Title: Middletown Guest Houses from CA $256 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d180934.Destination-Travel-Guides) ![Awesome place just to relax. ](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Walls ![](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.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=180934&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=180934&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=180934&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=180934&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown 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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0dfdeafa.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) ![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) ![Reception](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/07b5a3cd.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) ### 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) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/9e430777.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) ![TV](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/6d94a879.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=180934&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%2FMiddletown-Guest-Houses.d180934-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Guest-Houses.d180934-aaGuestHouses.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "Very lovely check in and after leaving my purse on the counter was immediately contacted by the front desk. So very grateful. Room was warmed prior to my arriving and was so happy. Comfy bed. Only down was the pancake machine was broken.😞" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![AC Hotel by Marriott Santa Rosa Sonoma Wine Country](https://images.trvl-media.com/lodging/48000000/47070000/47064700/47064658/ed1ce74a_y.jpg) ### AC Hotel by Marriott Santa Rosa Sonoma Wine Country 10/10 Excellent "Nice modern hotel and rooms" [](https://expedia.ca/Santa-Rosa-Hotels-AC-Hotel-By-Marriott-Santa-Rosa-West.h47064658.Hotel-Information) ![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) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "This is a lovely hotel in a great area. I would definitely stay here again, particularly for the great rate that I got." [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.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) ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "Wonderful." [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.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) ## Find out more about Middletown ## Middletown Guest Houses information | Number of reviews | 1,011 | | ----------------- | --------------- | | Accommodation | 14 Guest Houses | | Lowest Price | CA $256 | | Highest Price | CA $484 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Calistoga ](https://www.expedia.ca/5Star-Calistoga-Hotels.s50-0-d6668.Travel-Guide-Filter-Hotels) - [Aetna Springs Hotels ](https://www.expedia.ca/Aetna-Springs-Hotels.d553248635975873533.Travel-Guide-Hotels) - [Resorts in Aetna Springs ](https://www.expedia.ca/Aetna-Springs-Resort-Hotels.d553248635975873533-aaResortHotels.Travel-Guide-Accommodation) - 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