---
title: "The Best Greenwood, VA Chalets from $878 | Expedia"
description: "Find Greenwood Chalets on Expedia.com. Read real user reviews of over 1,000,000 Properties worldwide. No Expedia cancellation fee."
canonical: "https://www.expedia.com/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T05:06:41Z
---

Plan your trip

- [Greenwood Travel Guide](https://www.expedia.com/Greenwood.dx6353665)
- [Hotels in Greenwood](https://www.expedia.com/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)
- [Flights to Greenwood](https://www.expedia.com/Cheap-Flights-To-Greenwood.d6353665.Travel-Guide-Flights)
- [Things to do in Greenwood](https://www.expedia.com/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)
- [Car Rentals in Greenwood](https://www.expedia.com/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)
- [Greenwood Vacation Packages](https://www.expedia.com/Greenwood.d6353665.Destination-Travel-Guides)
- [Vacation Rentals in Greenwood](https://www.expedia.com/Greenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)

![A body of water reflecting sunlight with clouds in the sky.](https://images.trvl-media.com/place/553248621532658248/17687aa9-e854-4fd2-9f86-a164a608b213.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Karyn Leary

# Greenwood Chalets

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### Upfront pricing
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## Find vacation rentals that suit your style

[Cabins](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CABIN)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=COTTAGE)

[Apartments](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APARTMENT)

[Chalets](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CHALET)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APART%5FHOTEL)

[Condos](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CONDO)

[Villas](https://www.expedia.com/Hotel-Search?destination=Greenwood,%20Virginia,%20United%20States%20of%20America&regionId=6353665&latLong=38.051785,-78.757762&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=VILLA)

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## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=6353665&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=CHALET)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=6353665&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Greenwood chalets

### [1\. Fully Loaded 8BR in Wintergreen! Sleeps 23](https://www.expedia.com/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information)

![A large, two-story house with multiple decks and a spacious front porch, surrounded by dense forest.](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/e8f3a6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Chestnut Springs
- Guest rating: 9.8/10 (Exceptional, 17 reviews)
- Price: $1,335 nightly, $1,499 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Greenwood chalets
- Review: Excellent amenities and host was attentive. Great place to stay with a large group. , by Karen N.

### [2\. Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16](https://www.expedia.com/Nellysford-Hotels-6BR-Woodland-Retreat-Hot-Tub.h104935080.Hotel-Information)

![A cabin with a deck, surrounded by dense forest.](https://images.trvl-media.com/lodging/105000000/104940000/104935100/104935080/ba5b4ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Deer Springs
- Guest rating: 10/10 (Exceptional, 11 reviews)
- Price: $806 nightly, $879 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Greenwood chalets
- Review: It's a nice house, and check in/out was super easy., by Chris R.

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://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=6353665&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Learn more about Greenwood

Escape to Greenwood! Enjoy its wineries.

[See all hotels in Greenwood](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2&regionId=6353665)

![A body of water reflecting sunlight with clouds in the sky.](https://images.trvl-media.com/place/553248621532658248/17687aa9-e854-4fd2-9f86-a164a608b213.jpg?impolicy=fcrop&w=624&h=1111&p=1&q=high)

Photo by Karyn Leary

## Top reviews in Greenwood

### [Best Western Plus Waynesboro Inn & Suites Conference Center](https://www.expedia.com/Staunton-Hotels-Best-Western-Plus-Waynesboro-Inn-Suites-Conference-Center.h1677369.Hotel-Information)

![A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/b25accc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: The old guy makes me feel weird great staff and service besides him., by Brandon, February 1, 2024, rated 10/10 Excellent

### [English Inn of Charlottesville](https://www.expedia.com/Charlottesville-Hotels-English-Inn-Of-Charlottesville.h12371944.Hotel-Information)

![A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.](https://images.trvl-media.com/lodging/13000000/12380000/12372000/12371944/09803645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: The Meadows
- Review: The decor was of the times if visiting Monticello, etc. with excellent location to historical sites and the service was great. The rooms were clean and the breakfast was top notch!!!...even had french toast with perfectly cooked bacon😍...Will definitely stay there again❣️, by Tina, June 14, 2025, rated 10/10 Excellent

