Title: Book the Best SHOPPING Hotels in Wintergreen in 2025 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping Hotels in Wintergreen, VA from CA $330 - ![](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 availability on Wintergreen Shopping Hotels Tonight [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wintergreen Shopping Hotels ![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/b003bae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/68a8e7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/232bfb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining Wintergreen Resort 10/10 Exceptional (24) "Excellent stay! Easy check in, Paul was super responsive and gave all the information we needed up front. Perfect for our overnight get away! Would absolutely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor H. CA $126 CA $408 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![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/110000000/109550000/109542600/109542556/8aa82274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/a1aab594.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/a4f9ddda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity Cabin-Woodland Retreat Wintergreen Resort 10/10 Exceptional (1) "Amazing stay at Serenity! Beautiful well appointed home. House was clean, warm and inviting. Communication with host was wonderful! A definite recommendation for a peaceful stay up in Wintergreen. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy E. CA $155 CA $515 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) ![](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. Roseland 9.0/10 Wonderful (298) "Great view!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne W. CA $138 CA $330 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99300000/99292400/99292306/47f50aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99300000/99292400/99292306/1c273244.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/100000000/99300000/99292400/99292306/6656b6cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/100000000/99300000/99292400/99292306/69a43455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackwood Chalet: Hot Tub + 0.3 mile from Slopes Wintergreen Resort 10/10 Exceptional (5) "We really enjoyed our stay here- great location close to the slopes and breweries, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura W. CA $236 CA $653 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet-03-Mile-From-Slopes-Game-Loft.h99292306.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/8ed802b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/5a21de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/593eaa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/6e121a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Studio 96 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) "A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana CA $222 CA $378 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442030/8917f8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442030/8e382473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442030/615f41ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442030/3e8eb9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers Studio 05 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) CA $264 CA $436 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Nellysford-Hotels-Timbers-Studio-05-With-Wintergreen-Advantage.h102442030.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/40360ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/b2581c67.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/41000000/40070000/40060600/40060543/c7d6365c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/316b125d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santa + 2 Fireplaces + Magical Mountain Views Wintergreen Resort 10/10 Exceptional (72) "The property had a great location with awesome views. The property matched the listing and was very clean. I highly recommend this stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. CA $202 CA $702 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Nellysford-Hotels-Mountain-Dreams-Condo-With-Aspen-Suite-2-Floors.h40060543.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/e029b69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/6624f419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/36fe38ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/b494e4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Lodge 54 with Wintergreen Advantage Wintergreen 10/10 Exceptional (3) "We were in the area looking to possibly relocate and this loft on the mountain was a beautiful stay. Convenient to restaurants within walking distance. We would definitely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin C. CA $236 CA $416 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-54-With-Wintergreen-Advantage.h102441921.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/f5381d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/cbcf5f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/0b37c703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/c6b5a028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 4-season Mountain Home- New Listing Wintergreen Resort 10/10 Exceptional (37) "Great location. Very friendly hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony C. CA $278 CA $762 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Nellysford-Hotels-Beautiful-4-Season-Mountain-Home-New-Listing.h90923831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/119bea0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/b42da9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/fd972b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/d841e912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northridge 03 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) "We spent the day brewery hopping and came back to relax. Had so much fun and will be returning to this property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney A. CA $376 CA $641 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Nellysford-Hotels-Northridge-03-With-Wintergreen-Advantage.h102441819.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=2025-12-03&endDate=2025-12-04®ionId=10811&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Wintergreen Hotel Reviews ![Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK ](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/3c332c07_y.jpg) ### Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK 10/10 Excellent "Amazing location. Wonderful sunrise view from porch. Walk to restaurants. We had a great time in Wintergreen." 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