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Compare 5 B&B in Pittsfield with updated reviews, rates, and availability.

Stephen Clay Homestead B&B

2.0 star property
9.8 out of 10, Exceptional, (94)
"A diamond in the rough. The owners were so welcoming and engaging. The historical home was immaculate and the breakfast was complete with a roaring fire and great conversation. We will be coming back again."
The price is SAR 750
SAR 814 total
includes taxes & fees
1 Apr - 2 Apr
Stephen Clay Homestead B&B

Aiken Manor B&B

3.0 star property
10.0 out of 10, Exceptional, (33)
"The host was pleasant and very helpful! We had a great stay!"
Aiken Manor B&B

Lake Shore Farm Inn

2.0 star property
7.8 out of 10, Good, (69)
"Great old Dame of a hotel. Throwback, but very comfortable. I would come back."
Lake Shore Farm Inn

The Lake House at Ferry Point

3.0 star property
10.0 out of 10, Exceptional, (115)
"We only planned on staying for one night, and regretted we didn’t stay longer. The owner was welcoming, warm, concerned that we enjoyed our stay and offered whatever we asked for. At breakfast, she talked about the history of the property and offered recommendations for activities in the neighborhood. The property is beautifully decorated, the breakfast was delicious and the bed was perfect. We will definitely be back! "
The price is SAR 1,050
SAR 1,140 total
includes taxes & fees
1 Apr - 2 Apr
The Lake House at Ferry Point

Lg. Sunny Bedrm-Close to Skiing & Whitewater Rafting

Lg. Sunny Bedrm-Close to Skiing & Whitewater Rafting
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.
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Other property types in Pittsfield

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great way to escape for a few days! Everything basic you may need is provided which makes packing easy and low stress."
The price is SAR 506
SAR 549 total
includes taxes & fees
14 Apr - 15 Apr
Postcard Cabins Blake Brook

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (167)
"Massive 7,000 sq ft. super cool house close to Gunstock that felt like we rented an entire commercial lodge. Bedrooms and baths for everyone, large indoor pool, hot tub, steam and sauna, bar area, game room, and huge fireplaced dining room with seating for 20! Kids were ecstatic and we had the best time. Clean, responsive and pleasant owner as well. If you have a large family, this is the place...you won't be disappointed!PatrickMarshfield, MA"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Cedar Lodge condo with mountain & lake Winnipesauke views!

9.6 out of 10, Exceptional, (39)
"Great location and beautiful sunrise/sunset. The condo looks spot on to the listing. We appreciated the extra toiletries and snacks. Unfortunately we noticed crumbs/food all over the couch when we arrived. Overall, we we had a good experience."
The price is SAR 197
SAR 521 total
includes taxes & fees
1 Apr - 2 Apr
Cedar Lodge condo with mountain & lake Winnipesauke views!
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.

Frequently asked questions

Searching for B&Bs in Pittsfield?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re a solo traveler hoping to make some connections, B&Bs can be a great choice for many travelers. While you’re enjoying your trip to Pittsfield, you might want to explore the theater scene by catching a show at Scenic Theatre.
How do you know if a B&B is a good option for your stay?
Every B&B has a unique charm. Whether it’s a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Pittsfield?
Below are some well-liked B&Bs in the area: Stephen Clay Homestead B&B: 3 rooms. 16.8 mi (27 km) from the heart of Pittsfield. Enjoy the free cooked breakfast and patio area. Lake Shore Farm Inn: 5.7 mi (9.2 km) from the downtown core. Enjoy the private beach and arcade game room. The Lake House at Ferry Point: 10 rooms. Situated 17.3 mi (27.8 km) from the heart of Pittsfield. Enjoy the free full breakfast and patio area. Lg. Sunny Bedrm-Close to Skiing & Whitewater Rafting: Located 18.4 mi (29.6 km) from the core of Pittsfield.
What's the best time of year to book my B&B in Pittsfield?
When you’re dreaming of a stay in Pittsfield, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What is there to do in Pittsfield?
Spend some time exploring Lily Lake and Suncook River if you’re hoping to see some of the area’s natural features. You might put Scenic Theatre and Josiah Carpenter Library on your list if you want to see more of the area.
How can I get to and around Pittsfield?
Mapping out your trip in and around Pittsfield is easy with these transportation options. Fly into Concord, NH (CON-Concord Municipal), which is located 11.6 mi (18.6 km) away from the heart of the city. Otherwise, you can search for flights to Laconia, NH (LCI-Laconia Municipal), which is 19.2 mi (30.9 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.