Title: Sherando Chalets from CA $772 | Expedia.ca [Hotels in Sherando](https://expedia.ca/Sherando-Hotels.d553248634999427295.Travel-Guide-Hotels)[Vacation Rentals in Sherando](https://expedia.ca/Sherando-Vacation-Rentals.d553248634999427295.Travel-Guide-VacationRentals)[Sherando Car Rentals](https://expedia.ca/Car-Rentals-In-Sherando.d553248634999427295.Car-Rental-Guide)[Sherando Vacation Packages](https://expedia.ca/Sherando.d553248634999427295.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Sherando from CA $772 ![](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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Sherando 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/a1d8182f.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) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/8cd1be48.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 $378 CA $804 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseland-Hotels-New-Hot-Tub-Wintergreen-Resort-Ski-Spa.h108916763.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) ![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105500000/105493800/105493762/w1198h799x0y2-48831f10.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 $431 CA $772 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Afton-Hotels-Elk-Mountain-Overlook-Breathtaking-Views.h105493762.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/dfad674a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/46538bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/f2b6b704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/72468ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Chalet, Best Views in Virginia Wintergreen Resort 9.8/10 Exceptional (30) "Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic" CA $1,208 CA $2,303 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Nellysford-Hotels-Luxury-Chalet.h62611923.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=2025-10-27&endDate=2025-10-28®ionId=553248634999427295&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FSherando-Chalets.d553248634999427295-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSherando-Chalets.d553248634999427295-aaChalets.Travel-Guide-Accommodation) ## Top Sherando Hotel Reviews ![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 "Everything was top notch " [](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information) ![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "Shower stall was too small, one bed squeaked and creaked, breakfast food and coffee weren’t hot, breakfast food wasn’t refilled, no place to sit in the room other than the bed or one desk chair." [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Quality Inn Verona - Staunton North](//images.trvl-media.com/lodging/1000000/180000/172800/172798/a429ddd5_y.jpg) ### Quality Inn Verona - Staunton North 10/10 Excellent "Basic, low-end motel, refurbished and in OK shape. Breakfast OK, Staff friendly. Did the job, but not memorable in any way." [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.Hotel-Information) ![Comfort Inn & Suites Staunton](//images.trvl-media.com/lodging/1000000/10000/4300/4272/f4b37015_y.jpg) ### Comfort Inn & Suites Staunton 10/10 Excellent "Convenient to town. Clean and affordable." [](https://expedia.ca/Staunton-Hotels-Comfort-Inn-Suites.h4272.Hotel-Information) ![Red Roof Inn Staunton](//images.trvl-media.com/lodging/1000000/180000/172900/172815/fb49b2c6_y.jpg) ### Red Roof Inn Staunton 10/10 Excellent "." [](https://expedia.ca/Staunton-Hotels-Red-Roof-Inn-Staunton.h172815.Hotel-Information) ![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "The room was very clean, fast check in, the bed wasn't super comfortable but for less expensive lodging it was completely acceptable. I was impressed." [](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![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 "good location" [](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg) ### Comfort Inn 10/10 Excellent "Was very clean" [](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information) ![Holiday Inn Express & Suites Staunton by IHG](//images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg) ### Holiday Inn Express & Suites Staunton by IHG 10/10 Excellent "Reception was fantastic." [](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information) ## Find out more about Sherando ## Sherando Chalets information | Number of reviews | 32 | | --- | --- | | Accommodation | 14 Chalets | | Lowest Price | CA $772 | | Highest Price | CA $2,303 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Deer Springs](https://www.expedia.ca/2Star-Deer-Springs-Nellysford-Hotels.s20-n553248635976470298-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - [B&B in Afton](https://www.expedia.ca/Afton-Bed-And-Breakfast.d6056907-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Afton](https://www.expedia.ca/Afton-Guest-Houses.d6056907-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Afton](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d6056907-tCheapHotels.Travel-Guide-Filter-Hotels) - 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