### [Hampton Inn Waynesboro/Stuarts Draft](https://www.expedia.com/Fishersville-Hotels-Hampton-Inn-WaynesboroStuarts-Draft.h795115.Hotel-Information)

![A Hampton Inn by Hilton hotel with a modern facade, a large sign, and a well-maintained front lawn.](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/32798081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Fishersville
- Review: Everyone went above and beyond to ensure my stay was comfortable., by Justin, August 24, 2015, rated 10/10 Excellent

### [Afton Mountain Inn](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information)

![A covered porch with a wooden deck, a round table, a bench, and a cushioned seating area with striped pillows.](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/c72d1781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Afton
- Review: Cool old farmhouse in a rustic setting. It was clean and easy to book and stay. No staff on-site, but it was no problem. Everything is done online. Would recommend it to friends and family, by Gibson, October 27, 2026, rated 10/10 Excellent

### [Sleep Inn Staunton](https://www.expedia.com/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information)

![A Sleep Inn by Choice Hotels with a parking lot, a building with a sign, and two flagpoles with flags.](https://images.trvl-media.com/lodging/1000000/170000/168400/168389/64ebe7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: This was just an overnight stop on our way home but we enjoyed the hotel. It was recently renovated and was very nice, very clean. I like the laminate flooring in the room. (Hotel carpet can be questionable) We would stay there again., by Anonymous traveler, May 15, 2024, rated 10/10 Excellent

### [Residence Inn Marriott Waynesboro](https://www.expedia.com/Staunton-Hotels-Residence-Inn-Marriott-Waynesboro.h2333440.Hotel-Information)

![A residential building complex with multiple houses, a parking lot, and a grassy area.](https://images.trvl-media.com/lodging/3000000/2340000/2333500/2333440/32da8def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: Rooms were clean, spacious, and included all of the amenities needed when traveling with a toddler., by Kimberly, May 2, 2024, rated 10/10 Excellent

### [Tru By Hilton Staunton](https://www.expedia.com/Staunton-Hotels-Tru-By-Hilton-Staunton.h29142906.Hotel-Information)

![A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a well-lit entrance.](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/2b669dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: Very nice stay, by Marisa, September 7, 2025, rated 10/10 Excellent

### [Wingate by Wyndham Waynesboro](https://www.expedia.com/Staunton-Hotels-Holiday-Inn-Express-Hotel-Suites-Waynesboro-Route-340.h60770.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60800/60770/1b03ead6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: There simply aren’t enough nice things to say about the fabulous staff here. We had stayed a couple of days before Christmas and they had had a little Santa in the room stating that my children had found Santa so they could come pick wrapped gifts from the lobby. Rooms were very clean. Breakfast was lovely and again the staff just makes the place., by CHRISTINA, December 28, 2024, rated 10/10 Excellent

### [Holiday Inn Express & Suites Staunton by IHG](https://www.expedia.com/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![A multi-story hotel with a covered entrance, parking lot, and a clear sky.](https://images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/53304aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: Great location to stay and take advantage of the hiking options in the George Washington National Forest, by Nicholas, February 9, 2024, rated 10/10 Excellent

### [Grey Pine Lodge](https://www.expedia.com/Waynesboro-Hotels-Grey-Pine-Lodge.h133218490.Hotel-Information)

![A wooden deck with railings, a staircase, and a view of a forested area.](https://images.trvl-media.com/lodging/134000000/133220000/133218500/133218490/ceb09010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: It was a very pleasant stay. The room was nice. My only complaint would be that there was no ice machine. Also if you need anything there is no staff present. Such as towels. Fortunately I was good with what I had., by Dwayne, November 10, 2026, rated 10/10 Excellent

### [Montfair Resort Farm](https://www.expedia.com/Charlottesville-Hotels-Montfair-Resort-Farm.h21194395.Hotel-Information)

