Title: Book the Best Wintergreen WINERY Hotels 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) ![](https://mediaim.expedia.com/destination/2/30888d0dcbd6b56a6c3164112bdde6d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rebecca Brent # Find Winery Hotels in Wintergreen, VA from CA $133 ![](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 Winery Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wintergreen Winery Hotels ![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/d176c035.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) ### Retreat @ 3 Ridges / 8 min to Blue Ridge Parkway Wintergreen Resort 10/10 Exceptional (21) "Loved our short stay at the property. Everything was as described. Would stay again." CA $123 CA $407 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/b73ebb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/2887374b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/ac8a6741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/43bd17c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish-Updated-Central -Walk to Slopes-Dogs OK! Wintergreen Resort 9.8/10 Exceptional (24) "Lovely condo. Perfect size for us. Highly recommend, perfect location to go and visit wineries and breweries. Then come back and make a delicious meal or enjoy a beverage on the deck. " CA $109 CA $331 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/6421312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/7a0dd2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/def44751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/9fbc2e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Design-Lover’s Getaway • Game Room • Hot Tub Wintergreen Resort 9.4/10 Exceptional (3) "Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. " CA $210 CA $788 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Roseland-Hotels-Close-To-The-Slopes-2min-Large-Private-Hot-Tub.h111451911.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/74b5408b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/9e44df53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/3fa3435d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/6a324828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite! Treeloft 10/10 Exceptional (63) "Loved our stay - the house, location, and amenities were perfect for us!" CA $560 CA $999 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Luxe-Treetop-Retreat-WGas-Fire-Pit.h71969999.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/dfad674a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/f2b6b704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/46538bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/72468ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Chalet, Best Views in Virginia Wintergreen Resort 9.8/10 Exceptional (30) "Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic" CA $1,208 CA $2,303 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Nellysford-Hotels-Luxury-Chalet.h62611923.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/3f6256d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/4e0dcc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/36050209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/464144dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid hotel Staunton by IHG Staunton 9.0/10 Wonderful (1007) "The location of the hotel was great, a short walk to restaurants." CA $119 CA $133 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/b25accc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/66275c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/556866ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/ed87d154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Waynesboro Inn & Suites Conference Center Waynesboro 8.6/10 Excellent (1009) "Great staff, great area" CA $142 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Staunton-Hotels-Best-Western-Plus-Waynesboro-Inn-Suites-Conference-Center.h1677369.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/295808bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/75196b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/b13a3aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 24 South Staunton 9.4/10 Exceptional (1014) "Very nice place to stay. " CA $154 CA $172 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/2b669dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/dc0175b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/0cc7714f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/bbcf8fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Staunton Staunton 9.0/10 Wonderful (579) "Very nice stay" CA $148 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Staunton-Hotels-Tru-By-Hilton-Staunton.h29142906.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/88d796ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sutherland | Mountain view](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/f3b309c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Travelers](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/b2a6a3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/7f9b3623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crossroads Inn North Garden 10/10 Exceptional (35) "Wonderful stay! " [](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.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=2025-10-26&endDate=2025-10-27®ionId=10811&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Wintergreen Hotel Reviews ![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg) ### Comfort Inn 10/10 Excellent "Was very clean" [](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Terrific location. The room was very clean and comfortable. " [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Quality Inn Waynesboro - Skyline Drive](//images.trvl-media.com/lodging/1000000/30000/22300/22261/dedaf9e2_y.jpg) ### Quality Inn Waynesboro - Skyline Drive 10/10 Excellent "The staff were very helpful and friendly. They provided recommendations for local attractions and events. Rooms were quite and clean and the beds were comfortable. Breakfast was adequate. Check in and check out was quick and easy. Staff were very responsive to a room maintenance need. Would recommend and will stay there again." [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Waynesboro.h22261.Hotel-Information) ![Days Inn by Wyndham Waynesboro](//images.trvl-media.com/lodging/1000000/20000/13100/13044/b02f560b_y.jpg) ### Days Inn by Wyndham Waynesboro 10/10 Excellent "Good location, clean rooms, very comfortable beds! The staff was extremely friendly and went so far as to make sure we had a great stay. 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[Flights from Covesville](https://www.expedia.ca/lp/flights/3000355074/flights-from-covesville) - [Flights from Rockfish](https://www.expedia.ca/lp/flights/553248635976006559/flights-from-rockfish) - [Flights from Lovingston](https://www.expedia.ca/lp/flights/6051822/flights-from-lovingston) - [Flights from Afton](https://www.expedia.ca/lp/flights/6056907/flights-from-afton) - [Flights from Faber](https://www.expedia.ca/lp/flights/6353692/flights-from-faber) - [Visit Roseland](https://www.expedia.ca/Roseland.dx6361484) - [Visit Tyro](https://www.expedia.ca/Tyro.dx3000460704) - [Car rental Tyro](https://www.expedia.ca/Car-Rentals-In-Tyro.d3000460704.Car-Rental-Guide) - [Car rentals near Veritas Vineyard and Winery](https://www.expedia.ca/Car-Rentals-In-Veritas-Vineyard-And-Winery.d6093181.Car-Rental-Guide) - [Car rentals near Wintergreen Resort](https://www.expedia.ca/Car-Rentals-In-Wintergreen-Resort.d6093285.Car-Rental-Guide) - [Things to do in Roseland](https://www.expedia.ca/Things-To-Do-In-Roseland.d6361484.Travel-Guide-Activities) - 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