Title: Book The Best Hotels in Wintergreen, VA for 2026 from CA $92 - Fully Refundable Options - Expedia.ca [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 # Find hotels in Wintergreen, VA from CA $92 - ![](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 ## Go beyond your typical stay in Wintergreen Hot tub [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=HOT_TUB) Cabin [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=CABIN) Pool [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=POOL) Pet friendly [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&amenities=PETS) Family friendly [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&travelerType=family_friendly) Apart hotel [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=APART_HOTEL) Apart­ment [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=APARTMENT) Condo [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=CONDO) Cottage [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=COTTAGE) Farm [](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=2026-01-23&d1=2026-01-23&endDate=2026-01-25&d2=2026-01-25&lodging=AGRITOURISM) ## Check prices for these dates Tonight [Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-09&endDate=2026-01-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-10&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wintergreen hotels ![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) | 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/d81fe300.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) ### Blackwood Chalet [](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) Nellysford 10/10 Exceptional (3 reviews) "Love the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni CA $248 CA $556 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/f6de3776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/6fa344af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/d12b7dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/120000000/119790000/119781400/119781362/4f3bdf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Basecamp151 [](https://www.expedia.ca/Afton-Hotels-Basecamp151.h119781362.Hotel-Information) Afton 9.4/10 Exceptional (3 reviews) "Very nice room, clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HELEN Stacy CA $181 CA $204 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Afton-Hotels-Basecamp151.h119781362.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/5dbeec9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/c5c0f1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Private Bathroom (Suite 6) | Private kitchen](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/a2922f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Private Bathroom (Suite 6) | Lounge](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/0b3e1c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Mountain Inn [](https://www.expedia.ca/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information) Afton 9.6/10 Exceptional (73 reviews) "Beautiful inn and surrounding property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $208 CA $311 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/d94d7070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cabin, Vineyard View](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/28b2e51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/a81e4a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/c3f303a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Mountain Vineyards [](https://www.expedia.ca/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) Afton 10/10 Exceptional (1 review) "Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $485 CA $545 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/6ec3a4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/4557b032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barn Cottage | Private kitchen](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/42732910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/0cdfc016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmhouse at Veritas [](https://www.expedia.ca/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information) Afton 9.8/10 Exceptional (33 reviews) "Nice location a staff. Dining in the vineyard was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $290 CA $326 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information) ![Street view](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/5f37fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Living area](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/dfd2f559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/97f7e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/fa87026f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valley Extended Suites [](https://www.expedia.ca/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) Fishersville 9.0/10 Wonderful (217 reviews) "Nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) swati CA $158 CA $176 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) ![Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/f06ddae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/c12597cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/e6f2efcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/7dba8e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Ridge Mountain Lodging [](https://www.expedia.ca/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) Lyndhurst 10/10 Exceptional (14 reviews) "Amazing stay I had, very peaceful and very quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby CA $172 CA $277 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20600/20577/f55abd3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20600/20577/8c7826cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/20600/20577/9b097fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20600/20577/ff4d7bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Staunton [](https://www.expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Staunton.h20577.Hotel-Information) Staunton 7.2/10 Good (1,000 reviews) "Cable TV did not work. Breakfast was disappointing. Beds were great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $83 CA $92 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Staunton.h20577.Hotel-Information) ![Indoor pool, open 8:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/ed113efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/a19013e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/bdd642fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/f8302d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Waynesboro/Stuarts Draft [](https://www.expedia.ca/Fishersville-Hotels-Hampton-Inn-WaynesboroStuarts-Draft.h795115.Hotel-Information) Fishersville 9.2/10 Wonderful (645 reviews) "Clean rooms, updated facility. Great location off the highway. Excellent breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BRENT CA $167 CA $186 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Fishersville-Hotels-Hampton-Inn-WaynesboroStuarts-Draft.h795115.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/1e710429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/589ca5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/6c575643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin, River View](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/72bdd61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osceola Mill [](https://www.expedia.ca/Raphine-Hotels-Osceola-Mill.h109545925.Hotel-Information) Raphine 10/10 Exceptional (8 reviews) "Fun place to stay. Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $206 CA $238 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Raphine-Hotels-Osceola-Mill.h109545925.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Mountain view](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/4eda4fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/7402127d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/584b6745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34244/7e21ffe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Raphine - Lexington near I-81 and I-64 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn-Suites-Raphine-Lexington-Near-I-81-And-I-64.h34244.Hotel-Information) Raphine 7.8/10 Good (551 reviews) "Everything was good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $133 CA $153 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn-Suites-Raphine-Lexington-Near-I-81-And-I-64.h34244.Hotel-Information) ![Breakfast area](https://images.trvl-media.com/lodging/94000000/93680000/93674000/93673942/e77f72f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/94000000/93680000/93674000/93673942/0985514c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/94000000/93680000/93674000/93673942/d05ecbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/94000000/93680000/93674000/93673942/1dad937e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Studios Verona - Staunton North [](https://www.expedia.ca/Verona-Hotels-Suburban-Studios.h93673942.Hotel-Information) Verona 7.2/10 Good (100 reviews) "The pool is great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryellen CA $104 CA $116 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Verona-Hotels-Suburban-Studios.h93673942.Hotel-Information) ![Suite, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/1000000/670000/663700/663617/d9b54190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663700/663617/41e7a9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/670000/663700/663617/83bff843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663700/663617/8b7385dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Staunton [](https://www.expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) Staunton 7.6/10 Good (1,000 reviews) "It’s always a good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zamont CA $97 CA $109 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Winery](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/3ccbcfe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/d69fa849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/88d796ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/ae340df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crossroads Inn [](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information) North Garden 10/10 Exceptional (43 reviews) "The staff were excellent. Very friendly, great hospitality. We will definitely book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon [](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/10000000/9996400/9996330/34da8c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi](https://images.trvl-media.com/lodging/10000000/10000000/9996400/9996330/853697f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi](https://images.trvl-media.com/lodging/10000000/10000000/9996400/9996330/9522fe4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/10000000/10000000/9996400/9996330/904140c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village Inn [](https://www.expedia.ca/Charlottesville-Hotels-Village-Inn.h9996330.Hotel-Information) Lovingston 9.0/10 Wonderful (203 reviews) "Clean and quiet. A little dated, but perfect for our needs. We've stayed here twice and would come back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frances CA $139 CA $156 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Charlottesville-Hotels-Village-Inn.h9996330.Hotel-Information) ![Premium bedding, memory foam beds, desk, laptop workspace](https://images.trvl-media.com/lodging/100000000/99240000/99233200/99233162/62ed75b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room 1 King](https://images.trvl-media.com/lodging/100000000/99240000/99233200/99233162/3773d6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99240000/99233200/99233162/4143e768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/100000000/99240000/99233200/99233162/3a9e871f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grey Pine Lodge [](https://www.expedia.ca/Waynesboro-Hotels-494-Three-Notched-Mountain-Hwy.h99233162.Hotel-Information) Waynesboro 9.6/10 Exceptional (115 reviews) "Pet friendly great grounds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $162 CA $205 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Waynesboro-Hotels-494-Three-Notched-Mountain-Hwy.h99233162.