![A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.](https://images.trvl-media.com/lodging/22000000/21200000/21194400/21194395/77016fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Crozet
- Review: I and my family loved loved LOVED this resort! So close to everything! The cabin was adorable and my 4 year old and hubby had the best time! It was so nice to be out in the wilderness but also feel so safe! We will definitely be back!, by Emily, May 28, 2024, rated 10/10 Excellent

### [Hampton Inn Staunton](https://www.expedia.com/Staunton-Hotels-Hampton-Inn-Staunton.h1382.Hotel-Information)

![A hotel entrance with a covered walkway, a parking lot, and a bench.](https://images.trvl-media.com/lodging/1000000/10000/1400/1382/a897fe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: Friendly staff, good location. Breakfast could have been better for the price. Scrambled eggs were dry. Otherwise, we enjoyed our stay., by Dorothy, November 15, 2024, rated 10/10 Excellent

### [Avid Hotel Staunton](https://www.expedia.com/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information)

![A modern hotel building with a sign indicating it is an Avia hotel.](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/a90f06ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: We had a really nice stay with young kids. Clean, and great breakfast. We enjoyed getting to chat with front desk staff, Abhi, by Dylan, December 24, 2024, rated 10/10 Excellent

### [Hotel 24 South](https://www.expedia.com/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information)

![A large brick building with multiple windows and a central entrance.](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/b13a3aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: It’s a beautiful old hotel, and the staff are lovely. It is our go to place in Staunton., by Barbara, November 9, 2026, rated 10/10 Excellent

### [Super 8 by Wyndham Waynesboro](https://www.expedia.com/Staunton-Hotels-Super-8-By-Wyndham-Waynesboro.h39867.Hotel-Information)

![A hotel with a prominent 'Super 8' sign, a covered entrance, and a parking lot.](https://images.trvl-media.com/lodging/1000000/40000/39900/39867/34e2229a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: Great hotel, by Mauricio, August 18, 2024, rated 10/10 Excellent

