Title: Wintergreen B&B: Find the Best Bed and Breakfast from CA $200 | 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 a Bed and Breakfast in Wintergreen from CA $200 ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wintergreen B&B ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/7ea5fdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/92e8dc79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin, River View](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/84508f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/110000000/109550000/109546000/109545925/ab9321f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osceola Mill Raphine 10/10 Exceptional (5) "Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Adrian CA $225 CA $260 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Raphine-Hotels-Osceola-Mill.h109545925.Hotel-Information) ![Patrick-27](https://images.trvl-media.com/lodging/34000000/33260000/33252300/33252204/d4b02e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33260000/33252300/33252204/3af7e36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Womack-16 | Extra beds](https://images.trvl-media.com/lodging/34000000/33260000/33252300/33252204/9aed7bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/34000000/33260000/33252300/33252204/2cab77c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Frederick House Staunton 9.4/10 Exceptional (419) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) evgeniy CA $178 CA $200 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Staunton-Hotels-Frederick-House.h33252204.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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96790000/96788200/96788188/f01bb49d.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) ### The Crossroads Inn North Garden 10/10 Exceptional (36) "Wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lamont CA $232 CA $265 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/8034c316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Garden View](https://images.trvl-media.com/lodging/111000000/110900000/110899400/110899382/76e97dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Harmony Haill Bed and Breakfast Arrington CA $271 CA $305 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Arrington-Hotels-Harmony-Haill-Bed-And-Breakfast.h110899382.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) ![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) ![Cornwall](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/df3a4736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barn Cottage | Garden view](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/ca83320a.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $453 CA $509 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information) ![Fishing](https://images.trvl-media.com/lodging/11000000/10930000/10922900/10922847/519485f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10930000/10922900/10922847/b75cc3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/11000000/10930000/10922900/10922847/150990fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/11000000/10930000/10922900/10922847/985e53df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steeles Tavern Manor Raphine 9.6/10 Exceptional (139) "Sandra made sure we know the code for the door if we got oj late but was there to meet us when we got in. She’s so accommodating and the inn is lovely!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will CA $369 CA $426 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Steeles-Tavern-Manor.h10922847.Hotel-Information) ![Room, Private Bathroom (Tye River)](https://images.trvl-media.com/lodging/24000000/23780000/23775900/23775817/b71e9199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23780000/23775900/23775817/1a3aff32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/24000000/23780000/23775900/23775817/7563846f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23780000/23775900/23775817/7ff2fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Tree Inn Vesuvius 9.6/10 Exceptional (106) "Friendly owners, amazing breakfast and pristine room! EV charger is a very nice added bonus too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrei CA $278 CA $320 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lexington-Hotels-Sugar-Tree-Inn.h23775817.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/25000000/24470000/24466800/24466788/6af42e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cottage, Kitchen | Living area](https://images.trvl-media.com/lodging/25000000/24470000/24466800/24466788/833e2245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cottage, Kitchen | View from room](https://images.trvl-media.com/lodging/25000000/24470000/24466800/24466788/fc1248d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24470000/24466800/24466788/8b7f7204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodville Bed and Breakfast Esmont 10/10 Exceptional (54) "Great breakfast in a beautifully restored home. Lovely quiet room with nice bedding. Owners were delightful. Vineyard on premises." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $313 CA $357 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Esmont-Hotels-Woodville-Bed-And-Breakfast.h24466788.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=2025-11-12&endDate=2025-11-13®ionId=10811&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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-Bed-And-Breakfast.d10811-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Bed-And-Breakfast.d10811-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![Howard Johnson by Wyndham Staunton](//images.trvl-media.com/lodging/1000000/670000/663700/663617/99b5e75e_y.jpg) ### Howard Johnson by Wyndham Staunton 10/10 Excellent "I always stay here when visiting family in Staunton. The main reason? Because of the service!! They are so nice and accommodating! Yes, it is older and dated a bit, but they recently gave the place a fresh paint job and are doing their best. Thank you" [](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "Staff was super / facility and well taken care of clean/ " [](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Beautiful downtown location. We loved the charm of the area." [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](//images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "Fantastic getaway close to the Mountain Inn and grocery, slopes are a short walk, as are beautiful trails and spectacular views. We brought our dog with us, and she also loved the place. We will definitely try to come back during the winter season. Five stars plus" [](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Holiday Inn Express & Suites Staunton by IHG](//images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg) ### Holiday Inn Express & Suites Staunton by IHG 10/10 Excellent "Staff are amazing. Hotel is very functional and room is very spacious and practical. The only thing is that the room is not too sound proof. " [](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information) ![Holiday Inn Staunton Conference Center by IHG](//images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d_y.jpg) ### Holiday Inn Staunton Conference Center by IHG 10/10 Excellent "I have not had breakfast yet " [](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.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 "I really enjoyed my stay." [](https://expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Waynesboro.h13044.Hotel-Information) ![Holiday Inn Express & Suites Waynesboro East by IHG](//images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg) ### Holiday Inn Express & Suites Waynesboro East by IHG 10/10 Excellent "Clean room, well cared for property. Typical hotel breakfast " [](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg) ### Comfort Inn 10/10 Excellent "Breakfast is good." [](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen B&B information | Number of reviews | 653 | | --- | --- | | Accommodation | 23 B&B | | Lowest Price | CA $200 | | Highest Price | CA $509 | ## Frequently asked questions ### Searching for B&Bs in Wintergreen? > If you want to find an accommodation with a small number of rooms and a more personalized environment, a bed and breakfast may be the perfect thing for your vacation to Wintergreen. If you're looking to hit the slopes on your trip to Wintergreen, Wintergreen Resort is worth a visit. ### How do you know if a B&B is the best choice for you? > With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs offer a one-of-a-kind setting. ### What are the top B&Bs in Wintergreen? > Here are some B&Bs in the surrounding area: [The Crossroads Inn](https://www.expedia.ca/North-Garden-Hotels-The-Crossroads-Inn.h96788188.Hotel-Information): 6 rooms. 14 mi (22.5 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. [The Farmhouse at Veritas](https://www.expedia.ca/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information): 8 rooms. Situated 9.5 mi (15.4 km) from the heart of Wintergreen. Enjoy the free full breakfast and massage services. [Steeles Tavern Manor](https://www.expedia.ca/Lexington-Hotels-Steeles-Tavern-Manor.h10922847.Hotel-Information): 5 rooms. 16.8 mi (27 km) from the heart of downtown. Enjoy the free full breakfast and in-room pools. [Harmony Haill Bed and Breakfast](https://www.expedia.ca/Arrington-Hotels-Harmony-Haill-Bed-And-Breakfast.h110899382.Hotel-Information): 6 rooms. Located 14.1 mi (22.7 km) from the core of Wintergreen. Enjoy the local cuisine breakfast and hot tubs. ### What's the best time of year to book my B&B in Wintergreen? > When you're dreaming of a escape to Wintergreen, year-round temperatures and rainfall may be important factors to consider. 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? > When you want to check out some attractions in town, you might consider a visit to Wintergreen Resort and George Washington National Forest. Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course are also some sites to visit if you want to see more of the area. ### How can I get to and around Wintergreen? > Mapping out your trip in and around Wintergreen is easy with these transportation options. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) away from the city center. You can also search for flights into Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away. 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