Title: Pittsfield B&B: Find the Best Bed and Breakfast from CA $174 | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.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) # Find a Bed and Breakfast in Pittsfield from CA $174 - ![](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 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield B&B ![Exterior](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/8c210e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/34a3d8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with Spring](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/23d8da75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Valley Retreat Killington 9.6/10 Exceptional (189) "Absolutely lovely stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $154 CA $174 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/91483dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson West Woodstock 9.8/10 Exceptional (252) "Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaunita CA $209 CA $230 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1590000/1581700/1581667/354bde1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Rose Room](https://images.trvl-media.com/lodging/2000000/1590000/1581700/1581667/9cce230c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1590000/1581700/1581667/2e7ed595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1590000/1581700/1581667/12bb1168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Neshobe River Brandon 9.4/10 Exceptional (16) "Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $265 CA $292 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Brandon-Hotels-Inn-At-Neshobe-River.h1581667.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/86a78166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/8a3ab1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/5d6bf5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/bc79e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snowed Inn Killington 9.8/10 Exceptional (370) "The inn truly stands out for it's naturally beautifully decorated all bright wooden interior. Their recent breakfast area expansion is wonderfully bright and cheery, as are the hosts. Thank you and we are looking forward to seeing you again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradford CA $248 CA $300 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/d7baa23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/01f9a10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/33fd758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/ce0b45d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay At Jimmy's Woodstock 10/10 Exceptional (46) "Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $279 CA $307 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/3781899c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/6218c294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Windham, 1 Queen Bed) | Living area](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/78ef7d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/2653c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vermont Inn Rutland 9.2/10 Wonderful (414) "Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie CA $284 CA $310 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information) ![Economy Room](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/ae1d5a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/199515ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/589572bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/62f98cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vesper Woodstock 9.2/10 Wonderful (46) "Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger CA $218 CA $240 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/475b047c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/45a1e9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Room 5 The Champlain Room)](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/fe2dcf18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/d0a0c763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lilac Inn Brandon 9.6/10 Exceptional (213) "Clean, quaint and lovely! Great service and located in a cozy little town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $315 CA $347 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Brandon-Hotels-The-Lilac-Inn.h38518.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/e9a89cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Two Beds Q&F)](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/ca41a751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/bf819a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/0a80171b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Echo Lake Inn Plymouth 8.6/10 Excellent (98) "Old fashioned inn with wonderful hosts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $364 CA $397 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Ludlow-Hotels-Echo-Lake-Inn.h893657.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/48ac360b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/56e0207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/015e8de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/ea8c15c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodbridge Inn Woodstock 9.6/10 Exceptional (67) "Staff was very friendly and welcoming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $624 CA $687 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Woodstock-Hotels-Woodbridge-Inn.h11139607.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=2025-12-12&endDate=2025-12-13®ionId=184066&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_184066) ![](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.d184066-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.d184066-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Mountain Meadows Lodge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d_y.jpg) ### Mountain Meadows Lodge 10/10 Excellent "Amenities were very nice. " [](https://expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![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 "The front desk staff are patient and enthusiastic." [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "Clean room" [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Brandon Inn](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "Accommodated mobility limitations and friendly very courteous staff!" [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.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 good service and location " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.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 "The breakfast menu was a highlight. It was very exciting to see that there were waffle makers. Parking definitely felt safe, but it was not very easy. The room was clean. The staff was super friendly and helpful. There are snacks in the lobby. They have bubblers for regular water and lemon water which was extremely helpful and tasty." [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "This is a newer hotel with beautiful rooms that include a small kitchenette, with glass top range, garbage disposal and full size fridge. I was very satisfied with the room and the facility as a whole." [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The room was as clean as could be and everyone we met was very friendly. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield B&B information | Number of reviews | 1,671 | | --- | --- | | Accommodation | 17 B&B | | Lowest Price | CA $174 | | Highest Price | CA $687 | ## Frequently asked questions ### Searching for B&Bs in Pittsfield? > If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast may be the perfect thing for your getaway to Pittsfield. When you want to explore some attractions in town, Green Mountain National Forest and Roger Clark Memorial Central Library are worth a stop. ### Why should you consider B&Bs instead of traditional hotels? > With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs provide a unique environment. ### What are the best bed and breakfasts in Pittsfield? > Here are some well-liked B&Bs in the area: [The Jackson](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information): 11 rooms. 17.2 mi (27.7 km) from the heart of Pittsfield. Enjoy the designer toiletries and library. [The Vermont Inn](https://www.expedia.ca/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information): 16 rooms. 9 mi (14.5 km) from the downtown core. Enjoy the 24-hour fitness center and sauna. [The Vesper](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information): 9 rooms. Situated 18 mi (29 km) from the heart of Pittsfield. [Snowed Inn](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information): 19 rooms. 8.9 mi (14.4 km) from the heart of downtown. Enjoy the hot tubs and unique décor. [The Lilac Inn](https://www.expedia.ca/Brandon-Hotels-The-Lilac-Inn.h38518.Hotel-Information): 9 rooms. Located 13.6 mi (21.9 km) from the core of Pittsfield. Enjoy the free cooked breakfast and unique décor. ### When should I book my B&B in Pittsfield? > When you're dreaming of a escape to Pittsfield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall. ### What is there to do in Pittsfield? > When you want to explore some things to do in town, Green Mountain National Forest and Roger Clark Memorial Central Library are some notable sights to visit. You might check out Pittsfield Town Hall if you have time to see more of the area. ### How can I get to and around Pittsfield? > You can map out your trip in and around Pittsfield ahead of time with these transportation options. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the heart of the city. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey. ## 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 Chittenden](https://www.expedia.ca/Chittenden-Hotels-Cheap-Hotels.0-0-d184042-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Luxury-Hotel.0-0-d184042-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Mountain-Hotels.0-0-d184042-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Pet-Friendly-Hotel.0-0-d184042-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Spa-Hotel.0-0-d184042-tSpaHotel.Travel-Guide-Filter-Hotels) - 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