Title: Book the Best ROMANTIC Hotels in Wintergreen, VA from CA $173 - Wintergreen Romantic Getaways | 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 Romantic Hotels in Wintergreen, VA from CA $173 ![](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 Romantic Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-13&endDate=2025-10-14&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-14&endDate=2025-10-15&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wintergreen Romantic Hotels ![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) ![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) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/ffba14b3.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) ### 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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71970000/71970000/71969999/ae868c04.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/d544b47b.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) ### Hotel 24 South Staunton 9.4/10 Exceptional (1020) "Very nice place to stay. " CA $155 CA $173 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/2c07af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Balcony (Communications)](https://images.trvl-media.com/lodging/1000000/20000/19200/19125/af7b76d4.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 Staunton 8.2/10 Very good (991) "safe parking area" CA $156 CA $173 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information) ![Family Cottage](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/afbf6bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/741fee8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Cabin, Mountain View](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/c2ad2801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/68598c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris Inn and Cabins Waynesboro 9.0/10 Wonderful (4) "Every thing , extraordinary place ." CA $422 CA $469 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Waynesboro-Hotels-Iris-Inn-And-Cabins.h116890286.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) ![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) ![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) ### The Crossroads Inn North Garden 10/10 Exceptional (35) "Wonderful stay! " CA $233 CA $266 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/0f19da3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/ba906438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/4bd96ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/df2234ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin for 2 w/ great mt views & walking trails! Schuyler 10/10 Exceptional (167) "Everything about this cabin is perfect. Very peaceful location, we loved it!" CA $183 CA $252 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Schuyler-Hotels-Cozy-Cabin-For-2-W-Great-Mt-Views-Walking-Trails.h60831442.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71450000/71442300/71442267/30f03172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71450000/71442300/71442267/8ba119e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71450000/71442300/71442267/66a80154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71450000/71442300/71442267/53f8ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Crozet 10/10 Exceptional (59) "Very clean and welcoming!" CA $158 CA $260 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Crozet-Hotels-Guesthouse.h71442267.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/4557b032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![22-inch flat-screen TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/05b11570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cornwall](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/df3a4736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Derby | Living area](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/b602ba8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmhouse at Veritas Afton 9.8/10 Exceptional (32) "Nice location a staff. Dining in the vineyard was excellent." CA $840 CA $944 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/6e457bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/d520e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/5d8ae7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/3491bdb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Street | Walk to Everything Crozet | Pet-Friendly Crozet 9.8/10 Exceptional (102) "reaturants walking distance, just wish the water pressure was better" CA $280 CA $466 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.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=2025-10-27&endDate=2025-10-28®ionId=10811&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Wintergreen Hotel Reviews ![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "Breakfast was very minimal. Clean room. " [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Awesome" [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Wintergreen? > If you and your partner need a romantic vacation, we'd like to help you plan for it. Our guests also enjoy Wintergreen for its mountain views and skiing. If you want to explore the area, you might head to Wintergreen Resort or George Washington National Forest. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Wintergreen? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Wintergreen: The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches. ### What is there to do in Wintergreen? > There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Wintergreen has to offer. Adventurous pairs will enjoy Wintergreen for its skiing. You might consider a stop at Wintergreen Resort or George Washington National Forest while you're out and about. ### What's the best way to get to Wintergreen and around town during my romantic getaway? > This information about transportation options in Wintergreen might help your romantic trip get off to a smooth start: To get to Wintergreen, book a flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is the closest major airport, located 26.2 mi (42.1 km) from the city center. 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