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/180000/172800/172798/a429ddd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172800/172798/8c4700ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172800/172798/cf6882f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/180000/172800/172798/9e55176e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Verona - Staunton North [](https://www.expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.Hotel-Information) Verona 8.0/10 Very good (943 reviews) "Staff at check-in was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne Marie CA $96 CA $106 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/ca172168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/c226c9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Accessible Bathtub (Communications)](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/a66ab749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/ae932a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Staunton Conference Center by IHG [](https://www.expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information) Staunton 8.2/10 Very good (1,002 reviews) "A premier place to spend the night in comfort and quiet. Great location beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $129 CA $144 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/8da83d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/8034c316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/ca289450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/baa62404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmony Haill Bed and Breakfast [](https://www.expedia.ca/Arrington-Hotels-Harmony-Haill-Bed-And-Breakfast.h110899382.Hotel-Information) Arrington 6.0/10 (1 review) "Unique in appearance and decor. Did not like lack of heat downstairs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marsha CA $269 CA $303 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Arrington-Hotels-Harmony-Haill-Bed-And-Breakfast.h110899382.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/180000/172900/172815/d14b0520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/180000/172900/172815/fb49b2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/180000/172900/172815/fa5623c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172815/df38dbfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Staunton [](https://www.expedia.ca/Staunton-Hotels-Red-Roof-Inn-Staunton.h172815.Hotel-Information) Staunton 6.4/10 (1,001 reviews) "Easy access to the Queen City magic and mischief event, quiet, clean, offered breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $96 CA $107 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-Red-Roof-Inn-Staunton.h172815.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=2026-01-24&endDate=2026-01-25®ionId=10811&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Great weekend hotel deals in Wintergreen, VA Showing deals for:**Jan 23 - Jan 25** ### Image gallery for Your Mountain Cabin Getaway Awaits! ![Exterior](https://images.trvl-media.com/lodging/72000000/71140000/71136900/71136900/138ef4d7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Your Mountain Cabin Getaway Awaits! Wintergreen **10/10**Exceptional (35 reviews) 5% off CA $727 CA $2,131 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=71136900&adults=2) ### Image gallery for COZY SKI COTTAGE--SKI IN SKI OUT ![Property grounds](https://images.trvl-media.com/lodging/31000000/30100000/30093500/30093492/eda235e5.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### COZY SKI COTTAGE--SKI IN SKI OUT Roseland **9.6/10**Exceptional (89 reviews) 5% off CA $608 CA $2,014 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=30093492&adults=2) ### Image gallery for Book Now for Spring and Summer....Awesome Views and 5-Star Amenities ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34590000/34581500/34581442/11c2c9c2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Book Now for Spring and Summer....Awesome Views and 5-Star Amenities Roseland **10/10**Exceptional (182 reviews) 5% off CA $542 CA $1,658 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=34581442&adults=2) ### Image gallery for New! 4BR/4.5BA Pet-Friendly Golf Front Townhome ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119330000/119329400/119329375/7d1aa240.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### New! 4BR/4.5BA Pet-Friendly Golf Front Townhome Wintergreen Resort **10/10**Exceptional (1 review) 5% off CA $648 CA $1,928 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=119329375&adults=2) ### Image gallery for 4 BR cabin mins to trails & breweries pets welcome ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/w1021h678x3y3-264d8a13.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### 4 BR cabin mins to trails & breweries pets welcome Roseland **9.6/10**Exceptional (29 reviews) 5% off CA $753 CA $2,412 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=77100132&adults=2) ### Image gallery for Ski lodge style mntn. home close to slopes, resort, breweries, & more! ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61650000/61640800/61640759/3f8ffd62.