Title: Windham Guest Houses from CA $285 | Expedia.ca [Hotels in Windham](https://expedia.ca/Windham-Hotels.d6150553.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d6150553.Travel-Guide-VacationRentals)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d6150553.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Windham from CA $285 ![](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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windham Guest Houses ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/3cc5cffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, foosball](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/c43ba9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/d878b297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/d594b2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run Wilmington 9.0/10 Wonderful (70) "Property was just as described, it was great staying there, outdoors was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $259 CA $285 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/5fa05705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 7, Pet-friendly](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/de328c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/b5317610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 4, Not Pet-friendly](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/8b3fdb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Weston Weston 10/10 Exceptional (9) "Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LISA CA $550 CA $600 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.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=2025-11-08&endDate=2025-11-09®ionId=6150553&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%2FWindham-Guest-Houses.d6150553-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Guest-Houses.d6150553-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Unaware that breakfast was included. The previous year we did have breakfast and we found it to be very expensive and not good. Staff very friendly and very accommodating. Loved the hotel." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Its a beautiful place. Close to the Stratton Village. " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Very dog friendly." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Putney Inn](//images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Parking lot was being sealed but smoke area to park close by. Bed was very comfortable and area was quiet even though close to freeway. " [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Everyone was friendly from front desk to restaurant staff and even the staff painting the elevator. Pablo at the front desk and Emma at the Spa especially stood out." [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Aspen At Manchester](//images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "It was a clean room and contactless check-in and check out was good perk to have." [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "Staff was the best. Friendly and welcoming. Filling breakfast to start our day. Rooms were spacious and well appointed. " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.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 "Relaxing, clean, staff was nice" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Property is great for kids. It is not within walking to any bars or restaurants, other than what they have on site. Staff are friendly, but they don't have daily housekeeping if that is important to you." [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ## Find out more about Windham ## Windham Guest Houses information | Number of reviews | 79 | | --- | --- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $285 | | Highest Price | CA $600 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Jamaica](https://www.expedia.ca/3Star-Jamaica-Hotels.s30-0-d184052.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Londonderry](https://www.expedia.ca/4Star-Londonderry-Hotels.s40-0-d127228.Travel-Guide-Filter-Hotels) - [4 Star Hotels in South Londonderry](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [B&B in Grafton](https://www.expedia.ca/Grafton-Bed-And-Breakfast.d184049-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Grafton](https://www.expedia.ca/Grafton-Castles.d184049-aaCastles.Travel-Guide-Accommodation) - 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