Title: Browse the Best Wintergreen Resorts from CA $468 | Expedia.ca [Hotels in Wintergreen](https://expedia.ca/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Vacation Rentals in Wintergreen](https://expedia.ca/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals)[Things to do in Wintergreen](https://expedia.ca/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)[Wintergreen Car Rentals](https://expedia.ca/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.ca/Wintergreen.d10811.Destination-Travel-Guides) ![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 # Search Resort Hotels in Wintergreen from CA $468 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wintergreen Resorts ![Family Cottage](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/afbf6bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Cabin, Mountain View](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/c2ad2801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/741fee8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/68598c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris Inn and Cabins Waynesboro 9.6/10 Exceptional (7) "Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dale CA $421 CA $468 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Waynesboro-Hotels-Iris-Inn-And-Cabins.h116890286.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=2025-12-13&endDate=2025-12-14®ionId=10811&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_10811) ![](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%2FWintergreen-Resort-Hotels.d10811-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Resort-Hotels.d10811-aaResortHotels.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![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 "Host was welcoming, accommodating, and communicative. The condo was so cute, quant and the perfect size. The view was spectacular and loved waking up to it every morning! Check in and check out was simple and easy. Will definitely come back!" [](https://expedia.ca/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Wintergreen. Sunset Vista Villa - Sea of Mountains](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/3c2ad4b6_y.jpg) ### Wintergreen. Sunset Vista Villa - Sea of Mountains 10/10 Excellent "Comfortable condo, nice view, easy instructions and clear responsive communication. Seasonal decorations were a nice bonus. We will be returning. " [](https://expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.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 "Beautiful location. " [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc_y.jpg) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining 10/10 Excellent "The home was clean and in a great location to explore the Wintergreen area. Host was welcoming and responsive." [](https://expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Hiker’s paradise! Come relax this summer!!!](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/1a2a1542_y.jpg) ### Hiker’s paradise! Come relax this summer!!! 10/10 Excellent "The house was comfortable and well maintained. We loved the indoor fireplace" [](https://expedia.ca/Nellysford-Hotels-Hikers-Paradise-Plus-NEW-HOT-TUB.h48985592.Hotel-Information) ![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 "Very cozy home. Clean and comfortable. Wonderful area for a Fall getaway. " [](https://expedia.ca/Nellysford-Hotels-2-Bedroom-Condo-At-The-Top-Of-The-Mountain.h67610139.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 "comfortable place, host thought of everything really" [](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931_y.jpg) ### New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly 10/10 Excellent "Wonderful place. Cozy, clean, and a lot of thoughtful additions like providing shampoo/conditioner, etc. Would def stay again. " [](https://expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!](https://images.trvl-media.com/lodging/60000000/59640000/59630800/59630794/f1eae07b_y.jpg) ### Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views! 10/10 Excellent "Nice, relaxing condo in a beautiful resort. No hassles, no problems, just relaxing. " [](https://expedia.ca/Charlottesville-Hotels-Ski-Inski-Out-Condo-On-The-Slopes-Prime-Location-On-Eagles-Swoop.h59630794.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Resorts information | Number of reviews | 7 | | --- | --- | | Accommodation | 0 Resorts | | Lowest Price | CA $468 | | Highest Price | CA $468 | ## Frequently asked questions ### What can I expect from a resort vacation in Wintergreen? > Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your stay from convenient food and drink options to entertainment and shopping. Browse the resorts in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage. ### What's a favorite resort in Wintergreen? > Our highest-rated resort near Wintergreen: [Iris Inn and Cabins](https://www.expedia.ca/Waynesboro-Hotels-Iris-Inn-And-Cabins.h116890286.Hotel-Information) - 11 mi (17.7 km) from Wintergreen. Features a snack bar/deli, a terrace, and a car charging station. ### What can I do in Wintergreen? > Travelers like the mountain scenery in Wintergreen, and enjoy its skiing and other winter sports. Grab your golf clubs for a game at Stoney Creek Golf Course, or head for the ski slopes at Wintergreen Resort. Additional attractions in the area include Bold Rock Hard Cider Nellysford Cidery and Raven's Roost Overlook. ### What's the seasonal weather like in Wintergreen? > The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches. ### What's the best way to get to and around Wintergreen? > Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) away from the city center. Otherwise, look for flights into Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away. 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[Lovingston Winery](https://www.expedia.ca/Lovingston-Winery-Lovingston.d553248621532658155.Vacation-Attraction) - [Rockfish Gap Entrance Shenandoah](https://www.expedia.ca/Rockfish-Gap-Entrance-Shenandoah-Waynesboro.d6129965.Vacation-Attraction) - [Visit Roseland](https://www.expedia.ca/Roseland.dx6361484) - [Visit Tyro](https://www.expedia.ca/Tyro.dx3000460704) - [Visit Waynesboro](https://www.expedia.ca/Waynesboro.dx6733) - [Car rental Afton](https://www.expedia.ca/Car-Rentals-In-Afton.d6056907.Car-Rental-Guide) - [Car rental Tyro](https://www.expedia.ca/Car-Rentals-In-Tyro.d3000460704.Car-Rental-Guide) - [Car rentals near Veritas Vineyard and Winery](https://www.expedia.ca/Car-Rentals-In-Veritas-Vineyard-And-Winery.d6093181.Car-Rental-Guide) - [Car rentals near Wintergreen Resort](https://www.expedia.ca/Car-Rentals-In-Wintergreen-Resort.d6093285.Car-Rental-Guide) - [Enterprise Rental Cars in Blue Ridge Tunnel Trail](https://www.expedia.ca/Enterprise-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-c15.Car-Rental-Guide-Suppliers) - 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