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Ski lodge style mntn. home close to slopes, resort, breweries, & more! Wintergreen Resort **9.6/10**Exceptional (15 reviews) 5% off CA $661 CA $2,051 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=61640759&adults=2) ### Image gallery for Above the Clouds! Perfect Escape for Families! ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/72000000/72000000/71991100/71991030/00cee117.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Above the Clouds! Perfect Escape for Families! Wintergreen Resort **10/10**Exceptional (21 reviews) 5% off CA $660 CA $2,029 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=71991030&adults=2) ### Image gallery for Cozy Studio Overlooking 18 Hole ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/77000000/76994800/76994704/bc883d62.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Cozy Studio Overlooking 18 Hole Wintergreen Resort **9.8/10**Exceptional (9 reviews) 5% off CA $198 CA $678 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=76994704&adults=2) ### Image gallery for 3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes ![Dining](https://images.trvl-media.com/lodging/84000000/83600000/83596100/83596018/dca9a905.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### 3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes Wintergreen Resort **10/10**Exceptional (71 reviews) 5% off CA $383 CA $1,394 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=83596018&adults=2) ![](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.d10811.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Hotels.d10811.Travel-Guide-Hotels) ## Learn more about Wintergreen Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots. [See all hotels in Wintergreen](https://www.expedia.ca/Hotel-Search?startDate=2026-01-24&endDate=2026-01-25&adults=2®ionId=10811) ![Everything is frozen over at Wintergreen Resort. ](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=324&h=432&p=1&q=high) Photo by Melissa Smestad ### Stay near popular Wintergreen attractions [](https://expedia.ca/Wintergreen-Resort-Hotels.0-l6093285-0.Travel-Guide-Filter-Hotels) ![Wintergreen Resort](https://mediaim.expedia.com/destination/2/1746b7e883a2e4e3be84562268e10e5d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wintergreen Resort Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6093285) [](https://expedia.ca/Bold-Rock-Hard-Cider-Nellysford-Cidery-Hotels.0-l553248635974658802-0.Travel-Guide-Filter-Hotels) ![Bold Rock Hard Cider Nellysford Cidery](https://mediaim.expedia.com/destination/2/51ff3a2a97a065cd886147c6bfda312a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bold Rock Hard Cider Nellysford Cidery You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area, or seek out the ski slopes. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635974658802) [](https://expedia.ca/Stoney-Creek-Golf-Course-Hotels.0-l553248621587587057-0.Travel-Guide-Filter-Hotels) #### Stoney Creek Golf Course Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621587587057) [](https://expedia.ca/Hill-Top-Berry-Farm-Winery-Hotels.0-l553248621532658165-0.Travel-Guide-Filter-Hotels) #### Hill Top Berry Farm & Winery You can enjoy a tasting or tour at Hill Top Berry Farm & Winery during your travels to Nellysford. Discover the mountain views and top-notch restaurants in this vibrant area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532658165) ## More cheap stays in Wintergreen ![Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining Wintergreen Resort VA CA $156 CA $443 total Jan 11 - Jan 12 includes taxes & fees 10/10 Exceptional! (25 reviews) [](https://expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Blackwood Chalet](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cb763d2c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Blackwood Chalet 153 Gumtree Dr Nellysford VA CA $248 CA $556 total Jan 12 - Jan 13 includes taxes & fees 10/10 Exceptional! (3 reviews) [](https://expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information) ![Fully Loaded 8BR in Wintergreen! Sleeps 23](https://images.trvl-media.com/lodging/121000000/120770000/120766400/120766318/45a58a0f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fully Loaded 8BR in Wintergreen! Sleeps 23 Wintergreen Resort VA [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=120766318&PinnedHotelID=120766318&HadPinnedHotel=true®ionId=10811) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/Nellysford-Hotels-Fully-Loaded-8BR-In-Wintergreen-Sleeps-23.h120766318.Hotel-Information) ![Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry](https://images.trvl-media.com/lodging/121000000/120670000/120664000/120663940/b325f1ed_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry Wintergreen Resort VA [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=120663940&PinnedHotelID=120663940&HadPinnedHotel=true®ionId=10811) [](https://expedia.ca/Nellysford-Hotels-Modern-Ski-InSki-Out-Retreat-3BR2BA.h120663940.Hotel-Information) ![The View at Crawfords Edge](https://images.trvl-media.com/lodging/109000000/108770000/108768100/108768068/df93b90a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The View at Crawfords Edge Wintergreen Resort VA [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=108768068&PinnedHotelID=108768068&HadPinnedHotel=true®ionId=10811) 10/10 Exceptional! (11 reviews) [](https://expedia.ca/Nellysford-Hotels-NEW-LISTING-The-View-At-Crawfords-Edge-Autumn-Retreat.h108768068.Hotel-Information) ![Weeping Rock Retreat, Wintergreen Resort](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603672/w906h683x59y0-b7fd63bf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Weeping Rock Retreat, Wintergreen Resort Wintergreen VA [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=71603672&PinnedHotelID=71603672&HadPinnedHotel=true®ionId=10811) 10/10 Exceptional! (9 reviews) [](https://expedia.ca/Nellysford-Hotels-Weeping-Rock-Retreat.h71603672.Hotel-Information) ## Hotels in Wintergreen with star-rating ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 59 properties [](https://expedia.ca/3Star-Wintergreen-Hotels.s30-0-d10811.