Title: The Best Windsor, VT Chalets from $485 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx7881)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d7881.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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor chalets ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123270000/123267000/123266945/e9ee5480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123270000/123267000/123266945/fa430ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123270000/123267000/123266945/8cd00c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123270000/123267000/123266945/45bdedf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub [](https://www.expedia.com/Killington-Hotels-Fabulous-4-Bedroom-Chalet-In-Tranquil-Killington-Getaway-With-Gorgeous-Hot-Tub.h123266945.Hotel-Information) North Sherburne 8.0/10 Very Good (12 reviews) $430 nightly $485 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-Fabulous-4-Bedroom-Chalet-In-Tranquil-Killington-Getaway-With-Gorgeous-Hot-Tub.h123266945.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/400cdd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/ecac89c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/1a4e96ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/a250ff08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14 [](https://www.expedia.com/Killington-Hotels-BearHaus-New-Reno.h89982066.Hotel-Information) Killington 9.6/10 Exceptional (5 reviews) "Great property - excellent hosts. Close to mountain and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric D. $790 nightly $893 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-BearHaus-New-Reno.h89982066.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/8d12bb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/7f709f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/39882109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/aaabeade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle [](https://www.expedia.com/Killington-Hotels-Kilbourne-LodgeMid-Century-Chalet-Killington-RdPet-Family-Friendly.h80813386.Hotel-Information) Killington 9.4/10 Exceptional (8 reviews) "Great stay, thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret R. $1,329 nightly $1,502 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-Kilbourne-LodgeMid-Century-Chalet-Killington-RdPet-Family-Friendly.h80813386.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.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27®ionId=7881&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.com/deals?rfrr=AA_SPRING_PROMO_7881) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CHALET) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Chalets.d7881-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Chalets.d7881-aaChalets.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Nice place to stay and room had a view of Superstar slope. " [](https://expedia.com/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Summit Lodge](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/bdef58fa_y.jpg) ### Summit Lodge 2/10 Terrible "We had a horrible stay and will not stay at this hotel again. This hotel has a lot of problems. The temperature in the room was so hot and the thermostat did not work. I ended up having to open the window and the door to cool the room down. The hot water took over 10 minutes to warm up. On our second and third nights, there was no water from about 6pm to 10pm. I saw one guest dip a small empty trash can in the hot tub to fill it with water so he could flush the toilet in his room. He was very upset. The beds are old, squeaky, and uncomfortable due to one side sunk lower than the other (likely due to guests sleeping in the same over a period of years). But the worst thing is that after we sat down for the breakfast buffet on our last day. My son found an approximately quarter inch silver hexagonal bolt on his plate (I have a photo), which appear to have been embedded in the home fries/potatoes. This was such a shock. I have never seen or experienced anything like that. Why would a bolt be embedded in the food? I immediately reported the incident to the front desk clerk and she went and got the lady/server/attendant responsible for the breakfast buffet. She took a look and appeared surprised but simply said she had no idea how it got there, apologized, and asked me for my room number. Fortunately, my son saw it and luckily he did not scoop it into his mouth, which certainly would have broken his tooth. I request a full refund from this hotel. Horrible experience. Unforgivable." [](https://expedia.com/Killington-Hotels-Summit-Lodge.h1102506.Hotel-Information) ![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Clean spacious rooms. Easy access for skiing. Staff were friendly. Great amenities for kids, good clean pool. " [](https://expedia.com/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Great place! Close to the mountain and restaurants on access road. " [](https://expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Fireside Inn & Suites West Lebanon](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/43f4036d_y.jpg) ### Fireside Inn & Suites West Lebanon 8/10 Good "Great breakfast, and pool / hot tub. Atrium with coy pond and turtles inside. Close to everything. Multiple rooms have massage chairs. Gift shop was stocked well too." [](https://expedia.com/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Love staying here. Staff is amazing! Super attentive. Great food at the restaurant. Cozy lodge feel. Basically on the mountain Without being ski in ski out. This is where I always stay when visiting killington. " [](https://expedia.com/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/ba27b41f_y.jpg) ### White River Inn and Suites 10/10 Excellent "Conditions of room was nice and roomy, temperature was perfect " [](https://expedia.com/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/ffe7105d_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 4/10 Poor "Room was too hot and there was no way to control thermostat " [](https://expedia.com/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/fae277d0_y.jpg) ### Mountain Sports Inn 10/10 Excellent "The property is " [](https://expedia.com/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ## Find out more about Windsor ## Windsor Chalets information | Number of reviews | 13 | | ----------------- | ---------- | | Accommodation | 46 Chalets | | Lowest Price | $485 | | Highest Price | $1,502 | ## Explore a world of travel with Expedia - 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