An aerial view of a town with autumn-colored trees, a central green field, and surrounding residential areas.

Search B&B in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct

Our top choices for Pittsfield bed & breakfast

Exterior

1. Brewster Inn

Brewster Inn
3.5 star property
Dexter
9.2 out of 10, Wonderful, (61 reviews)
"We enjoyed our stay, highly recommend!"
United States
Michael
The price is RM731
RM796 total
includes taxes & fees
24 Aug - 25 Aug
Brewster Inn
Lake

2. Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
The price is RM1,055
RM1,150 total
includes taxes & fees
14 Sept - 15 Sept
Pressey House Lakeside Bed & Breakfast
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

The Skowhegan By Kasa

The Skowhegan By Kasa

10/10 Excellent
"Very clean, modern, beautiful, and comfotable in an old spinning factory. Very enjoyable, would stay there again!"
Leslie 1-night trip
Posted 11 hours ago
The Skowhegan By Kasa

Find out more about Pittsfield

Pittsfield B&B information

Number of reviews
61
Accommodation
3 B&B
Lowest Price
RM796
Highest Price
RM1,150

Frequently asked questions

Searching for B&Bs in Pittsfield?
Whether you're on a family holiday and want a small, cosy place to stay, or you're a solo traveller hoping to get some tips from locals, a B&B might be the right choice for your trip. If you're interested in playing some golf on your trip, JW Parks Golf Course is a good spot to get in a game.
Why should you consider a B&B versus a traditional hotel?
B&Bs all have a unique charm — whether it's a picturesque garden or a sunlit breakfast nook, the little details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Pittsfield?
Here are some B&Bs in the surrounding area: Pine Tree Trail Lodge: 5 rooms. 0.4 mi (0.7 km) from the heart of Pittsfield. Enjoy the spa and in-room fireplace. Brewster Inn: 7 rooms. 17.2 mi (27.6 km) from the city centre. Enjoy the free buffet breakfast and private garden.
When should I stay at a B&B in Pittsfield?
When you're planning your getaway to Pittsfield, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Pittsfield are January, March, December and February, with each month seeing an average of 23 cm of snowfall.
What is there to do in Pittsfield?
When you want to explore some things to do in Pittsfield, consider a visit to JW Parks Golf Course. You might also consider a trip to sites such as Sebasticook Lake or Skowhegan State Fairgrounds if you have time 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 Waterville, ME (WVL-Robert Lafleur), which is located 22.6 mi (36.3 km) away. Otherwise, you can search for flights to Bangor, ME (BGR-Bangor Intl.), which is 27.9 mi (44.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia