Title: Top Chalets in Wintergreen in 2026 | Expedia.co.uk [Hotels in Wintergreen](https://expedia.co.uk/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Holiday Rentals in Wintergreen](https://expedia.co.uk/Wintergreen-Holiday-Rentals.d10811.Travel-Guide-HolidayRentals)[Wintergreen Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Wintergreen.d10811.Car-Hire-Guide)[Wintergreen Holidays](https://expedia.co.uk/Wintergreen.d10811.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melissa Smestad ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wintergreen chalets ![Exterior](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/e8f3a6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/a8d2e498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/06b597cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table football](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/3213c445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Loaded 8BR in Wintergreen! Sleeps 23 [](https://www.expedia.co.uk/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) Chestnut Springs 10/10 Exceptional (10 reviews) "Amazing place with plenty of room for everyone. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph L. £1,161 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123640000/123630200/123630143/e3f175c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123640000/123630200/123630143/d236365b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123640000/123630200/123630143/14abf364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table football](https://images.trvl-media.com/lodging/124000000/123640000/123630200/123630143/1131a0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alpenglow- Amazing views, 5 Masters, 5600sf [](https://www.expedia.co.uk/Roseland-Hotels-Alpenglow-Amazing-Views.h123630143.Hotel-Information) Wintergreen Resort 10/10 Exceptional (3 reviews) "Amenities, the extraordinary house itself.,, and the location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clark H. £1,064 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Roseland-Hotels-Alpenglow-Amazing-Views.h123630143.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.co.uk/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CONDO) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Chalets.d10811-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Chalets.d10811-aaChalets.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "This was an amazing cozy place for the weekend. Everything is near by and easy to get to. The kit hen is well stocked for cooking, and the back porch was lovely to sit on. " [](https://expedia.co.uk/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/6e5f684e_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "Perfect vacation getaway in the heart of Wintergreen Resort." [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14](https://images.trvl-media.com/lodging/52000000/51800000/51793700/51793663/4496093e_y.jpg) ### Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14 10/10 Excellent "Great home with amazing view of the sunrise." [](https://expedia.co.uk/Nellysford-Hotels-Stunning-Newly-Rebuilt-Home-Perfect-Peaceful-Getaway-That-Sleeps-14.h51793663.Hotel-Information) ![Wintergreen. Sunset Vista Villa - Close to the ski slopes](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0_y.jpg) ### Wintergreen. Sunset Vista Villa - Close to the ski slopes 10/10 Excellent "My two sisters and I got away to the mountains for a weekend and I'm so glad I found Sunset Vista! The condo was absolutely perfect! It was so well appointed, had a beautiful "large" balcony where we were able to see amazing sunsets. It was clean, the beds were very comfortable and it was so close to local wineries and breweries.Our host, Rebecca was so responsive and accommodating!We can't wait to visit again and no need to look at another property - Sunset Vista is it!" [](https://expedia.co.uk/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!](https://images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/f17119a4_y.jpg) ### Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE! 10/10 Excellent "We had a lovely and comfortable stay with beautiful views!" [](https://expedia.co.uk/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![2br/2ba: Million Dollar View from Luxury Condo on the Ridge. ](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d_y.jpg) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. 10/10 Excellent "As advertised, the view was amazing and the sunrise was so beautiful over the mountains. We really enjoyed having a fire on a rainy Monday and being able to go out to lunch without leaving the resort. Really close to the Blue Ridge Parkway and some lovely walks right in the resort. Thanks for a great weekend getaway!" [](https://expedia.co.uk/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Cozy Cabin with private HOT TUB!](https://images.trvl-media.com/lodging/59000000/58990000/58985800/58985753/90-636eaa8c_y.jpg) ### Cozy Cabin with private HOT TUB! 10/10 Excellent "Very nice and cozy " [](https://expedia.co.uk/Nellysford-Hotels-Cozy-Cabin-With-Private-HOT-TUB.h58985753.Hotel-Information) ![Endless Mountain Top Views from All The Way Up!](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7_y.jpg) ### Endless Mountain Top Views from All The Way Up! 10/10 Excellent "Nice place!" [](https://expedia.co.uk/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) ![Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/552218fd_y.jpg) ### Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort 10/10 Excellent "The most breathtaking view! Easy communication, clean, and very comfortable. We will definitely be back!" [](https://expedia.co.uk/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Chalets information | Number of reviews | 13 | | ----------------- | ---------- | | Accommodation | 13 Chalets | | Lowest Price | £1,064 | | Highest Price | £1,161 | ## Explore a world of travel with Expedia - More ways to book - [Book Chalets in Wintergreen on Expedia.com ](https://www.expedia.com/Wintergreen-Chalets.d10811-aaChalets.Travel-Guide-Accommodation)