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) ![Everything is frozen over at Wintergreen Resort. ](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 [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-06-05&endDate=2026-06-07&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 detail](https://images.trvl-media.com/lodging/75000000/74490000/74482300/74482204/c66623ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/75000000/74490000/74482300/74482204/4c05e8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/75000000/74490000/74482300/74482204/0235009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/75000000/74490000/74482300/74482204/3aee7ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Opulent Retreat Amidst Blue Ridge\`s Serenity \* Dog Friendly \* Hot Tub [](https://www.expedia.co.uk/Nellysford-Hotels-New-Luxury-Mountain-Top-Retreat-WCarriage-House.h74482204.Hotel-Information) Nellysford 10/10 Exceptional (9 reviews) "Just like the pictures, don't hesitate! Just book!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa A. £695 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-New-Luxury-Mountain-Top-Retreat-WCarriage-House.h74482204.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=2026-02-23&endDate=2026-02-24®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&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 ![Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/337b5b81_y.jpg) ### Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall 10/10 Excellent "All was perfect. Beautiful and comfy. " [](https://expedia.co.uk/Charlottesville-Hotels-Vrbo-Property.h67610139.Hotel-Information) ![Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️](https://images.trvl-media.com/lodging/41000000/40900000/40894200/40894108/228cd4e3_y.jpg) ### Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️ 10/10 Excellent "We come to Wintergreen every year and this has been our favorite condo. Close to everything, clean, and comfortable. We have 2 young boys who are still learning to ski so this location was perfect for us. We can’t wait to come back!" [](https://expedia.co.uk/Charlottesville-Hotels-Prime-Locationdobie-Newly-Renovated-20192020-Plan-A-Little-Getaway.h40894108.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 view was incredible. The porch/deck was updated with composite material and stylish wire railings.The condo was very clean.The kitchen was well stocked with necessary cooking utensils. The decor was a bit outdated, but that wasn't a big deal to us. We liked the retro look. The fireplace was really nice. The available firewood was well seasoned and hearth was great for sitting and getting warmed up quickly. The only real complaint was with the bed in the primary bedroom. It wasn't very comfortable. " [](https://expedia.co.uk/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Diamond Adventure at Wintergreen Resort *FULLY UPDATED*](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/e36b50fc_y.jpg) ### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\* 10/10 Excellent "It was perfect and as described! Great location, great view of one of the main ski runs. Seemed to be updated recently and super clean! The massage chair is a GREAT Touch after you are done skiing. Couldn't recommend this place any higher, It was Great!" [](https://expedia.co.uk/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "This is our 4th stay at this condo and as always it’s been clean and cozy. We love it here and will be back soon! " [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Serenity Cabin-Woodland Retreat](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/5164314f_y.jpg) ### Serenity Cabin-Woodland Retreat 10/10 Excellent "We loved the house! It was perfect for our gang." [](https://expedia.co.uk/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) ![New Build! Log Cabin with Hot Tub in Wintergreen](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/d3789b54_y.jpg) ### New Build! Log Cabin with Hot Tub in Wintergreen 10/10 Excellent "It was a beautiful home. Very clean and the kitchen was well stocked with appliances and pans, etc. Was very convenient for skiing at the mountain. Beautiful views. Would stay again!" [](https://expedia.co.uk/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) ![WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS](https://images.trvl-media.com/lodging/49000000/48840000/48830800/48830715/2a174ad4_y.jpg) ### WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS 10/10 Excellent "Great, timely communication. Beautiful, comfortable condo in close proximity to Wintergreen." [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Resort-Home-With-Blue-Ridge-Views.h48830715.Hotel-Information) ![Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! ](https://images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/922abceb_y.jpg) ### Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! 10/10 Excellent "What an amazing home! Just incredible views from the floor to ceiling windows. We loved everything about this home. Beds were very comfortable. Plenty of room for us 4 adults. The host, Maureen, was very helpful and quick to respond with any questions we had. I would definitely book here again. We had such a relaxing stay. " [](https://expedia.co.uk/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Chalets information | Number of reviews | 16,302 | | ----------------- | ---------- | | Accommodation | 13 Chalets | | Lowest Price | £43 | | Highest Price | £116 | ## 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)