Title: Middletown Chalets | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)[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.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samantha Keyes # Search Chalets in Middletown - ![](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 ## Check prices for these dates Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown Chalets ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w3000h2008x0y0-bf30339c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/f8c39a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w2733h1534x0y0-b80d3d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w3000h2000x0y0-8c29bfa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Access Cabin w Hot Tub, Grill, Firepit, WiFi Luray 8.6/10 Excellent (11) "We had a good, relaxing stay here. The kitchen was nicely equipped, the firepit was great. Very nice location for accessing the river for tubing fun!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth F. CA $208 CA $412 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Luray-Hotels-River-Access-Cabin-W-Hot-Tub.h105649038.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/92da9e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/f9354717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/ebf7692c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/12c16936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi Augusta 9.6/10 Exceptional (14) "Loved the beautiful scenery and location. Very peaceful and relaxing. Just what we were looking for. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mindy R. CA $248 CA $420 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Augusta-Hotels-Mountaintop-Chalet-W-Amazing-Views.h76890990.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/1ea14aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/de547988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/w1800h1180x0y23-33f4a91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/d247b2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets Rio 9.0/10 Wonderful (4) "Clean, comfortable cabin, and very effective communication from the host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keely CA $191 CA $347 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Rio-Hotels-Cozy-W-Hot-Tub.h113684040.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=2025-12-07&endDate=2025-12-08®ionId=12013&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true) ![](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=AA_BF_PROMO_12013) ## Find vacation rentals that suit your style Cabins [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=CABIN) Apartments [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=APARTMENT) Private vacation homes [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=VACATION_HOME) Cottages [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=COTTAGE) Chalets [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=CHALET) Condos [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=CONDO) Villas [](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=2026-02-20&d1=2026-02-20&endDate=2026-02-23&d2=2026-02-23&lodging=VILLA) ![](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-Chalets.d12013-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Chalets.d12013-aaChalets.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Red Roof Inn Winchester, VA](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9bc5a360_y.jpg) ### Red Roof Inn Winchester, VA 10/10 Excellent "Just what you expect from Red Roof Inn. Things are a little beat up, but most things work and you get a place to stay with no bugs, and no pet fee" [](https://expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "As long as I don’t experience anything negative then my stay was great " [](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 10/10 Excellent "Everything was excellent: staff, room, lobby... it was a well crafted place. " [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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 "Breakfast was good. Room was clean. Very comfortable bed." [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 10/10 Excellent "Over all it was very good " [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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 "Good price, good location " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "No breakfast meats , no homefries" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Clean, quiet room. Very friendly service. The bar and restaurant, when open, is very nice and convenient. " [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Hampton Inn & Suites Woodstock, VA](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/53fbbcfb_y.jpg) ### Hampton Inn & Suites Woodstock, VA 10/10 Excellent "The room was very clean. The check in employee was friendly and courteous. " [](https://expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information) ## Find out more about Middletown ## Middletown Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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) - [Apartments in Boyce](https://www.expedia.ca/Boyce-Apartments.d184084-aaApartments.Travel-Guide-Accommodation) - [B&B in Boyce](https://www.expedia.ca/Boyce-Bed-And-Breakfast.d184084-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Motels in Winchester](https://www.expedia.ca/Winchester-Motels.d6056879-aaMotels.Travel-Guide-Accommodation) - [Flights to Front Royal](https://www.expedia.ca/Cheap-Flights-To-Front-Royal.d7312.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Star Tannery](https://www.expedia.ca/lp/flights/3000460674/flights-from-star-tannery) - [Flights from Blacksburg (BCB) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Front Royal (FRR)](https://www.expedia.ca/lp/flights/bwi/frr/baltimore-to-front-royal) - [Flights from Baltimore (BWI) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Denver (DEN) to Winchester (WGO)](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester) - 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[Flights from Toronto (YYZ) to Winchester (WGO)](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester) - [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Front Royal Entrance Shenandoah National Park](https://www.expedia.ca/Front-Royal-Entrance-Shenandoah-National-Park-Front-Royal.d6129961.Vacation-Attraction) - [Skyline Caverns](https://www.expedia.ca/Skyline-Caverns-Front-Royal.d6093201.Vacation-Attraction) - [Budget Rental Cars in Front Royal](https://www.expedia.ca/Budget-Car-Rentals-In-Front-Royal.d7312-c39.Car-Rental-Guide-Suppliers) - [Car rental Front Royal](https://www.expedia.ca/Car-Rentals-In-Front-Royal.d7312.Car-Rental-Guide) - [Book Chalets in Middletown on Expedia.com](https://www.expedia.com/Middletown-Chalets.d12013-aaChalets.Travel-Guide-Accommodation)