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- [B&B in Crozet](https://www.expedia.com/Crozet-Bed-And-Breakfast.d6046211-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Charlottesville Hotels](https://www.expedia.com/Charlottesville-Hotels.d6057012.Travel-Guide-Hotels)
- [Vacation Homes in Avon](https://www.expedia.com/Avon-Private-Vacation-Homes.d553248635975855273-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Harrisonburg Hotels](https://www.expedia.com/Harrisonburg-Hotels.d6056902.Travel-Guide-Hotels)
- [Vacation Homes in Greenwood](https://www.expedia.com/Greenwood-Private-Vacation-Homes.d6353665-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Afton](https://www.expedia.com/Afton-Cottages.d6056907-aaCottages.Travel-Guide-Accommodation)
- [Hotels near Shenandoah National Park](https://www.expedia.com/Shenandoah-National-Park-Hotels.0-l6025893-0.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Crozet](https://www.expedia.com/Crozet-Hotels-Hotel-With-Pool.0-0-d6046211-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels near Veritas Vineyard and Winery](https://www.expedia.com/Veritas-Vineyard-And-Winery-Hotels.0-l6093181-0.Travel-Guide-Filter-Hotels)
- [Cottages in Crozet](https://www.expedia.com/Crozet-Cottages.d6046211-aaCottages.Travel-Guide-Accommodation)
- [Motels in Charlottesville](https://www.expedia.com/Charlottesville-Motels.d6057012-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Avon](https://www.expedia.com/Avon-Cottages.d553248635975855273-aaCottages.Travel-Guide-Accommodation)
- [Flights from New York (NYC) to Charlottesville (CHO)](https://www.expedia.com/lp/flights/nyc/cho/new-york-to-charlottesville)
- [Flights to Charlottesville](https://www.expedia.com/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights)
- [Flights to Waynesboro](https://www.expedia.com/Cheap-Flights-To-Waynesboro.d6733.Travel-Guide-Flights)
- [Flights from Greenwood](https://www.expedia.com/lp/flights/6353665/flights-from-greenwood)
- [Flights to Afton](https://www.expedia.com/Cheap-Flights-To-Afton.d6056907.Travel-Guide-Flights)
- [Flights from Stuarts Draft](https://www.expedia.com/lp/flights/6056908/flights-from-stuarts-draft)
- [Flights from Afton](https://www.expedia.com/lp/flights/6056907/flights-from-afton)
- [Flights from Chicago (ORD) to Charlottesville (CHO)](https://www.expedia.com/lp/flights/ord/cho/chicago-to-charlottesville)
- [Flights from Atlanta (ATL) to Charlottesville (CHO)](https://www.expedia.com/lp/flights/atl/cho/atlanta-to-charlottesville)
- [Flights to Greenwood](https://www.expedia.com/Cheap-Flights-To-Greenwood.d6353665.Travel-Guide-Flights)
- [Flights to Crozet](https://www.expedia.com/Cheap-Flights-To-Crozet.d6046211.Travel-Guide-Flights)
- [Flights from Boston (BOS) to Charlottesville (CHO)](https://www.expedia.com/lp/flights/bos/cho/boston-to-charlottesville)
- [Flights from Crozet](https://www.expedia.com/lp/flights/6046211/flights-from-crozet)
- [Flights to Syria](https://www.expedia.com/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Flights from Charlottesville-Albemarle](https://www.expedia.com/lp/airports/cho/flights-from-charlottesville-albemarle-airport)
- [Flights from Shenandoah Valley Regional](https://www.expedia.com/lp/airports/shd/flights-from-shenandoah-valley-regional-airport)
- [Crozet Vacations](https://www.expedia.com/Crozet.d6046211.Destination-Travel-Guides)
- [Visit Afton](https://www.expedia.com/Afton.dx6056907)
- [Visit Crozet](https://www.expedia.com/Crozet.dx6046211)
- [Visit Charlottesville](https://www.expedia.com/Charlottesville.dx6057012)
- [King Family Vineyards](https://www.expedia.com/King-Family-Vineyards-Crozet.d6208338.Vacation-Attraction)
- [Visit Greenwood](https://www.expedia.com/Greenwood.dx6353665)
- [Car rental Charlottesville](https://www.expedia.com/Car-Rentals-In-Charlottesville.d6057012.Car-Rental-Guide)
- [Car rental Waynesboro](https://www.expedia.com/Car-Rentals-In-Waynesboro.d6733.Car-Rental-Guide)
- [Car rental Crozet](https://www.expedia.com/Car-Rentals-In-Crozet.d6046211.Car-Rental-Guide)
- [Car rental Greenwood](https://www.expedia.com/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)
- [Car rental Afton](https://www.expedia.com/Car-Rentals-In-Afton.d6056907.Car-Rental-Guide)
- [Avis Rental Cars in Crozet](https://www.expedia.com/Avis-Car-Rentals-In-Crozet.d6046211-c41.Car-Rental-Guide-Suppliers)
- [Afton Vacation Rentals](https://www.expedia.com/Afton-Vacation-Rentals.d6056907.Travel-Guide-VacationRentals)
- [Crozet Vacation Rentals](https://www.expedia.com/Crozet-Vacation-Rentals.d6046211.Travel-Guide-VacationRentals)
- [Things to do in Waynesboro](https://www.expedia.com/Things-To-Do-In-Waynesboro.d6733.Travel-Guide-Activities)
- [Things to do in Crozet](https://www.expedia.com/Things-To-Do-In-Crozet.d6046211.Travel-Guide-Activities)
- [Things to do in Afton](https://www.expedia.com/Things-To-Do-In-Afton.d6056907.Travel-Guide-Activities)
- [Things to do in Charlottesville](https://www.expedia.com/Things-To-Do-In-Charlottesville.d6057012.Travel-Guide-Activities)

## Other language versions

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hreflang:
  x-default: https://www.expedia.com/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation
  es: https://www.expedia.com/es/Greenwood-Chalets.d6353665-aaChalets.Guia-Viajes-Alojamiento
  en-CA: https://www.expedia.ca/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation
  en-US: https://www.expedia.com/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation
  zh-CN: https://www.expedia.com/cn/Greenwood-Chalets.d6353665-aaChalets.Travel-Guide-Accommodation
```