Title: Windsor Guest Houses from CA $220 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx9542)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d9542.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d9542.Destination-Travel-Guides) ![Great views. Great wine. Call ahead for a tasting. #russianrivervalley](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stacey Strykowski 🌾 ![](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor guest houses ![Garden](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/14de3192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0dfdeafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/4a1aa170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0132d592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Country Inn [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) St. Helena 9.4/10 Exceptional (734 reviews) "Breakfast was ok and parking was good. Bed was comfortable and room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $229 CA $263 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/89b5c4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/622d7d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/ca9bff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/25010dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calderwood Inn [](https://www.expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) Healdsburg 9.0/10 Wonderful (250 reviews) "House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $221 CA $256 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/3e3f8505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/w461h291x4y5-47750967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/6ff5f8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/768d3519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guerneville Lodge [](https://www.expedia.ca/Guerneville-Hotels-Guerneville-Lodge.h8680661.Hotel-Information) Guerneville 8.4/10 Very good (331 reviews) "The room could use new bed linens and pillows. They were very worn and the pillows were super flat. One chair in the room was not sufficient. More seating would be great. There was space for it. The staff was non-existent. I had to call the owner to check in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $193 CA $220 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Guerneville-Hotels-Guerneville-Lodge.h8680661.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/f0f0b083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/5b57f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/f9f32817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/a170c2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit [](https://www.expedia.ca/Guerneville-Hotels-Quiet.h99391569.Hotel-Information) Guerneville 10/10 Exceptional (24 reviews) "Clean & comfortable beds; good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaclyn S. CA $193 CA $388 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Guerneville-Hotels-Quiet.h99391569.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/9e430777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/136bffca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/4bee86b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/81ee163f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming guest house near Sonoma [](https://www.expedia.ca/Santa-Rosa-Hotels-Charming-Guest-House-Near-Sonoma.h91033504.Hotel-Information) Santa Rosa 9.6/10 Exceptional (29 reviews) "Nicely appointed, quiet, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria B. CA $243 CA $484 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Santa-Rosa-Hotels-Charming-Guest-House-Near-Sonoma.h91033504.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=2026-01-28&endDate=2026-01-29®ionId=9542&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.d9542-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d9542-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "Room nice,clean" [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![The Inn at the Tides](https://images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "Loved the in room fireplace and the Staff was excellent" [](https://expedia.ca/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 10/10 Excellent "Nice staff. Simple but clean and quiet room " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Hotel E](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "Room " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Great place to stay" [](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Golden Haven Hot Springs](https://images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg) ### Golden Haven Hot Springs 10/10 Excellent "Very low key, clean, mud bath was great, pools were great, friendly , welcoming " [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "Very cozy vibe .the room is very clean extremely spacious . a great touch of acknowledge from staff to the celebration of my husband and I birthday day weekend, by leaving a bottle of champagne and a bottle of wine to celebrate our birthdays.staff and service was excellent. The bar happy hour was also excellent. There’s lots to do on the property if the weather allows . Bartender was not as friendly as expected very dry to any conversations. In an overall rate, it was an excellent stay. " [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "Very good" [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![DoubleTree by Hilton Sonoma - Wine Country](https://images.trvl-media.com/lodging/1000000/30000/23800/23750/b3252764_y.jpg) ### DoubleTree by Hilton Sonoma - Wine Country 10/10 Excellent "The staff was very friendly and helpful." [](https://expedia.ca/Rohnert-Park-Hotels-DoubleTree-By-Hilton-Sonoma-Wine-Country.h23750.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 1,366 | | ----------------- | --------------- | | Accommodation | 18 Guest Houses | | Lowest Price | CA $220 | | Highest Price | CA $484 | ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [4 Star Hotels in Chalk Hill ](https://www.expedia.ca/4Star-Chalk-Hill-Hotels.s40-0-d736342871657291776.Travel-Guide-Filter-Hotels) - [Apartments in Angel Island ](https://www.expedia.ca/Angel-Island-Apartments.d502570-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Angel Island ](https://www.expedia.ca/Angel-Island-Condos.d502570-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Angel Island ](https://www.expedia.ca/Angel-Island-Guest-Houses.d502570-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Angel Island ](https://www.expedia.ca/Angel-Island-Inns.d502570-aaInns.Travel-Guide-Accommodation) - 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[Flights to Sonoma County ](https://www.expedia.ca/Cheap-Flights-To-Sonoma-County.d6032115.Travel-Guide-Flights) - [Alaska Airlines Vancouver (YVR) to Santa Rosa (STS) flights ](https://www.expedia.ca/lp/flight-routes/alaska-airlines-from-vancouver-intl-to-sonoma-county/as/yvr/sts) - [Flights from Albany (ALB) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/alb/sts/albany-to-santa-rosa) - [Flights from Napa (APC) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/apc/sts/napa-to-santa-rosa) - [Flights from Bucaramanga (BGA) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/bga/sts/bucaramanga-to-santa-rosa) - [Flights from Bellingham (BLI) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/bli/sts/bellingham-to-santa-rosa) - [Flights from Buffalo (BUF) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/buf/sts/buffalo-to-santa-rosa) - [Flights from Clarksville (CKV) to Santa Rosa (STS) ](https://www.expedia.ca/lp/flights/ckv/sts/clarksville-to-santa-rosa) - 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