance-Shenandoah-National-Park-Hotels.0-l6129961-0.Travel-Guide-Filter-Hotels)** Just 16.1km away, this visitor centre offers a gateway to adventure in Shenandoah National Park. Families can explore hiking trails, scenic views, and wildlife encounters, making it an ideal spot for outdoor enthusiasts. - **[Cedar Creek Battlefield Foundation:](https://www.expedia.ca/Cedar-Creek-Battlefield-Foundation-Hotels.0-l553248621532661823-0.Travel-Guide-Filter-Hotels)** Situated in Middletown, this historic site immerses visitors in the rich culture and history of the Civil War. Explore informative exhibits and guided tours that bring the past to life. ### Best time to go to Middletown The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 31.5°F (-0.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 35.1°F (1.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 42.6°F (5.9°C) | Light Rain | Mostly Sunny | Average | Average | | April | 53.2°F (11.8°C) | Light Rain | Mostly Sunny | Average | Average | | May | 62.6°F (17.0°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 70.9°F (21.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 75.7°F (24.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Average | Average | | September | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 36.7°F (2.6°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Middletown When visiting Middletown, Virginia, you can fly into two major airports. Washington Dulles International Airport ([IAD](https://www.expedia.ca/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels)) is situated 72.4km away. Nearby hotel options include the 4-star [Hyatt Regency Dulles](https://www.expedia.ca/Herndon-Hotels-Hyatt-Regency-Dulles.h150.Hotel-Information), located 1.6km from the airport, as well as the [Hilton Washington Dulles Airport](https://www.expedia.ca/Herndon-Hotels-Hilton-Washington-Dulles-Airport.h27218.Hotel-Information), which is 3.2km away. Eastern West Virginia Regional Airport (MRB) is 48.3km from Middletown, with accommodations like the 4-star [Hillbrook Inn](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) and the 3-star [Home2 Suites by Hilton Martinsburg](https://www.expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information), both situated approximately 11.6kms and 4.8km from the airport, respectively. Each hotel offers convenient access to its respective airport, ensuring a smooth start to your vacation. ## Recent reviews of Middletown hotels ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 5/5 Excellent "Nice place, still quite new. " A verified traveller stayed at Microtel Inn & Suites by Wyndham Winchester Posted 1 day ago [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 5/5 Excellent "Front desk was great! Room very nice" A verified traveller stayed at Comfort Inn & Suites Winchester Posted 3 days ago [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 5/5 Excellent "My wife and I are traveling with our dog and this hotel was very convenient off Rt81. Reasonable rates and pet friendly." A verified traveller stayed at Quality Inn Winchester Posted 4 days ago [](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.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 5/5 Excellent "Room style was very comfortable" A verified traveller stayed at SpringHill Suites by Marriott Winchester Posted 4 days ago [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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 5/5 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!" A verified traveller stayed at The George Washington Hotel, A Wyndham Grand Hotel Posted 6 days ago [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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 5/5 Excellent "As long as I don’t experience anything negative then my stay was great " A verified traveller stayed at Country Inn & Suites by Radisson, Winchester, VA Posted 6 days ago [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 5/5 Excellent "Everything was excellent: staff, room, lobby... it was a well crafted place. " A verified traveller from Cary stayed at DoubleTree by Hilton Front Royal Blue Ridge Shadows Posted 7 days ago [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![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 5/5 Excellent "Nice breakfast" A verified traveller stayed at La Quinta Inn & Suites by Wyndham Winchester Posted 7 days ago [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 5/5 Excellent "Over all it was very good " A verified traveller stayed at Ramada by Wyndham Strasburg/Shenandoah Valley Posted 8 days ago [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Middletown that travellers recommend? > [Wayside Inn](https://www.expedia.ca/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.ca/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.ca/Middletown-Hotels-Family-Hotel.0-0-d12013-tFamilyHotel.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Middletown? > [Wayside Inn](https://www.expedia.ca/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.ca/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.ca/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.ca/Middletown-Hotels-Cheap-Hotels.0-0-d12013-tCheapHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in Middletown for couples? > For a romantic escape, the [Wayside Inn](https://www.expedia.ca/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.ca/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? > 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. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Middletown hotel for you. ### 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 CA $85 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. 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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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)