Title: Greenwood Chalets from CA $634 | Expedia.ca [Hotels in Greenwood](https://expedia.ca/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)[Vacation Rentals in Greenwood](https://expedia.ca/Greenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)[Things to do in Greenwood](https://expedia.ca/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)[Greenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)[Greenwood Vacation Packages](https://expedia.ca/Greenwood.d6353665.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e96cb12bad892ab800a0c062fde27a98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karyn Leary # Search Chalets in Greenwood from CA $634 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Greenwood Chalets ![Exterior](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/30daf106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/870c116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/8cd1be48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/f4ae5de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Ridge Retreat Chestnut Springs 9.0/10 Wonderful (4) "Enjoyed our stay, the property was very nice, communicated with property manager regarding a few issues and they were responsive. Accommodated the number of guests we had. Could use a bigger parking area for amount of guests that could be accommodated. " CA $377 CA $807 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Roseland-Hotels-New-Hot-Tub-Wintergreen-Resort-Ski-Spa.h108916763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/18f9c95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/37c73183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/9e3a63ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/443b0d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Loaded 8BR in Wintergreen! Sleeps 23 Chestnut Springs CA $1,318 CA $2,584 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105500000/105493800/105493762/47de8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/106000000/105500000/105493800/105493762/c682f7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105500000/105493800/105493762/f7df4dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105500000/105493800/105493762/0d611b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elk Mountain Overlook: Breathtaking Views Afton 6.0/10 (2) "The location and view (and privacy) were outstanding. The house is cute, easily accommodates 2 people (4 would be ok, but bathroom sharing amongst 4 could be a challenge), and has all of the amenneties to ensure maximimum comfort (blue tooth speaker, decently stocked kitchen, coffee and related items, cute decor, and plenty of towels and hot water." CA $320 CA $634 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Afton-Hotels-Elk-Mountain-Overlook-Breathtaking-Views.h105493762.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=2025-10-19&endDate=2025-10-20®ionId=6353665&adults=2&lodging=CHALET&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%2FGreenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation) ## Top Greenwood Hotel Reviews ![Howard Johnson by Wyndham Staunton](//images.trvl-media.com/lodging/1000000/670000/663700/663617/932add2a_y.jpg) ### Howard Johnson by Wyndham Staunton 10/10 Excellent "Meh" [](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Holiday Inn Express & Suites Waynesboro East by IHG](//images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg) ### Holiday Inn Express & Suites Waynesboro East by IHG 10/10 Excellent "We stayed here twice in one week for the halfway point of our trip to Pigeon Forge. I would definitely recommend. The hotel was very clean, staff was very friendly and the breakfast was decent! " [](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/79000000/78150000/78144400/78144365/860e4e31_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Nice area parking limited and room was clean! " [](https://expedia.ca/Charlottesville-Hotels-Comfort-Inn-Suites.h78144365.Hotel-Information) ![Omni Charlottesville Hotel](//images.trvl-media.com/lodging/1000000/30000/21600/21589/39d36ee6_y.jpg) ### Omni Charlottesville Hotel 10/10 Excellent "Beautiful hotel. Clean and comfortable." [](https://expedia.ca/Charlottesville-Hotels-Omni-Charlottesville-Hotel.h21589.Hotel-Information) ![Country Inn & Suites by Radisson, Charlottesville-UVA, VA](//images.trvl-media.com/lodging/17000000/16170000/16163300/16163254/eeef487e_y.jpg) ### Country Inn & Suites by Radisson, Charlottesville-UVA, VA 10/10 Excellent "The staff was extremely helpful from the check in staff until the check out staff. Would definitely be staying in one of your hotels again " [](https://expedia.ca/Charlottesville-Hotels-Country-Inn-Suites-By-Radisson.h16163254.Hotel-Information) ![Extended Stay America Premier Suites - Charlottesville](//images.trvl-media.com/lodging/112000000/112000000/111997000/111996955/54cca5e7_y.jpg) ### Extended Stay America Premier Suites - Charlottesville 10/10 Excellent "Very clean great location " [](https://expedia.ca/Charlottesville-Hotels-Extended-Stay-America-Premier-Suites-Charlottesville.h111996955.Hotel-Information) ![Hampton Inn & Suites Charlottesville-At the University](//images.trvl-media.com/lodging/1000000/60000/56900/56864/88c29438_y.jpg) ### Hampton Inn & Suites Charlottesville-At the University 10/10 Excellent "Great location, walkable restaurants and shops, clean, comfortable, spacious lobby and breakfast areas" [](https://expedia.ca/Charlottesville-Hotels-Hampton-Inn-Suites-Charlottesville-At-The-University.h56864.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Beautiful, walkable area!" [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![DoubleTree by Hilton Hotel Charlottesville](//images.trvl-media.com/lodging/1000000/20000/11200/11153/fbee36d3_y.jpg) ### DoubleTree by Hilton Hotel Charlottesville 10/10 Excellent "friendly staff" [](https://expedia.ca/Charlottesville-Hotels-DoubleTree-By-Hilton-Hotel-Charlottesville.h11153.Hotel-Information) ## Find out more about Greenwood ## Greenwood Chalets information | Number of reviews | 3 | | --- | --- | | Accommodation | 12 Chalets | | Lowest Price | CA $634 | | Highest Price | CA $807 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Harriston](https://www.expedia.ca/4Star-Harriston-Hotels.s40-0-d553248635975847674.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Wayland Park](https://www.expedia.ca/5Star-Wayland-Park-Crozet-Hotels.s50-n553248635976469832-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - 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