Title: Book The Best Hotels in Middletown, VA for 2026 from CA $86 - 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) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&amenities=PETS) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&travelerType=family_friendly) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&lodging=CABIN) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&lodging=COTTAGE) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&lodging=CHALET) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&lodging=AGRITOURISM) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-20&d2=2026-02-20&amenities=WATER_PARK) ## Check prices for these dates Tonight [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown hotels ![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92ea6a73.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/ea0b1b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Middletown - Winchester South [](https://www.expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information) Middletown 5.8/10 (300 reviews) "I loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $85 CA $93 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/9e80fe83.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) ### Wayside Inn [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (422 reviews) "Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $98 CA $122 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/a99e6987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/e2fc1b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/9fcadc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/f3d25967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ANS Inn & Suites [](https://www.expedia.ca/Winchester-Hotels-ANS-Inn-Suites.h33110221.Hotel-Information) Winchester 7.4/10 Good (67 reviews) "Everyone here was so friendly. The cats in the lobby to greet guests was awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dinesh CA $87 CA $104 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Winchester-Hotels-ANS-Inn-Suites.h33110221.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.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/e1711cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) Winchester 8.6/10 Excellent (1,081 reviews) "Clean place, breakfast ok, warm and comfy, would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyle CA $95 CA $104 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/30000000/29420000/29415600/29415558/13b9ffb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29420000/29415600/29415558/782daa80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29420000/29415600/29415558/433e1ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/30000000/29420000/29415600/29415558/4900a051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### APM Inn & Suites [](https://www.expedia.ca/Winchester-Hotels-APM-Inn-Suites.h29415558.Hotel-Information) Winchester 6.6/10 (360 reviews) "Room was quite nice for the price, and check in lady was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glen CA $75 CA $86 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Winchester-Hotels-APM-Inn-Suites.h29415558.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/c10d20a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/3a796575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/48e1065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/917000/916960/6f69452b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winchester VA [](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Winchester-VA.h916960.Hotel-Information) Winchester 6.2/10 (624 reviews) "Easy to book." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $82 CA $89 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Winchester-VA.h916960.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/472dffdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/726eef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/28c2a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) Stephens City 8.0/10 Very good (637 reviews) "Spotless room, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy CA $97 CA $106 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Desk, blackout drapes, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9e309977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/7b28bc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/ae590780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/4ef3053b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information) Winchester 7.4/10 Good (1,001 reviews) "Clean, pet friendly and great check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita Willsie CA $98 CA $106 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/ba28a592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/9db9ba6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/ea4cccbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/1b8aa93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) Winchester 8.2/10 Very good (1,001 reviews) "It was clean and in a safe area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daryl CA $93 CA $105 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/fde0973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/cb88e2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ab6f1ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) Stephens City 8.2/10 Very good (818 reviews) "The room was spotless, staff is excellent. Well, recommend the stay to everyone I know" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelso CA $101 CA $110 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/69b7649a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/4bbed885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) Strasburg 8.4/10 Very good (1,001 reviews) "Great stay everyone friendly will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary K CA $103 CA $115 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/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) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/25562c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/0c5c6174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) Winchester 9.0/10 Wonderful (793 reviews) "Clean room, good breakfast, easy check in/out." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $128 CA $139 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/34142b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/e8d6877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/29f2198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) Strasburg 9.0/10 Wonderful (1,000 reviews) "We stay here every year on our way to NC. Always very nice and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $154 CA $172 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/c9f83fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/502f6bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/8f2087d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Winchester near University [](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) Winchester 7.8/10 Good (1,000 reviews) "great stay with breakfast too" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $102 CA $111 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/ab47e230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) Winchester 8.8/10 Excellent (517 reviews) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D CA $138 CA $156 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/23fa04d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Renoir](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/ff749f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Auberge Provencale Inn & Restaurant [](https://www.expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) Boyce 9.6/10 Exceptional (175 reviews) "This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA CA $294 CA $325 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.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) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/d39af4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/9604e34c.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) ### Candlewood Suites Winchester by IHG [](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) Winchester 8.8/10 Excellent (553 reviews) "The room was just the right temp, check in with my service dog was the most professional I’ve experienced! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shenandoah CA $120 CA $131 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/4baca37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/5df91a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/cd7ad69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) Winchester 9.0/10 Wonderful (1,001 reviews) "Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $107 CA $121 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/286743b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/c92a2849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/788ed1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/174386aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information) Winchester 6.6/10 (491 reviews) "Very comfortable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose David CA $88 CA $96 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/b1c7d60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/7c860f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/802c0401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) Winchester 8.8/10 Excellent (486 reviews) "Nice place to stay. Great staff and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stormy CA $154 CA $168 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.