Title: Pittsfield Guest Houses from CA $387 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d553248635975872445.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d553248635975872445.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d553248635975872445.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d553248635975872445.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 Pittsfield from CA $387 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975872445&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975872445&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975872445&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975872445&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Guest Houses ![Exterior](https://images.trvl-media.com/lodging/21000000/20300000/20291600/20291590/9bf2b4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Lodge at Ashling Acres | Living room](https://images.trvl-media.com/lodging/21000000/20300000/20291600/20291590/caa43744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living room](https://images.trvl-media.com/lodging/21000000/20300000/20291600/20291590/688fecd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage | Living area](https://images.trvl-media.com/lodging/21000000/20300000/20291600/20291590/6857640f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashling Acres Hamilton 10/10 Exceptional (35) "Great stay. Clean, well-appointed and super convenient" CA $345 CA $387 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Utica-Hotels-Ashling-Acres.h20291590.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=2025-10-27&endDate=2025-10-28®ionId=553248635975872445&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%2FPittsfield-Guest-Houses.d553248635975872445-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Guest-Houses.d553248635975872445-aaGuestHouses.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Lake View Motel](//images.trvl-media.com/lodging/2000000/1090000/1085700/1085657/842b74eb_y.jpg) ### Lake View Motel 10/10 Excellent "Easy check in and check out. Convenient location. Beautiful view!" [](https://expedia.ca/Cooperstown-Hotels-Lake-View-Motel.h1085657.Hotel-Information) ![Quality Inn Oneonta Cooperstown Area](//images.trvl-media.com/lodging/1000000/10000/3400/3358/9436baab_y.jpg) ### Quality Inn Oneonta Cooperstown Area 10/10 Excellent "Clean, comfortable , perfect overnight stay " [](https://expedia.ca/Oneonta-Hotels-Quality-Inn-Oneonta-Cooperstown-Area.h3358.Hotel-Information) ![Comfort Inn & Suites Cooperstown / Milford](//images.trvl-media.com/lodging/2000000/1210000/1207800/1207710/20cbf94b_y.jpg) ### Comfort Inn & Suites Cooperstown / Milford 10/10 Excellent "Large room, lots of amenities, very kind and helpful staff. Parking was a little tight but ultimately not a problem." [](https://expedia.ca/Milford-Hotels-Comfort-Inn-Suites-Milford-Cooperstown.h1207710.Hotel-Information) ![Red Roof Inn Norwich](//images.trvl-media.com/lodging/1000000/20000/16100/16030/1db8dcde_y.jpg) ### Red Roof Inn Norwich 10/10 Excellent "The hotel was outdated and the area really didn’t have much to offer but the room itself was nice and clean. " [](https://expedia.ca/Oneonta-Hotels-Red-Roof-Inn-Norwich.h16030.Hotel-Information) ![Hampton Inn Cooperstown](//images.trvl-media.com/lodging/112000000/111600000/111590900/111590878/w3840h2559x0y3-1e586943_y.jpg) ### Hampton Inn Cooperstown 10/10 Excellent "Staff was friendly and helpful. Rooms were comfortable and freshly new." [](https://expedia.ca/Cooperstown-Hotels-Hampton-Inn-Cooperstown.h111590878.Hotel-Information) ![Holiday Inn Express Oneonta by IHG](//images.trvl-media.com/lodging/23000000/22860000/22858300/22858280/bdf1d37b_y.jpg) ### Holiday Inn Express Oneonta by IHG 10/10 Excellent "Very nice place " [](https://expedia.ca/Oneonta-Hotels-Holiday-Inn-Express-Oneonta.h22858280.Hotel-Information) ![Bayside Inn & Marina](//images.trvl-media.com/lodging/7000000/6570000/6561500/6561457/77b92f9a_y.jpg) ### Bayside Inn & Marina 10/10 Excellent "Beautiful Location. Wonderful Lake View. Kept up to date & had a lot of little amenities. Staff were friendly & appreciative. Easy Parking and clean throughout the facility." [](https://expedia.ca/Cooperstown-Hotels-Bayside-Inn-Marina.h6561457.Hotel-Information) ![Best Western Cooperstown Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/10900/10863/38848a91_y.jpg) ### Best Western Cooperstown Inn & Suites 10/10 Excellent "Very good-- staff helpful, very clean room, decent breakfast." [](https://expedia.ca/Cooperstown-Hotels-Best-Western-Cooperstown-Inn-Suites.h10863.Hotel-Information) ![Lake House](//images.trvl-media.com/lodging/3000000/2880000/2878200/2878147/9c76e58f_y.jpg) ### Lake House 10/10 Excellent "Instantly one of my favorite stays. Comfortable, relaxing and beautiful. Owners and staff were very friendly and kind. The guest house where my room was had kitchen and comfy seating everywhere. A walk in the backyard to the lake was so peaceful. I highly recommend. " [](https://expedia.ca/Richfield-Springs-Hotels-Lake-House.h2878147.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Guest Houses information | Number of reviews | 35 | | --- | --- | | Accommodation | 9 Guest Houses | | Lowest Price | CA $387 | | Highest Price | CA $387 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Guest Houses in Brookfield](https://www.expedia.ca/Brookfield-Guest-Houses.d6173037-aaGuestHouses.Travel-Guide-Accommodation) - [Farmstay in Burlington Flats](https://www.expedia.ca/Burlington-Flats-Agritourism.d3000448129-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Burlington Flats](https://www.expedia.ca/Burlington-Flats-Apart-Hotels.d3000448129-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Burlington Flats](https://www.expedia.ca/Burlington-Flats-Bed-And-Breakfast.d3000448129-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Burlington Flats](https://www.expedia.ca/Burlington-Flats-Guest-Houses.d3000448129-aaGuestHouses.Travel-Guide-Accommodation) - 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