Title: Book the Best Middletown Ski Hotels in 2026 from CA $68 | 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) ![Beautiful drive up to this plantation. You can take a tour of it as well. ](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Sutton ![](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.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 ## Check availability on Middletown Ski Hotels Tonight [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown ski hotels ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/902dd466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/5329d3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/c6dcd95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/159749b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities [](https://www.expedia.ca/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) Luray 9.6/10 Exceptional (73 reviews) "Very nice place and very well set up and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam Y. CA $179 CA $429 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/3b7c41d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/ccabcced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/47a00baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/310143cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA [](https://www.expedia.ca/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) Rileyville 9.8/10 Exceptional (316 reviews) "Cabin had rustic vibes but is very well taken care of and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $202 CA $363 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.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 (1,000 reviews) "Nice room and good location for an overnight stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $104 CA $116 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/84eb785d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/53fbbcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/a3047346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Woodstock, VA [](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information) Woodstock 8.8/10 Excellent (1,000 reviews) "Check in was easy, convenient location to highway, indoor pool major bonus - even though it was too cold to swim in. We stayed twice within a week. Would recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $123 CA $138 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.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) ![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) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/c096d0d5.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) ### TownePlace Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) Winchester 8.8/10 Excellent (493 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 Mar 15 - Mar 16 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/7d19f317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/6c6eef3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/ef3774ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/a72bbe33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Front Royal, VA [](https://www.expedia.ca/Winchester-Hotels-Motel-6-Front-Royal.h3182072.Hotel-Information) Front Royal 6.8/10 (506 reviews) "Nice room. Very clean. No continental breakfast. Had to climb 9 stairs to get into lobby. Night attendant was very nice." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debbie CA $61 CA $68 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winchester-Hotels-Motel-6-Front-Royal.h3182072.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/50dde1f0.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 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) Old Town Winchester 9.4/10 Exceptional (1,006 reviews) "We stay here often on our travels between NC and NJ. The hotel is adjacent to Old Winchester which is a closed off road with many shops and restaurants. The hotel rooms are very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $167 CA $189 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/d92b1c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/4c7ae30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) Front Royal 9.0/10 Wonderful (1,000 reviews) "The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $155 CA $171 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f7d693d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/d80b6458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/3d395fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f8332737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vue - Mountain Top hot tub overlooking the Shenandoah River [](https://www.expedia.ca/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) Front Royal 10/10 Exceptional (17 reviews) "We had a phenomenal stay! The view was absolutely breathtaking, and the house was well-kept and comfortable. We’re already talking about our next trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan P. CA $323 CA $717 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104940000/104933900/104933841/20f76134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104940000/104933900/104933841/bd1f5c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/105000000/104940000/104933900/104933841/f9c6b604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104940000/104933900/104933841/d3ba2053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pets? YES! Hot Tub ★ Fast Wi-Fi ★ Pool Table ★ Foosball [](https://www.expedia.ca/Edinburg-Hotels-Pets-YES-Hot-Tub-Fast-Wi-Fi-Pool-Table-Foosball.h104933841.Hotel-Information) Edinburg 10/10 Exceptional (18 reviews) "Loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew H. CA $706 CA $1,245 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Edinburg-Hotels-Pets-YES-Hot-Tub-Fast-Wi-Fi-Pool-Table-Foosball.h104933841.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=2026-03-28&endDate=2026-03-29®ionId=12013&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at ski hotels in Middletown Resort 4 stars 5 stars Spa Family-friendly ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_12013) ## Top Middletown Hotel Reviews ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Cute location " [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "No comment " [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Hampton Inn & Suites Woodstock, VA](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/79c45bf6_y.jpg) ### Hampton Inn & Suites Woodstock, VA 8/10 Good "Under renovations (which are needed!). The hot tub timer/jets did not work. It was not piping hot but adequate. The pool was nice. From our fourth floor room, you could hear traffic. The t.v. was on a dresser along the same wall as the bed so hubby had to pull the dresser out from the wall to be able to watch t.v. while in bed. Breakfast was typical fare. Lobby is good." 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