Title: Top Guest Houses in Windham County in 2026 | Expedia.ca [Windham County Hotels](https://expedia.ca/Destinations-In-Windham-County.d553248635976433169.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.ca/Destinations-In-Windham-County.d553248635976433169.Vacation-Rental-Destinations)[Windham County Car Rentals](https://expedia.ca/Destinations-In-Windham-County.d553248635976433169.Car-Rental-Destinations)[Windham County Vacations](https://expedia.ca/Windham-County.d553248635976433169.Destination-Travel-Guides) ![A sign for Brooklyn, Connecticut](https://images.trvl-media.com/place/83425/0a665437-cb6a-48d3-8dca-6c9da1a1d289.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/83425/0a665437-cb6a-48d3-8dca-6c9da1a1d289.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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976433169&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976433169&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976433169&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976433169&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windham County ![Milford Cityscape in winter over the Wepawaug River with views of the First Church of Christ in Milford built in 1824, stone bridge, and bench at the Lower Lagoon Park green in Connecticut](https://images.trvl-media.com/place/7862/0eb0dfaa-b9f2-4b24-ab9f-ea58645a0fe2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Willimantic [](https://expedia.ca/Willimantic-Guest-Houses.d7862-aaGuestHouses.Travel-Guide-Accommodation) ![PLAINFIELD, VERMONT, USA - FEBRUARY, 21, 2020: Winter time historic village view](https://images.trvl-media.com/place/146472/a310becb-839b-4509-8655-1223cb9f5d56.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plainfield [](https://expedia.ca/Plainfield-Guest-Houses.d146472-aaGuestHouses.Travel-Guide-Accommodation) ![Silky water of Cargill Falls of the Quinebaug River, Connecticut.](https://images.trvl-media.com/place/55918/ffd3ac0d-2647-4a02-bc8a-6fdc44310912.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Putnam [](https://expedia.ca/Putnam-Guest-Houses.d55918-aaGuestHouses.Travel-Guide-Accommodation) ![Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.](https://images.trvl-media.com/place/176585/3eb2ad40-8b54-45a0-b6c0-8406c13103dd.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock-Guest-Houses.d176585-aaGuestHouses.Travel-Guide-Accommodation) ![Thompson Hill Historic District aerial view including Congregational church and town common in Thompson Hill village, Thompson, Connecticut CT, USA. ](https://images.trvl-media.com/place/55997/cb753dad-556a-46ec-89d6-9b016df6ef93.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Thompson [](https://expedia.ca/Thompson-Guest-Houses.d55997-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Windham County guest houses ![Front of property](https://images.trvl-media.com/lodging/24000000/23200000/23192700/23192686/5eb15f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/24000000/23200000/23192700/23192686/0293b0a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed](https://images.trvl-media.com/lodging/24000000/23200000/23192700/23192686/e9e5bca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23200000/23192700/23192686/15803837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Hill Inn [](https://www.expedia.ca/Willington-Hotels-Spring-Hill-Inn.h23192686.Hotel-Information) Storrs 8.8/10 Excellent (120 reviews) "Staff were nice, the place was clean and cute. We booked this last minute when we got to the first place we booked and realized we couldn’t stay so it was a relief to find this at the last minute. We ate dinner in the attached restaurant and it was good. Close to UConn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $310 CA $357 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Willington-Hotels-Spring-Hill-Inn.h23192686.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/b169b27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/3456b1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Ensuite | Miscellaneous](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/30621c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Ensuite (LOFT SUITE)](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/70bb7376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sturbridge Country Inn [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Country-Inn.h61445.Hotel-Information) Fiskdale 4.8/10 (116 reviews) "Room was very clean and loved the rustic country decor. Fire place and jetted tub worked perfectly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $312 CA $349 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Country-Inn.h61445.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131064/4d71b49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131064/abc91d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131064/b698cc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131064/822d301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 1900s Ship Smith Cottage... A Patriotic New England Inspiration! [](https://www.expedia.ca/Stonington-Hotels-Historic-1900s-Ship-Smith-Cottage-A-Patriotic-New-England-Inspiration.h84131064.Hotel-Information) Old Mystic 10/10 Exceptional (37 reviews) "This place was so much cooler in person than I ever expected… And I had high expectations looking at all the photos. Can’t wait to go back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather B. CA $239 CA $531 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Stonington-Hotels-Historic-1900s-Ship-Smith-Cottage-A-Patriotic-New-England-Inspiration.h84131064.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34850000/34845200/34845109/8b3e3161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34850000/34845200/34845109/0bd035e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34850000/34845200/34845109/9e9ee3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34850000/34845200/34845109/db211a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Good Vibrations: A quiet Rhode Island getaway, between Providence & Newport [](https://www.expedia.ca/North-Kingstown-Hotels-Quiet-Rhode-Island-Getaway.h34845109.Hotel-Information) North Kingstown 10/10 Exceptional (47 reviews) "Nice home in a convenient, quiet location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) E Scott J. [](https://www.expedia.ca/North-Kingstown-Hotels-Quiet-Rhode-Island-Getaway.h34845109.Hotel-Information) ![Traditional House, Multiple Bedrooms](https://images.trvl-media.com/lodging/94000000/93140000/93132100/93132025/c58f472e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93140000/93132100/93132025/521a1079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/94000000/93140000/93132100/93132025/232d8312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/94000000/93140000/93132100/93132025/0c50a55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheney Bros Hill Top Mansion [](https://www.expedia.ca/Hartford-Hotels-Cheney-Bros-Hill-Top-Mansion.h93132025.Hotel-Information) Manchester 10/10 Exceptional (1 review) "Nice welcome, good location" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc [](https://www.expedia.ca/Hartford-Hotels-Cheney-Bros-Hill-Top-Mansion.h93132025.