Title: Greenwood Guest Houses from CA $179 | Expedia.ca [Hotels in Greenwood](https://expedia.ca/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)[Vacation Rentals in Greenwood](https://expedia.ca/Greenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)[Things to do in Greenwood](https://expedia.ca/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)[Greenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide)[Greenwood Vacation Packages](https://expedia.ca/Greenwood.d6353665.Destination-Travel-Guides) ![Great wine and great people. Cheers. ](https://images.trvl-media.com/place/553248621532658248/17687aa9-e854-4fd2-9f86-a164a608b213.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karyn Leary # Search Guest Houses in Greenwood from CA $179 - ![](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 [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6353665&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Greenwood guest houses ![Exterior](https://images.trvl-media.com/lodging/13000000/12640000/12636800/12636789/7aaf4a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ensuite (The Wilson) | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12640000/12636800/12636789/f15add6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/13000000/12640000/12636800/12636789/81a10312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ensuite (The Beverley)](https://images.trvl-media.com/lodging/13000000/12640000/12636800/12636789/e7acfac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Historic Berkeley Place [](https://www.expedia.ca/Staunton-Hotels-Berkeley-House-Bed-And-Breakfast.h12636789.Hotel-Information) Staunton 9.2/10 Wonderful (139) "Beautiful inn and room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $178 CA $276 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Staunton-Hotels-Berkeley-House-Bed-And-Breakfast.h12636789.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/12000000/11600000/11592200/11592108/89cdc4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/12000000/11600000/11592200/11592108/9c864488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11600000/11592200/11592108/5d1063ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/12000000/11600000/11592200/11592108/db3c90d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairhaven Guesthouse [](https://www.expedia.ca/Charlottesville-Hotels-Fairhaven-Guesthouse.h11592108.Hotel-Information) Woolen Mills 8.4/10 Very good (76) "Very friendly folks and a very comfy place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candace CA $158 CA $179 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Charlottesville-Hotels-Fairhaven-Guesthouse.h11592108.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65990000/65985900/65985899/377004ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/65990000/65985900/65985899/a32ae6c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/65990000/65985900/65985899/7b59dce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65990000/65985900/65985899/31e6cac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honey B—Honey House 2\. Beautiful vacation home near UVA, Monticello and downtown [](https://www.expedia.ca/Charlottesville-Hotels-Honey-B-Newly-Renovated-Near-UVA.h65985899.Hotel-Information) Charlottesville 10/10 Exceptional (55) "Great location, a few minutes from downtown Charlottesville, wineries, and UVA. Would definitely recommend to friends and family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark E. CA $191 CA $334 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Charlottesville-Hotels-Honey-B-Newly-Renovated-Near-UVA.h65985899.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/111000000/110380000/110377800/110377780/5c6b512f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Bathroom (Suite 4) | Lounge](https://images.trvl-media.com/lodging/111000000/110380000/110377800/110377780/77dff281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/111000000/110380000/110377800/110377780/70b1a88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/111000000/110380000/110377800/110377780/84c60663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barristers Row [](https://www.expedia.ca/Staunton-Hotels-Barristers-Row.h110377780.Hotel-Information) Staunton 7.6/10 Good (5) "The room was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william CA $160 CA $271 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-Barristers-Row.h110377780.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) ![Villa, Private Bathroom (Suite 6) | Lounge](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/34be3efa.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) | 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) "Beautiful inn and surrounding property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $215 CA $319 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104870000/104864200/104864197/03ca4575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104870000/104864200/104864197/w1000h1499x0y1-b97e6ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104870000/104864200/104864197/12738a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104870000/104864200/104864197/9c5a2fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Historic Inn at Oakdene [](https://www.expedia.ca/Staunton-Hotels-The-Historic-Inn-At-Oakdene.h104864197.Hotel-Information) Staunton 9.6/10 Exceptional (17) "Incredibly beautiful inn, I would absolutely be back! The bed was so comfortable, very clean all around. Playing pool was such a fun experience too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $178 CA $291 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Staunton-Hotels-The-Historic-Inn-At-Oakdene.h104864197.