Title: Sherando Chalets from CA $771 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Sherando from CA $771 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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 one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2025-11-14&endDate=2025-11-16&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) ## 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/109000000/108920000/108916800/108916763/870c116d.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. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy N. CA $379 CA $806 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseland-Hotels-New-Hot-Tub-Wintergreen-Resort-Ski-Spa.h108916763.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) ![Exterior](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/f2b6b704.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) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/ffba14b3.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" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler D. CA $1,212 CA $2,311 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Nellysford-Hotels-Luxury-Chalet.h62611923.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." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $431 CA $771 total includes taxes & fees Oct 19 - Oct 20 [](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=2025-10-31&endDate=2025-11-01®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 ![Quality Inn Waynesboro - Skyline Drive](//images.trvl-media.com/lodging/1000000/30000/22300/22261/dedaf9e2_y.jpg) ### Quality Inn Waynesboro - Skyline Drive 10/10 Excellent "The staff was very polite. The room was nice and spacious. One thing I would suggest is to put hand rails in the shower area. Thank you for our stay at Quality Inn Waynesboro - Skyline Drive." [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Waynesboro.h22261.Hotel-Information) ![Howard Johnson by Wyndham Staunton](//images.trvl-media.com/lodging/1000000/670000/663700/663617/99b5e75e_y.jpg) ### Howard Johnson by Wyndham Staunton 10/10 Excellent "the water was hot enough to take a shower " [](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "Breakfast was very minimal. Clean room. " [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Best Western Staunton Inn](//images.trvl-media.com/lodging/1000000/20000/18500/18431/5e29fbfa_y.jpg) ### Best Western Staunton Inn 10/10 Excellent "Very nice room. Breakfast was good as well" [](https://expedia.ca/Staunton-Hotels-Best-Western-Staunton-Inn.h18431.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Awesome" [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.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 "I didnt expect much from a cheaper hotel but I was so surprised by how well done the hotel it, my room was spotless, the bed was comfy, and the hot water was endless! " [](https://expedia.ca/Staunton-Hotels-Red-Roof-Inn-Staunton.h172815.Hotel-Information) ![Holiday Inn Staunton Conference Center by IHG](//images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d_y.jpg) ### Holiday Inn Staunton Conference Center by IHG 10/10 Excellent "Clean Property, excellent check-in super staff, especially in the hotel restaurant lounge area. Staff seems to be a little over work, but works completely as a team which makes that issue not issue for the customer you can tell they’re tired. Rooms are very clean. Parking is great close to the interstate. The only thing I would have to say is the hotel is a little worn out. Needs to update. We would stay there again " [](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.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 "Great, parked outside of the room…very well lit parking area. Staff was friendly. Room clean. " [](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Clarion Pointe Staunton East](//images.trvl-media.com/lodging/1000000/330000/328900/328834/150e95df_y.jpg) ### Clarion Pointe Staunton East 10/10 Excellent "Parking easy. Breakfast good. Need to have small tables for 2. All were for 4 people taken by 2 guests. Tall chairs not comfortable for breakfast." [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Suites.h328834.Hotel-Information) ## Find out more about Sherando ## Sherando Chalets information | Number of reviews | 32 | | --- | --- | | Accommodation | 14 Chalets | | Lowest Price | CA $771 | | Highest Price | CA $2,311 | ## 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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