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10410000/10408000/10408000/b5ca750c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Duplex, 3 Bedrooms, Garden Area | In-room dining](https://images.trvl-media.com/lodging/11000000/10410000/10408000/10408000/0abb8546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10410000/10408000/10408000/0cf684bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Duplex, 3 Bedrooms, Garden Area](https://images.trvl-media.com/lodging/11000000/10410000/10408000/10408000/5c7d3fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stage Coach Inn [](https://www.expedia.ca/Preston-Hotels-Stage-Coach-Inn.h10408000.Hotel-Information) Preston 2.0/10 (2 reviews) "This place was horrible. When we arrived the cleaning/maintenance people were outside having a screaming match. There were mouse droppings in the cabinets with the dishes. There were acorns on the couch. One of the queen size beds were broken and unable to be slept in. There was supposed to be a pull out couch which in fact was a blow up mattress. The downstairs window was cracked with and completely open. This was supposed to be an amazing get away for my Mom for her 6oth and 2 of our... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Preston-Hotels-Stage-Coach-Inn.h10408000.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=2026-04-16&endDate=2026-04-17®ionId=553248635976433169&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-County-Guest-Houses.d553248635976433169-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Guest-Houses.d553248635976433169-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windham County Hotel Reviews ![Hilltop Inn and Suites, near Foxwoods Casino](https://images.trvl-media.com/lodging/1000000/800000/794400/794370/a3fff07b_y.jpg) ### Hilltop Inn and Suites, near Foxwoods Casino 6/10 Okay "No issues " [](https://expedia.ca/North-Stonington-Hotels-Hilltop-Inn-Suites-North-Stonington.h794370.Hotel-Information) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/a4b45014_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Room was clean, breakfast was good, staff was really friendly and helpful " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![The Loom Hotel, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175154/6dbb24df_y.jpg) ### The Loom Hotel, Tapestry Collection by Hilton 10/10 Excellent "As advertised, comfortable bed, kind staff, would stay again!" [](https://expedia.ca/Providence-Hotels-NYLO-Providence-Warwick-Hotel.h2175154.Hotel-Information) ![Spark by Hilton Mystic Groton](https://images.trvl-media.com/lodging/1000000/20000/10100/10068/3901f643_y.jpg) ### Spark by Hilton Mystic Groton 8/10 Good "Breakfast was amazing, parking was safe. Door slamming was very loud by our room. Wish we weren't by the exit" [](https://expedia.ca/Mystic-Hotels-Spark-By-Hilton-Mystic-Groton.h10068.Hotel-Information) ![Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino](https://images.trvl-media.com/lodging/2000000/1720000/1716800/1716701/05fe913e_y.jpg) ### Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino 10/10 Excellent "Stay here every year for cheer comps! Always an amazing deal and stay! " [](https://expedia.ca/North-Stonington-Hotels-Bellissimo-Grande-Hotel.h1716701.Hotel-Information) ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/37130fc3_y.jpg) ### Mohegan Sun 4/10 Poor "Room was not equipped with trash bags for trash. As soon as we stepped off the elevator, there was an overwhelming musty, mold like smell like there had been a leak somewhere and the rugs were not properly cared for after. Our room thermostat was broken and unable to hold a steady temperature making it either extremely cold or extremely hot in the bedroom part of our suite. The refrigerator did not keep our drinks cold and the TVs did not function properly. " [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Fairfield by Marriott Inn & Suites Providence Airport Warwick](https://images.trvl-media.com/lodging/1000000/20000/13200/13169/9fcef433_y.jpg) ### Fairfield by Marriott Inn & Suites Providence Airport Warwick 6/10 Okay "Comfy beds, later than normal check out which is great, however they slap you with a parking fee they don’t tell you about. Prices of the snack and waters are outrageous. Older ac units in room pretty noisy. " [](https://expedia.ca/Providence-Hotels-Fairfield-By-Marriott-Inn-Suites-Providence-Airport-Warwick.h13169.Hotel-Information) ![Hilton Mystic](https://images.trvl-media.com/lodging/1000000/30000/20300/20204/ad11491d_y.jpg) ### Hilton Mystic 2/10 Terrible "This was no more than a three star hotel at best. At all levels. Will not book here again. " [](https://expedia.ca/Mystic-Hotels-Hilton-Mystic.h20204.Hotel-Information) ![Hyatt Place Mystic](https://images.trvl-media.com/lodging/1000000/170000/168000/167903/726ad093_y.jpg) ### Hyatt Place Mystic 10/10 Excellent "Clean great staff" [](https://expedia.ca/Mystic-Hotels-Hyatt-Place-Mystic.h167903.Hotel-Information) ## Find out more about Windham County ## Windham County Guest Houses information | Number of reviews | 323 | | ----------------- | -------------- | | Accommodation | 6 Guest Houses | | Lowest Price | CA $349 | | Highest Price | CA $531 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Hampton Hill Historic District ](https://www.expedia.ca/5Star-Hampton-Hill-Historic-District-Hotels.s50-0-d6340953.Travel-Guide-Filter-Hotels) - [Castles in Ashford ](https://www.expedia.ca/Ashford-Castles.d6134212-aaCastles.Travel-Guide-Accommodation) - [Guest Houses in Ashford ](https://www.expedia.ca/Ashford-Guest-Houses.d6134212-aaGuestHouses.Travel-Guide-Accommodation) - 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