Title: Pittsfield B&B: Find the Best Bed and Breakfast from CA $249 | 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) ![](https://images.trvl-media.com/place/6053891/1dbadbe0-84b7-4851-af74-a077f5919903.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 [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) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield bed & breakfast ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/7a9a726e.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 reviews) "We enjoyed our stay, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $229 CA $249 total includes taxes & fees Feb 1 - Feb 2 [](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 Loft, Lake View | Private kitchen](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/49e45fc6.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) ![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) ### Pressey House Lakeside Bed & Breakfast [](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.Hotel-Information) Oakland CA $394 CA $430 total includes taxes & fees Feb 27 - Feb 28 [](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=2026-02-10&endDate=2026-02-11®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 ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Nice clean room, cozy, friendly staff, fair price, convenient location. " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Large Secluded Cabin on the Lake - Now booking 2+ night stays](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565695/58eac4b5_y.jpg) ### Large Secluded Cabin on the Lake - Now booking 2+ night stays 10/10 Excellent "We had an amazing winter weekend here with friends. The cabin was spacious, cozy, and exactly what we were looking for—secluded, peaceful, and right on the lake. Perfect setup for an ice fishing weekend, but just as great for relaxing by the fire, cooking together, and unplugging from real life for a bit.Everything was clean, well maintained, and thoughtfully stocked. The host was responsive and easy to work with, which made the whole stay seamless. Waking up to the quiet lake and woods was a highlight.If you’re looking for a true Maine getaway with plenty of space for a group and a great balance of comfort and outdoors, this place delivers. We’d absolutely come back." [](https://expedia.ca/Smithfield-Hotels-Large-Secluded-Cabin-On-The-Lake-Now-Booking-2-Night-Stays.h83565695.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 "everyone was very nice .We was able to get into our room early . clean rooms the floor we was on I would swear we was the only ones on never heard anyone else . Breakfast was really good . Can't wait to stay there again . This is our new place to stay when I need to come to watervill. " [](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 "Clean room, great staff!!! Loved coffee in the entry area too, thank you!!" [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg) ### The Skowhegan By Kasa 10/10 Excellent "Very clean room and the building smelled amazing. It's such a great spot. Highly recommend." [](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/20d8d18f_y.jpg) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore 10/10 Excellent "Yes, thank you again Diane" [](https://expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) ![Cabin in scenic woods with hiking trails, firepit, horseback riding nearby](https://images.trvl-media.com/lodging/32000000/31190000/31189900/31189874/0def602e_y.jpg) ### Cabin in scenic woods with hiking trails, firepit, horseback riding nearby 10/10 Excellent "Beautiful and scenic. Very cozy. An excellent getaway for the holidays. " [](https://expedia.ca/Exeter-Hotels-Cabin-In-Scenic-Woods-With-Hiking-Trails.h31189874.Hotel-Information) ![Charming Guest House on Farm - Pets Welcome](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0_y.jpg) ### Charming Guest House on Farm - Pets Welcome 10/10 Excellent "Very accommodating host. Loved everything about it. Highly recommend " [](https://expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Front desk attendant was friendly. Our room was clean, comfy king size bed. Easy highway access, shopping and restaurants in the area" [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield B&B information | Number of reviews | 61 | | ----------------- | ------- | | Accommodation | 3 B&B | | Lowest Price | CA $249 | | Highest Price | CA $430 | ## 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) - [5 Star Hotels in Detroit ](https://www.expedia.ca/5Star-Detroit-Hotels.s50-0-d6333765.Travel-Guide-Filter-Hotels) - 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