Title: Stockbridge Guest Houses from CA $248 | Expedia.ca [Hotels in Stockbridge](https://expedia.ca/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels)[Vacation Rentals in Stockbridge](https://expedia.ca/Stockbridge-Vacation-Rentals.d6357893.Travel-Guide-VacationRentals)[Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-Stockbridge.d6357893.Car-Rental-Guide)[Stockbridge Vacation Packages](https://expedia.ca/Stockbridge.d6357893.Destination-Travel-Guides) ![Green Mountain National Forest which includes signage and forests](https://images.trvl-media.com/place/6115904/11df2f84-cf44-4504-a4ec-12c7d5d3c7f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Stockbridge from CA $248 - ![](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 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Stockbridge guest houses ![Property entrance](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/b2a04132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/81275d6c.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 [](https://www.expedia.ca/Killington-Hotels-The-Trailside-Inn.h8370321.Hotel-Information) North Sherburne 9.0/10 Wonderful (137) "Great choice for ski trip. The room is cozy and warm. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dian CA $226 CA $248 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Killington-Hotels-The-Trailside-Inn.h8370321.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=2026-01-12&endDate=2026-01-13®ionId=6357893&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%2FStockbridge-Guest-Houses.d6357893-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Guest-Houses.d6357893-aaGuestHouses.Travel-Guide-Accommodation) ## Top Stockbridge Hotel Reviews ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "It was our first time staying here and the experience was excellent. All the staff were very kind and helpful. The hotel’s location is excellent, and the breakfast and restaurant food were delicious. 100% recommended." [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Classic resort lodge with comfortable soft beds and an easy family run vibe. Perfect overnight or weekend home for exploring Killington. Pool and bar, and right on Killington Rd. The Foundry at Summit Pond is a terrific bistro and just 2 min down the path. My son and I loved it. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/634c6a80_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 10/10 Excellent "All was great" [](https://expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "It was great " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Après Inn Killington](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/ae40488d_y.jpg) ### Après Inn Killington 10/10 Excellent "Nice place to stay if you want to travel around Vermont." [](https://expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Super clean and staff was very accommodating when I needed to change to a larger room. Great stay!" [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Clean and spacious room. Check-in was quick and staff were kind and helpful." [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Wonderful stay. Staff were very kind. Room was clean. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Mountain Meadows Lodge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d_y.jpg) ### Mountain Meadows Lodge 10/10 Excellent "Staff was courteous and had my room ready to go and let on hand on minutes. Room is clean, spacious, and updated. They use text for frequent updates. A great place in close proximity to the mountain." [](https://expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ## Find out more about Stockbridge ## Stockbridge Guest Houses information | Number of reviews | 107 | | ----------------- | -------------- | | Accommodation | 5 Guest Houses | | Lowest Price | CA $248 | | Highest Price | CA $248 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Killington ](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Barnard ](https://www.expedia.ca/Barnard-Hotels-Cheap-Hotels.0-0-d184038-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Barnard ](https://www.expedia.ca/Barnard-Hotels-Luxury-Hotel.0-0-d184038-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Barnard ](https://www.expedia.ca/Barnard-Hotels-Spa-Hotel.0-0-d184038-tSpaHotel.Travel-Guide-Filter-Hotels) - [Barnard Hotels ](https://www.expedia.ca/Barnard-Hotels.d184038.Travel-Guide-Hotels) - 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