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=2026-01-21&endDate=2026-01-22®ionId=6353665&adults=2&lodging=GUEST_HOUSE&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%2FGreenwood-Guest-Houses.d6353665-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Guest-Houses.d6353665-aaGuestHouses.Travel-Guide-Accommodation) ## Top Greenwood Hotel Reviews ![Super 8 by Wyndham Charlottesville](https://images.trvl-media.com/lodging/1000000/460000/459800/459779/3acd4173_y.jpg) ### Super 8 by Wyndham Charlottesville 10/10 Excellent "." [](https://expedia.ca/Charlottesville-Hotels-Super-8-By-Wyndham-Charlottesville.h459779.Hotel-Information) ![Hampton Inn Charlottesville](https://images.trvl-media.com/lodging/1000000/30000/25400/25337/6884bb61_y.jpg) ### Hampton Inn Charlottesville 10/10 Excellent "Every single person who works there is fine! Professional. Friendly. Helpful. Elaine checked us in beautifully. The buffet was great. The beds & shower delightful. " [](https://expedia.ca/Charlottesville-Hotels-Hampton-Inn-Charlottesville.h25337.Hotel-Information) ![Quality Inn Verona - Staunton North](https://images.trvl-media.com/lodging/1000000/180000/172800/172798/a429ddd5_y.jpg) ### Quality Inn Verona - Staunton North 10/10 Excellent "Clean room and very comfortable bed. Would stay again. " [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.Hotel-Information) ![Boar's Head Resort](https://images.trvl-media.com/lodging/8000000/7860000/7850600/7850596/06d23886_y.jpg) ### Boar's Head Resort 10/10 Excellent "Friendly staff, easy parking, great bar and solid restaurant. The fitness center is a short walk away but very large with lots to do including rock climbing. The resort is 10 -15 minutes from anywhere is Charlottesville." [](https://expedia.ca/Charlottesville-Hotels-Boars-Head-Resort.h7850596.Hotel-Information) ![Hotel 24 South](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "This is hotel is one of if not the best in the Staunton area. If you want a touch of American history and the comforts of modern times stay here. From the moment you walk in the first thing you see is the grand piano, as you walk to the front desk you walk by walls and walls of history. The rooms are big and super clean. The best part of the stay was my wife and I just wanted to have a moment away from the family and their lounge is not like any other. You can grab a martini or a cup of hot tea that’s served to you table tea pot and all. The staff is great and they understand family and make everyone feel welcomed. By the way if you stay on the weekends you don’t pay for parking. This is a 5 star in our book and we travel the country and don’t give 5 stars easily." [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Econo Lodge North](https://images.trvl-media.com/lodging/1000000/10000/5800/5763/6f0830a1_y.jpg) ### Econo Lodge North 10/10 Excellent "Yes " [](https://expedia.ca/Charlottesville-Hotels-Econo-Lodge-North.h5763.Hotel-Information) ![Country Inn & Suites by Radisson, Charlottesville-UVA, VA](https://images.trvl-media.com/lodging/17000000/16170000/16163300/16163254/eeef487e_y.jpg) ### Country Inn & Suites by Radisson, Charlottesville-UVA, VA 10/10 Excellent "The room was very clean. Adjusting the thermostat was challenging so the room was a little warmer than we like. Next time I will ask about changing the temperature. All the staff members we met were very nice and friendly." [](https://expedia.ca/Charlottesville-Hotels-Country-Inn-Suites-By-Radisson.h16163254.Hotel-Information) ![Kimpton The Forum Hotel by IHG](https://images.trvl-media.com/lodging/91000000/90010000/90001500/90001426/9e3e0bf0_y.jpg) ### Kimpton The Forum Hotel by IHG 10/10 Excellent "Easy check in, warm lobby. Super clean room. " [](https://expedia.ca/Charlottesville-Hotels-Kimpton-The-Forum-Hotel.h90001426.Hotel-Information) ![Days Inn by Wyndham Charlottesville/University Area](https://images.trvl-media.com/lodging/1000000/520000/518500/518469/bee2076c_y.jpg) ### Days Inn by Wyndham Charlottesville/University Area 10/10 Excellent "Was a clean and they let us do and early check in thank u " [](https://expedia.ca/Charlottesville-Hotels-Days-Inn-By-Wyndham-CharlottesvilleUniversity-Area.h518469.Hotel-Information) ## Find out more about Greenwood ## Greenwood Guest Houses information | Number of reviews | 221 | | ----------------- | -------------- | | Accommodation | 8 Guest Houses | | Lowest Price | CA $179 | | Highest Price | CA $334 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Harriston ](https://www.expedia.ca/4Star-Harriston-Hotels.s40-0-d553248635975847674.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Wayland Park ](https://www.expedia.ca/5Star-Wayland-Park-Crozet-Hotels.s50-n553248635976469832-0.Travel-Guide-Filter-Hotels) - 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