Title: Pittsfield B&B: Find the Best Bed and Breakfast from CA $265 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d553248635975875351.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d553248635975875351.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d553248635975875351.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield bed & breakfast ![Deluxe Double Room, 1 Queen Bed, Non Smoking | View from room](https://images.trvl-media.com/lodging/101000000/100810000/100802200/100802123/872e4c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/101000000/100810000/100802200/100802123/494145db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/101000000/100810000/100802200/100802123/4250ac92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, 1 King Bed, Courtyard View](https://images.trvl-media.com/lodging/101000000/100810000/100802200/100802123/ece91d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaks B&B Hotel and Spiritual Center [](https://www.expedia.ca/Jamestown-Hotels-The-Oaks-BB-Hotel-And-Spiritual-Center.h100802123.Hotel-Information) Jamestown 7.8/10 Good (7 reviews) "We had a wonderful experience. We booked online last minute and felt very welcomed. The bed was super comfy the house was extremely quiet and the bathroom had everything we needed. We enjoyed a great breakfast before we left the next day. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwen CA $235 CA $265 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Jamestown-Hotels-The-Oaks-BB-Hotel-And-Spiritual-Center.h100802123.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=2026-01-18&endDate=2026-01-30®ionId=553248635975875351&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.d553248635975875351-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.d553248635975875351-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Chautauqua Harbor Hotel - Jamestown](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg) ### Chautauqua Harbor Hotel - Jamestown 10/10 Excellent "The restaurant was great and the bar had great choices." [](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/0861e277_y.jpg) ### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14 10/10 Excellent "Great place great price" [](https://expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) ![Peek'n Peak Resort Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787_y.jpg) ### Peek'n Peak Resort Trademark Collection by Wyndham 10/10 Excellent "Good " [](https://expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Jamestown](https://images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg) ### La Quinta Inn & Suites by Wyndham Jamestown 10/10 Excellent "Clean room, good breakfast. Staff was nice. " [](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information) ![Hazeltine Boutique Hotel BnB](https://images.trvl-media.com/lodging/90000000/89290000/89288800/89288721/b51602a4_y.jpg) ### Hazeltine Boutique Hotel BnB 10/10 Excellent "Very clean and welcoming. Beautiful inside and out. Great for a romantic getaway." [](https://expedia.ca/Warren-Hotels-Hazeltine-Boutique-Hotel-BnB.h89288721.Hotel-Information) ![Quality Inn & Suites Warren](https://images.trvl-media.com/lodging/10000000/9700000/9699900/9699897/eeaa9d62_y.jpg) ### Quality Inn & Suites Warren 10/10 Excellent "Staff was awesome. Room was clean." [](https://expedia.ca/Warren-Hotels-Quality-Inn-Suites.h9699897.Hotel-Information) ![Holiday Inn Express & Suites Jamestown by IHG](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/bbe23dc2_y.jpg) ### Holiday Inn Express & Suites Jamestown by IHG 10/10 Excellent "They had bacon for breakfast." [](https://expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information) ![Beautiful Peek'n Peak Highlands Condo ](https://images.trvl-media.com/lodging/69000000/68050000/68046200/68046106/4b470e1b_y.jpg) ### Beautiful Peek'n Peak Highlands Condo 10/10 Excellent "This property exceeded our expiations. It was very clean, well equipped with everything you could possibly need during your stay and there was plenty of room for all of our family and friends. Close to the ski slopes and so cozy once we returned for the evening. Great communication with the host as well. We will definitely try and return for another winter or summer getaway. " [](https://expedia.ca/Jamestown-Hotels-Beautiful-Peekn-Peak-Highlands-Condo.h68046106.Hotel-Information) ![Days Inn by Wyndham Warren](https://images.trvl-media.com/lodging/1000000/10000/700/628/85679b92_y.jpg) ### Days Inn by Wyndham Warren 10/10 Excellent "This is a great place to stay. Rooms are being upgraded and look fantastic. Our room was very large, despite the king size bed. It is located on the west side of town and is a short drive to the downtown eatery and shopping areas." [](https://expedia.ca/Warren-Hotels-Days-Inn-By-Wyndham-Warren.h628.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield B&B information | Number of reviews | | | ----------------- | ------- | | Accommodation | 6 B&B | | Lowest Price | CA $265 | | Highest Price | CA $265 | ## Frequently asked questions ### Searching for B&Bs in Pittsfield? ### Why should you consider a B&B versus a traditional hotel? ### What are the best B&Bs in Pittsfield? ### When is the best time to stay at a 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 - Vacation Rental - Other - More ways to book - [4 Star Hotels in Centerville ](https://www.expedia.ca/4Star-Centerville-Hotels.s40-0-d553248634998807404.Travel-Guide-Filter-Hotels) - [Allegheny National Forest Hotels ](https://www.expedia.ca/Allegheny-National-Forest-Hotels.d6090475.Travel-Guide-Hotels) - [Hotels near Allegheny River ](https://www.expedia.ca/Allegheny-River-Hotels.0-l553248621532660618-0.Travel-Guide-Filter-Hotels) - 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