Title: Windsor Guest Houses from CA $178 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William E Berry Jr. # Search Guest Houses in Windsor from CA $178 ![](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Guest Houses ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/cc154186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/e9bfe6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/eadfb638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/56da22f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Road Inn Goshen 8.6/10 Excellent (238) "I basically live here sometimes and it’s great. Foods not far either" [](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Inn.h35089593.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/b2a04132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/6c57eb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Private Bathroom](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/c47d7318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/3a9d5306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Trailside Inn North Sherburne 9.0/10 Wonderful (133) "Such a great, comfortable place to stay with an awesome staff!" CA $264 CA $291 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Killington-Hotels-The-Trailside-Inn.h8370321.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/4c3d93dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/b82487c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/a12c93ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/a065d41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newport Sunshine/Brook Road Inn Goshen 9.0/10 Wonderful (4) "We stay at the Brook Wood Inn when visiting family in nearby Unity. This was our 2nd stay at the Inn and it is very relaxing place to stay. The common areas and kitchen is great, we always make our own breakfast and have a nice cup of coffee together each morning :)" CA $120 CA $210 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Newport-SunshineBrook-Road-Inn.h46558929.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/18a5e98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/4ff0ed99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/b0f41994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/fd638ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View / Brook Road Inn Goshen 9.8/10 Exceptional (8) "Very convenient to mt sunapee." CA $113 CA $202 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Mountain-View-Brook-Road-Inn.h46558877.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/7db99147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/754c1603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/0a2242ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/eb0eb7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moss Creek / Brook Road Inn Goshen 8.8/10 Excellent (3) "You need carpeting upstairs- the amount of stomping around at 530am over the weekend was frustrating. I also understand not serving food right now- however to expect guests to not eat in the comfort of their own rooms and expecting them to eat out in a common area but not serving food is a little hypocritical to be honest. The facility was nice, i liked being able to come and go as i pleased. " CA $141 CA $233 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Moss-Creek-Brook-Road-Inn.h46558941.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/4e4191ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/47ee6f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/aaad80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/0b0fbdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red,White & Blue/Brook Road Inn Goshen 9.6/10 Exceptional (8) "Didn't know what to expect but was pleasantly surprised. Great place for great price." CA $105 CA $193 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Red.h46558881.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/f16fbec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/d20a33cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/5b4e78d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/6f0ba7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lavender / Brook Road Inn Goshen 8.0/10 Very good (3) "Very clean and easy to “self check in”. It is a nice setting too. We felt safe. The bed, for me was very hard and the pillows were more like morning pancakes. The pillows really need to be replaced. I did not sleep well. Over all a nice place. " CA $105 CA $193 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Lavender-Brook-Road-Inn.h46558874.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/a682536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/a5cf9d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/e365eb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/8a804133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Goose / Brook Road Inn Goshen 9.0/10 Wonderful (8) "Check in was easy, the entire house was spotless, comfortable accommodations. We stayed one night and it was perfect for a stopover." CA $91 CA $178 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Blue-Goose-Brook-Road-Inn.h46558913.Hotel-Information) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/3fadf695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/1f6e954d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/bab1838e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/3a1c5a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chandler / Brook Road Inn Goshen 8.0/10 Very good (6) "Easy check in, cozy and clean." CA $136 CA $234 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Chandler-Brook-Road-Inn.h46558901.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/2f093d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/9748a972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/0a41df14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/8e5eb8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Rose / Brook Road Inn Goshen 7.0/10 Good (2) "The place was nice and clean. It is far from places to eat. B&B’s just aren’t what they use to be. No breakfast’s served and no personal contact." CA $120 CA $210 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Victorian-Rose-Brook-Road-Inn.h46558921.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/d33ea3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/c17d29ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/86435f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/93d46629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Look West / Brook Road Inn Goshen 10/10 Exceptional (3) "We love this place." CA $136 CA $234 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Look-West-Brook-Road-Inn.h46558887.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111750000/111740100/111740098/f8fda1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111750000/111740100/111740098/1929f2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111750000/111740100/111740098/50074a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111750000/111740100/111740098/w986h555x107y0-be91d3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views! Killington 10/10 Exceptional (2) [](https://www.expedia.ca/Killington-Hotels-The-Apartment-At-The-Slopeside-Estate-House-Ski-OnOff.h111740098.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/c140b7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/fd4b6056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/9b891684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/176a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gunnison Brook / Brook Road Inn Goshen 8.0/10 Very good (3) "Pros: --Safe --Quiet --Clean --Comfortable --Historic Cons: --was without any water for bathing for ~24 hours --I asked for consideration due to the lack of water, and I received no response to that request and was still charged full price" CA $127 CA $217 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Gunnison-Brook-Brook-Road-Inn.h46558935.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=7881&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%2FWindsor-Guest-Houses.d7881-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d7881-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg) ### Claremont Motor Lodge 10/10 Excellent "Quiet" [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "It was a great hotel with a great view. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Hotel Coolidge](//images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "X" [](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Clean room, friendly staff " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very nice property. Would love to visit again." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "The staff was very helpful, the place was comfortable with home amenities, view and property was breathtaking. " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Amazing area!" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Off season, so lounge/cafe closed. However plenty of brewed coffee availary 0500 to 11 am. Dining options a few minutes away. Great bed. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 363 | | --- | --- | | Accommodation | 18 Guest Houses | | Lowest Price | CA $178 | | Highest Price | CA $291 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Beach-Hotel.0-0-d6046953-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Luxury-Hotel.0-0-d6046953-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Mountain-Hotels.0-0-d6046953-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Pet-Friendly-Hotel.0-0-d6046953-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Romantic-Hotel.0-0-d6046953-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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