Title: Wintergreen Villas from CA $328 | 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) ![Overlook near Wintergreen Ski Resort](https://images.trvl-media.com/place/10811/f7c97680-28b4-457d-9bcc-051a2160b6d3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rebecca Brent ![](https://images.trvl-media.com/place/10811/f7c97680-28b4-457d-9bcc-051a2160b6d3.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 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Wintergreen ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3f379aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/c99efe6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/4ae5f81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information) 10/10 Exceptional (3 reviews) "We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander H. CA $130 CA $382 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/778c5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) 10/10 Exceptional (97 reviews) "Fantastic stay again! Condo is perfect for a get away! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. CA $160 CA $363 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/200109ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e9ccaff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Roseland [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) 9.8/10 Exceptional (26 reviews) "Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil P. CA $164 CA $345 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1277h854x0y0-93eb93d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) 10/10 Exceptional (41 reviews) "Quiet, one-night stay while in the area for an event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $132 CA $328 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h798x0y1-48c7360f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-837dbc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h809x1y1-e64db49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) 9.8/10 Exceptional (7 reviews) "We enjoyed our stay here. Brought the whole family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline D. CA $164 CA $418 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.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) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.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) ### Condo in Roseland [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) 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 $167 CA $365 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/403fa3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) 10/10 Exceptional (6 reviews) "We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esperanza CA $164 CA $369 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/0a033000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/cf45ef4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/69e8620f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/5e313acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Nellysford [](https://www.expedia.ca/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information) 10/10 Exceptional (24 reviews) "The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jody W. CA $259 CA $637 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.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) ### Condo in Roseland [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) 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 $142 CA $328 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/110000000/109100000/109092800/109092787/5cd5ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/485372ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/1b87e3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/6767c599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) 10/10 Exceptional (30 reviews) "The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassie H. CA $154 CA $439 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/552ed686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) 10/10 Exceptional (40 reviews) "The property was clean and well furnished and we and our little dog had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra S. CA $157 CA $365 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123220000/123217600/123217549/3cc1f40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123220000/123217600/123217549/502be393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123220000/123217600/123217549/6f9b9681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123220000/123217600/123217549/78b5232e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Studio-In-The-Fantastic-Wintergreen-Resort.h123217549.Hotel-Information) 10/10 Exceptional (2 reviews) "Host was very welcoming, responsive, and helpful. All amenities were great, everything you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cole p. CA $130 CA $323 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Studio-In-The-Fantastic-Wintergreen-Resort.h123217549.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/89e39f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/800464dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/11de783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/dbb42ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Nellysford [](https://www.expedia.ca/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information) 10/10 Exceptional (2 reviews) "We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert H. CA $237 CA $570 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information) ![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/f99d2e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cb763d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cbf52e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/w1024h662x0y21-0ba6e6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Nellysford [](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) 10/10 Exceptional (3 reviews) "Love the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni CA $334 CA $649 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5d239212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/1b019eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) 9.4/10 Exceptional (3 reviews) "Excellent stay. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly B. CA $201 CA $486 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/108000000/107860000/107854800/107854723/8b86069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107860000/107854800/107854723/b8f83d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107860000/107854800/107854723/48027003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107860000/107854800/107854723/e7802cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Nellysford [](https://www.expedia.ca/Nellysford-Hotels-Bear-Tracks-Cottage-NEW-HOT-TUB-FIRE-PIT.h107854723.Hotel-Information) 10/10 Exceptional (31 reviews) "Perfect location for a golf trip to Stoney Creek Golf Club!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy R. CA $251 CA $595 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Nellysford-Hotels-Bear-Tracks-Cottage-NEW-HOT-TUB-FIRE-PIT.h107854723.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/29d540e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/4a80edab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) 9.6/10 Exceptional (34 reviews) "Very clean, well organized, excellent views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guy M. CA $196 CA $411 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/c99b6f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/5599d561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) 9.2/10 Wonderful (10 reviews) "It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $190 CA $398 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/cc117128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/48db9b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/8e3b288b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/6eff1174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wintergreen Resort [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information) 10/10 Exceptional (25 reviews) "Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney S. CA $228 CA $556 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/abbb359d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/f2101dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/3b34b8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/7fbdeeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Treeloft [](https://www.expedia.ca/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.Hotel-Information) 10/10 Exceptional (9 reviews) "Will definitely stay at this location again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard W. CA $232 CA $535 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.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=2026-02-09&endDate=2026-02-10®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Villas.d10811-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Villas.d10811-aaVillas.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![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 "Amazing view, providing everything you need! " [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!" [](https://expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!](https://images.trvl-media.com/lodging/65000000/64420000/64419300/64419290/99913704_y.jpg) ### Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days! 10/10 Excellent "Second time staying at the Condo in Wintergreen. The location is perfect, space immaculate, and beautiful. The condo has all you will need. Perfect for a get away. " [](https://expedia.ca/Charlottesville-Hotels-Highlands-Condo-Ski-In-Ski-Out-Brand-New-To-The-Market.h64419290.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) ![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) ![Wow! What A View!](https://images.trvl-media.com/lodging/113000000/112620000/112613800/112613786/893db66c_y.jpg) ### Wow! What A View! 10/10 Excellent "Beautiful retreat to the mountains over the holidays! The condo was a perfect spot for us. Spacious & cozy for our family of 4 (included 2 teenage boys). The condo was very clean & nice accomodations which included firewood & a large balcony w/ an incredible view of the mountains & Wintergreen ski area. Location was very convenient to tubing, skiing, & restaurants. Many great restaurants, breweries, & vineyards also available in the valley area. We definitely would recommend this condo to others & make a return trip!" [](https://expedia.ca/Nellysford-Hotels-Youll-Say-Wow-Over-This-View.h112613786.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 "Nice cozy place in the Wintergreen resort. The property is great and has all the amenities. Great location and great place. The host is very responsive and the instructions were easy to follow. " [](https://expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Villas information | Number of reviews | 792 | | ----------------- | -------- | | Accommodation | 0 Villas | | Lowest Price | CA $328 | | Highest Price | CA $649 | ## 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) - [Cheap Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d6056907-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Afton ](https://www.expedia.ca/Afton-Hotels-Hotels-With-Bar.0-0-d6056907-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Mountain-Hotels.0-0-d6056907-tMountainHotels.Travel-Guide-Filter-Hotels) - 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