Title: Pittsfield B&B: Find the Best Bed and Breakfast from CA $250 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d6053891.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d6053891.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d6053891.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d6053891.Destination-Travel-Guides) ![Farm](https://images.trvl-media.com/place/6053891/1dbadbe0-84b7-4851-af74-a077f5919903.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Pittsfield from CA $250 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield bed & breakfast ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121380000/121376400/121376376/da86440d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121380000/121376400/121376376/de0a9d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121380000/121376400/121376376/709a5def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121380000/121376400/121376376/56654ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Tree Trail Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Pine-Tree-Trail-Lodge.h121376376.Hotel-Information) Pittsfield CA $369 CA $600 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Pittsfield-Hotels-Pine-Tree-Trail-Lodge.h121376376.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/6c7dd749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/83a1a984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/7a9a726e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Honeymoon Suite](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/00d7a479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster Inn [](https://www.expedia.ca/Dexter-Hotels-Brewster-Inn.h2461044.Hotel-Information) Dexter 9.2/10 Wonderful (61) "We enjoyed our stay, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $230 CA $250 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Dexter-Hotels-Brewster-Inn.h2461044.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/1f35f408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Studio Suite, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/782fc86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Studio Suite, Lake View | In-room dining](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/523ad449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Loft, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/8d8a04c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pressey House Lakeside Bed & Breakfast [](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.Hotel-Information) Oakland CA $391 CA $427 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.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=2025-12-26&endDate=2025-12-27®ionId=6053891&adults=2&lodging=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d6053891-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Bed-And-Breakfast.d6053891-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg) ### The Skowhegan By Kasa 10/10 Excellent "Great place to stay" [](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![The Towne Motel](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/82b2c35d_y.jpg) ### The Towne Motel 10/10 Excellent "Very clean, would use again " [](https://expedia.ca/Skowhegan-Hotels-The-Towne-Motel.h5490125.Hotel-Information) ![Pine Tree Trail Lodge](https://images.trvl-media.com/lodging/122000000/121710000/121709900/121709874/8b35343e_y.jpg) ### Pine Tree Trail Lodge 10/10 Excellent "Great place. The host so helpful. I would definitely stay here again. " [](https://expedia.ca/Pittsfield-Hotels-Pine-Tree-Trail-Lodge.h121709874.Hotel-Information) ![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg) ### Lockwood Hotel 10/10 Excellent "Great staff" [](https://expedia.ca/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information) ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Clean, spacious room with comfortable beds. All staff mem bers were friendly, accommodating, professional and courteous. This is a dog friendly hotel so we could bring our black lab with us! When we come back again to the Waterville area this is the place we will stay!" [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "Room was clean. Staff were very friendly. I highly recommend!" [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Hampton Inn Waterville](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg) ### Hampton Inn Waterville 10/10 Excellent "B" [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![Budget Host Airport Inn](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327380/83a31218_y.jpg) ### Budget Host Airport Inn 10/10 Excellent "Very clean room and walls were thick-it was quiet." [](https://expedia.ca/Augusta-Hotels-Budget-Host-Airport-Inn.h1327380.Hotel-Information) ![Sister A-Frame in Woods B](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/a00de8ac_y.jpg) ### Sister A-Frame in Woods B 10/10 Excellent "Perfect for Colby visits" [](https://expedia.ca/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield B&B information | Number of reviews | 61 | | ----------------- | ------- | | Accommodation | 3 B&B | | Lowest Price | CA $250 | | Highest Price | CA $600 | ## Frequently asked questions ### Searching for B&Bs in Pittsfield? ### Why consider B&Bs instead of traditional hotels? ### What are the best B&Bs in Pittsfield? ### When is the best time to book my B&B in Pittsfield? ### What is there to do in Pittsfield? ### How can I get to and around Pittsfield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Dixmont ](https://www.expedia.ca/4Star-Dixmont-Hotels.s40-0-d553248635975849550.Travel-Guide-Filter-Hotels) - 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