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

Search Bed and Breakfast 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
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Pittsfield bed & breakfast

A large, two-story house with a covered front porch and a chimney.

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
Brewster Inn
A two-story house with a red door, green shutters, and a well-maintained garden.

2. Lovely 1-bedroom bed & breakfast in charming China Maine

Lovely 1-bedroom bed & breakfast in charming China Maine
China
2.0 out of 10, (1 review)
The price is €146
includes taxes & fees
10 Nov - 11 Nov
Lovely 1-bedroom bed & breakfast in charming China Maine
Private kitchen

3. Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
10.0 out of 10, Exceptional, (1 review)
"Very charming place with great breakfast and beautiful lake"
United States
Indra
The price is €252
includes taxes & fees
25 Nov - 26 Nov
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

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

10/10 Excellent
"Jason's cabin is quaint and rustic on a beautiful part of"
Alison O. 3-night trip
Posted 5 hours ago
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Find out more about Pittsfield

Pittsfield B&B information

Number of reviews
62
Accommodation
4 B&B
Lowest Price
€146
Highest Price
€252

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.