Title: Hotels by Independent in Wintergreen from CA $343 | Expedia.ca [Wintergreen Travel Guide](https://expedia.ca/Wintergreen.dx10811)[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)[Flights to Wintergreen](https://expedia.ca/Cheap-Flights-To-Wintergreen.d10811.Travel-Guide-Flights)[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 ![](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__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 Tonight [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wintergreen Independent ![](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/b70b419a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (309 reviews) "Outstanding views from the deck!! Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry M. CA $141 CA $343 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/337b5b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/2b0d1654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/39bca5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/4188728b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top of Mountain 2 BR Condo, Short Walk to Highlands Lift and scenic overlooks. [](https://www.expedia.ca/Nellysford-Hotels-2-Bedroom-Condo-At-The-Top-Of-The-Mountain.h67610139.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (56 reviews) "The condo was cozy and inviting, and very well laid-out for our family of 5\. It had plenty of space and everything we needed. It was very clean and had nice views outside on the porch. It was close to hikes and a very scenic mountaintop overlook. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney B. [](https://www.expedia.ca/Nellysford-Hotels-2-Bedroom-Condo-At-The-Top-Of-The-Mountain.h67610139.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/552218fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/bd14f007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/13de4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/w1170h1170x0y5-ba6e1373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (16 reviews) "Beautiful view, gorgeous sunrises, well maintained" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlotte M. [](https://www.expedia.ca/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/8d292a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/5c68525e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/1ab79e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### You deserve it all! Awesome Views, Comfy Condo & Elevator! [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) Chestnut Springs 9.8/10 Exceptional (202 reviews) "Nice view along with a spacious layout. Was very nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $238 CA $463 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/874fe033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/cab37769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/6ac534e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/6d73ecf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Build! Log Cabin with Hot Tub in Wintergreen [](https://www.expedia.ca/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) Chestnut Springs 10/10 Exceptional (7 reviews) "Well appointed kitchen, beautiful cabin!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis [](https://www.expedia.ca/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/3213c445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/06b597cd.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/e8f3a6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Loaded 8BR in Wintergreen! Sleeps 23 [](https://www.expedia.ca/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) Chestnut Springs 10/10 Exceptional (6 reviews) [](https://www.expedia.ca/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/91000000/90700000/90696000/90695995/82f8104a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/91000000/90700000/90696000/90695995/738a80cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90700000/90696000/90695995/1294fda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/91000000/90700000/90696000/90695995/502df92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes [](https://www.expedia.ca/Nellysford-Hotels-Rosies-Retreat-Condo-In-Wintergreen-Resort-3BR3B.h90695995.Hotel-Information) Wintergreen Resort 9.6/10 Exceptional (55 reviews) "We absolutely loved our stay. We had a wonderful weekend getaway with the family and enjoyed amazing weather and activities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meg A. [](https://www.expedia.ca/Nellysford-Hotels-Rosies-Retreat-Condo-In-Wintergreen-Resort-3BR3B.h90695995.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/3c332c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/b52bd647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/b24046fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/08e00710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK [](https://www.expedia.ca/Nellysford-Hotels-Amazing-Mountain-Views-Ski-In-Ski-Out-Wifi-Fireplace-Pets-OK.h18992227.Hotel-Information) Wintergreen 9.8/10 Exceptional (189 reviews) "Easy to access, responsive host, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda L. [](https://www.expedia.ca/Nellysford-Hotels-Amazing-Mountain-Views-Ski-In-Ski-Out-Wifi-Fireplace-Pets-OK.h18992227.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/d5c938fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (145 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston CA $165 CA $358 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/a1aab594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/5164314f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/66529dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/2c7ab499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity Cabin-Woodland Retreat [](https://www.expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) Wintergreen Resort 10/10 Exceptional (4 reviews) "Great house and great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe B. CA $280 CA $667 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.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=2026-02-14&endDate=2026-02-15®ionId=10811&adults=2&sort=RECOMMENDED&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%2FWintergreen-Hotels-Independent.0-0-d10811--bIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Hotels-Independent.0-0-d10811--bIndependent.Travel-Guide-Filter-Hotels) ## Top Wintergreen Hotel Reviews ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "Excellent location, walked right over to the top of the slopes and about 30 yards from the market. Everything was clean, in good working order and perfect for our party of three" [](https://expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.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 "Host was great - very fast replies and very welcoming. Condo was beautiful and very convenient. Would love to stay there again!" [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.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 "Another great stay!!" [](https://expedia.ca/Charlottesville-Hotels-New-To-The-Market.h40894108.Hotel-Information) ![Panoramic Peak: Wintergreen Condo with Views](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/c2978783_y.jpg) ### Panoramic Peak: Wintergreen Condo with Views 10/10 Excellent "Highly Recommend " [](https://expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.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 "Lovely house, comfy beds, nicely furnished. My kids loved the bunk bed room and loft area. Our host was kind and accommodating! Highly recommend staying here!" [](https://expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) ![2 minutes from the shops and activities; Cozy 1 bedroom end unit.](https://images.trvl-media.com/lodging/31000000/30670000/30669000/30668975/6fc522e6_y.jpg) ### 2 minutes from the shops and activities; Cozy 1 bedroom end unit. 10/10 Excellent "Super close to the slopes and lodge" [](https://expedia.ca/Nellysford-Hotels-2-Minutes-From-The-Shops-And-Activities-Cozy-1-Bedroom-End-Unit.h30668975.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 "We enjoyed our visit. Beautiful cabin, very quiet and peaceful." [](https://expedia.ca/Nellysford-Hotels-Cozy-Cabin-With-Private-HOT-TUB.h58985753.Hotel-Information) ![Insane Mountain Views - New Listing](https://images.trvl-media.com/lodging/94000000/93350000/93341800/93341768/2e9f0ebe_y.jpg) ### Insane Mountain Views - New Listing 10/10 Excellent "Amazing home. We had such a wonderful time with our family! The view and sunrises are unforgettable! Kitchen size is perfect with double fridges and ice machine. Loved having holiday music throughout the home. Can’t wait to book again!" [](https://expedia.ca/Roseland-Hotels-Insane-Mountain-Views-New-Listing.h93341768.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 "Great host and a great property! Very convenient access to the mountain. Will definitely come back!" [](https://expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) ## 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) - [Cottages in Avon ](https://www.expedia.ca/Avon-Cottages.d553248635975855273-aaCottages.Travel-Guide-Accommodation) - [Avon Hotels ](https://www.expedia.ca/Avon-Hotels.d553248635975855273.Travel-Guide-Hotels) - [Villas in Avon ](https://www.expedia.ca/Avon-Villas.d553248635975855273-aaVillas.Travel-Guide-Accommodation) - [Motel 6 Hotels in Blue Ridge ](https://www.expedia.ca/Blue-Ridge-Hotels-Motel-6.0-0-d553248634999411233--bMotel6.Travel-Guide-Filter-Hotels) - [Hotels near Blue Ridge Parkway North Entrance ](https://www.expedia.ca/Blue-Ridge-Parkway-North-Entrance-Hotels.0-l553248633992269464-0.Travel-Guide-Filter-Hotels) - 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