Search B&B in Pittsfield

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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 AED 735
AED 797 total
includes taxes & fees
27 Apr - 28 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

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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (13)
"This place is amazing. It was so quiet that I found myself whispering. Our dog loved it and she’s usually stressed out on trips. My only regret is only booking one night. "
The price is AED 413
AED 588 total
includes taxes & fees
20 May - 21 May
Postcard Cabins Blake Brook

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

10.0 out of 10, Exceptional, (167)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
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, (40)
"I stayed at Cedar Lodge while at ski races at Gunstock. I was by myself and the condo was perfect for me. The snacks and bottled water were a nice touch. It was a great visit.Thank You,Bruce"
The price is AED 174
AED 544 total
includes taxes & fees
1 May - 2 May
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: Lake Shore Farm Inn: 5.7 mi (9.2 km) from the heart of Pittsfield. Enjoy the private beach and arcade game room. Stephen Clay Homestead B&B: 3 rooms. Situated 16.8 mi (27 km) from the heart of Pittsfield. Enjoy the free cooked breakfast and patio area. Lg. Sunny Bedrm-Close to Skiing & Whitewater Rafting: 18.4 mi (29.6 km) from the heart of downtown.
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 Suncook River and Lily Lake 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.