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 41 properties [](https://expedia.ca/2Star-Wintergreen-Hotels.s20-0-d10811.Travel-Guide-Filter-Hotels) ## Recent reviews of Wintergreen hotels ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131_y.jpg) ### The Modern Mountain Condo 5/5 Excellent "Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. " A verified traveller stayed at The Modern Mountain Condo Posted 21 hours ago [](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! 5/5 Excellent "Easy communication with owner. Easier than checking into a hotel. Excellent decor throughout. Unlimited wood provided for fireplace. Excellent balcony with one of the best views ever!!! We will be back for sure." A verified traveller stayed at Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! Posted 1 day ago [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![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 5/5 Excellent "Great communication from the host and an ideal location for getting right on the slopes!" A verified traveller stayed at Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK Posted 2 days ago [](https://expedia.ca/Nellysford-Hotels-Amazing-Mountain-Views-Ski-In-Ski-Out-Wifi-Fireplace-Pets-OK.h18992227.Hotel-Information) !["SERENITY 4 ALL SEASONS"](https://images.trvl-media.com/lodging/30000000/29630000/29625300/29625273/83c186c5_y.jpg) ### "SERENITY 4 ALL SEASONS" 5/5 Excellent "Just an awesome house! " A verified traveller from Virginia Beach, VA stayed at "SERENITY 4 ALL SEASONS" Posted 7 days ago [](https://expedia.ca/Charlottesville-Hotels-Serenity-4-ALL-Seasons.h29625273.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 5/5 Excellent "Had all the amenities. View of the mountains and sunrise was amazing." A verified traveller stayed at Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort Posted 8 days ago [](https://expedia.ca/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Stylish-Updated-Central -Walk to Slopes-Dogs OK!](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/b73ebb05_y.jpg) ### Stylish-Updated-Central -Walk to Slopes-Dogs OK! 5/5 Excellent "Everything was just as it looked in the pictures. Very clean , had all the basic necessities , great location !! " A verified traveller stayed at Stylish-Updated-Central -Walk to Slopes-Dogs OK! Posted 13 days ago [](https://expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.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 5/5 Excellent "The host is very welcoming. Rooms were nice and clean. We really enjoyed the view of the mountains!" A verified traveller stayed at Wintergreen. Sunset Vista Villa - Sea of Mountains Posted 2 weeks ago [](https://expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!](https://images.trvl-media.com/lodging/34000000/33300000/33293600/33293516/914cdba1_y.jpg) ### RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views! 5/5 Excellent "This condo has everything you need! Homey and welcoming it’s also steps away from the ski slopes. Owner is helpful and responsive. will be back!" A verified traveller stayed at RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views! Posted 2 weeks ago [](https://expedia.ca/Nellysford-Hotels-RARE-3B2B-Mountain-Top-Condo-Walk-To-The-Slopes-And-Resturants-Slope-Views.h33293516.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 5/5 Excellent "Such a fun Christmas/mountain vibe! Loved the location and the host was super easy to work with! " A verified traveller stayed at WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS Posted 3 weeks ago [](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Resort-Home-With-Blue-Ridge-Views.h48830715.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Wintergreen? > As you immerse yourself in the outdoor activities available, you'll find that January offers a vibrant atmosphere, with visitors flocking to the slopes and participating in festive events. The well-groomed trails and varied terrain cater to all skill levels, ensuring that both beginners and seasoned skiers can have an exhilarating experience. Additionally, the resort's amenities, including cozy lodges and quality dining options, enhance your comfort after a day spent in the snow. > > > For those looking for a more budget-friendly option, May presents a fantastic opportunity to visit Wintergreen, when the crowds have thinned out and prices are generally lower. Although the ski slopes may be closed, the natural beauty of the area can still be appreciated through hiking and exploring the stunning scenery that comes alive as spring blooms. ### Where can I find the best nightlife in Wintergreen? > The main hub for evening entertainment in Wintergreen is the resort itself, which often hosts events and activities for guests. You can enjoy a laid-back evening at one of the on-site restaurants where you can savour delicious local cuisine paired with a glass of wine or craft beer. > > > For a more lively atmosphere, you might consider venturing down to nearby towns like Nellysford or Lovingston, where you can find a few local pubs and bars that offer a relaxed vibe, live music, or occasional themed nights. > > > If you're after a more spirited night out, the broader Charlottesville area is only about a 30-minute drive away, featuring a vibrant nightlife scene with a variety of bars, clubs, and live music venues. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Wintergreen hotel booking with Expedia? ### How much is the nightly rate at a Wintergreen hotel? ## 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) - 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