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=2026-02-18&endDate=2026-02-19®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) ## Stay near popular Middletown attractions ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164020) ### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6093271) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661823) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6164044) ### 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.ca/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.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&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 ![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 room was spotless , and the staff was very curtis" [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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 10/10 Excellent "Clean, bright, and up-to-date hotel. Friendly staff, warm pool, nice little exercise room. Standard hotel breakfast fare, but it was good, and staff was very kind about the bit of mess our toddlers made while eating (we offered to tidy up, and they said it was no problem!). Great experience. " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![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 10/10 Excellent "Room was very clean and spacious, staff was wonderful!" [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 place, breakfast ok, warm and comfy, would stay again" [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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 "The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)" [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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 "Clean nice room Great location for restaurants " [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Courtyard by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Very clean room, nice friendly staff, delicious food at the restaurant " [](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.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 "All good!" [](https://expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Comfort Inn Woodstock Shenandoah](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d_y.jpg) ### Comfort Inn Woodstock Shenandoah 10/10 Excellent "Staff very friendly and room was very clean" [](https://expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.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 CA $95 CA $104 total Feb 8 - Feb 9 includes taxes & fees 8.4/10 Very Good! (1,076 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 $103 CA $115 total Feb 10 - Feb 11 includes taxes & fees 8.2/10 Very Good! (1,005 reviews) [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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 $116 CA $126 total Feb 9 - Feb 10 includes taxes & fees 9/10 Wonderful! (1,439 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Winchester 195 Kernstown Commons Blvd Winchester VA CA $127 CA $138 total Feb 7 - Feb 8 includes taxes & fees 9.4/10 Exceptional! (1,100 reviews) [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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 $139 CA $158 total Feb 15 - Feb 16 includes taxes & fees 9/10 Wonderful! (1,003 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 $146 CA $159 total Mar 1 - Mar 2 includes taxes & fees 9.4/10 Exceptional! (804 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 61 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 108 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. ## Frequently asked questions ### What is the best area to stay in Middletown? > This quaint area is the heart of Middletown, offering a relaxed pace with its collection of historic buildings and local businesses. You'll find a few independent shops and eateries dotted along Main Street, providing a pleasant environment for a stroll. The main crossroads of Main Street and Fairfax Street marks the centre of this small but welcoming community. > > > Couples looking for a peaceful getaway will find downtown Middletown perfect. It offers a quiet setting for a romantic break, with the convenience of local dining options within walking distance. ### What are the best hotels in Middletown that travellers recommend? > The Wayside Inn, a 3.5-star hotel, has an excellent 9.2 rating. Guests frequently mention the comfortable and clean rooms, the incredible food, and the helpful staff. It also offers evening entertainment and is located just 2.0 km from Cedar Creek and Belle Grove National Historical Park. > > > Another highly recommended option is the Econo Lodge Inn & Suites. This hotel is praised for its clean and spotless rooms and offers convenient amenities such as free accessible parking and RV, bus, and truck parking. ### What are the best family hotels in Middletown? > The 3.5-star Wayside Inn, with an excellent 9.2 rating, is a great choice for families. It offers highchairs for children and free rollaway extra beds, along with early check-in options. Guests frequently mention the comfortable and clean rooms, the incredible food, and the friendly, helpful staff. The hotel is also conveniently located just 2.0 km from Cedar Creek and Belle Grove National Historical Park. > > > Another option is the Econo Lodge Inn & Suites, which provides free cribs and sofa beds, making it suitable for families. Guests appreciate the clean and spotless rooms, and free self-parking and free WiFi are also available. 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? > The Econo Lodge Inn & Suites is a practical option for travellers with pets, as pets are permitted at this establishment. Guests have frequently commented on the clean and spotless rooms. The hotel also offers free WiFi and complimentary self-parking, along with free cribs for those travelling with infants. 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? > This hotel offers complimentary self-parking and free WiFi. Guests appreciate the clean and spotless rooms, and for those travelling with infants, free cribs are available. Early check-in can also be arranged. 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? > The Wayside Inn, a 3.5-star hotel with an impressive 9.2 rating, is particularly well-suited for couples, offering a dedicated couples dining experience. Guests frequently highlight the comfortable and clean rooms, incredible food, and the very helpful staff. The hotel also provides free WiFi and free self-parking, and is conveniently located just 2.0 km from Cedar Creek and Belle Grove National Historical Park, making it ideal for exploring local attractions together. See all [romantic hotels in Middletown](https://www.expedia.ca/Middletown-Hotels-Romantic-Hotel.0-0-d12013-tRomanticHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Middletown near Cedar Creek and Belle Grove National Historical Park? > This 3.5-star hotel, with an impressive 9.2 rating, is situated just 2.0 km from the historical park, making it very accessible for visits. Guests frequently praise the comfortable and clean rooms, as well as the incredible and amazing food. The staff are consistently described as very friendly and helpful. Families will appreciate the availability of highchairs for children and free rollaway extra beds. The hotel also offers early check-in options, which can be convenient for travellers. Its beautiful decor and a great bar further enhance the guest experience. ### When is the best time to go to Middletown? > These seasons offer pleasant weather, with mild temperatures and lower humidity, making it ideal for exploring the area's natural beauty and historical sites. Spring brings blooming flowers and lush greenery, while autumn showcases stunning fall foliage. > > > Couples looking for a romantic getaway will appreciate the comfortable climate for leisurely walks through historic downtown or visits to local vineyards. The picturesque scenery during these months also provides a lovely backdrop for outdoor activities. > > > Families travelling with children will find these seasons superb for enjoying outdoor attractions without the discomfort of extreme heat or cold. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Middletown hotel booking with Expedia? ### How much is the nightly rate at a Middletown hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Stephens City ](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels) - [Hotels near Apple Blossom Mall ](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Ridge Shadows Golf Club ](https://www.expedia.ca/Blue-Ridge-Shadows-Golf-Club-Hotels.0-l553248621532661832-0.Travel-Guide-Filter-Hotels) - [Hotels near Bright Box Theater ](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) - 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