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

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Pittsfield bed & breakfast

A kitchen with a dining table set for a meal, various kitchen appliances, and a refrigerator.

1. Pine Tree Trail Lodge

Pine Tree Trail Lodge
3.0 star property
Pittsfield
The price is AED 923
AED 1,534 total
includes taxes & fees
1 Nov - 2 Nov
Pine Tree Trail Lodge
A large, two-story house with a covered front porch and a chimney.

2. 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 AED 657
AED 716 total
includes taxes & fees
7 Oct - 8 Oct
Brewster Inn
A four-poster bed with a white bedspread and a brown throw blanket, flanked by two bedside tables with lamps, a nightstand, and a wooden cabinet with a mirror.

3. 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 AED 413
AED 530 total
includes taxes & fees
12 Oct - 13 Oct
Lovely 1-bedroom bed & breakfast in charming China Maine
A lakeside property with a small dock, outdoor seating, and a gazebo.

4. 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 AED 825
AED 899 total
includes taxes & fees
5 Nov - 6 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.
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Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"PROPERTY EXTERIOR: Clean, attractive, and well-maintained. Plenty of parking. PROPERTY INTERIOR: Super clean, attractive, and well-maintained. GUEST ROOM: Super clean; extra well-maintained; comfy beds and bedding; good selection of TV channels; night lights are a nice touch; quiet and safe. My sons and I enjoyed the TV and we slept like happy little babies in those wonderful beds. GUEST ROOM BATHROOM: Super clean; well-appointed; good water pressure and temperature in the shower. INDOOR SWIMMING POOL: Super clean; warm and inviting water temperature. My sons enjoyed the pool immensely. BREAKFAST: Terrific variety of options; many tempting choices; everything was really fresh and flavorful; hot foods were hot and cold foods were cold, as they should be; breakfast attendant was courteous and fastidious. ALL HOTEL EMPLOYEES: Clean-looking; friendly; efficient; very attentive to customers' needs. === MY SONS AND I HAVE STAYED HERE BEFORE, AND WE WOULD GLADLY STAY HERE AGAIN. :-)"
Dayton 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Waterville - North by IHG

Frequently asked questions

Searching for B&Bs in Pittsfield?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're a solo traveler hoping to meet fellow tourists, B&Bs can be a great choice for many travelers. If you're interested in playing some golf on your trip, JW Parks Golf Course is a good spot to tee off.
Why consider B&Bs instead of traditional hotels?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the tiny details are what make bed and breakfasts the perfect escape.
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 downtown core. Enjoy the free buffet breakfast and private yard.
When is the best time to book my B&B in Pittsfield?
When you're planning your 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 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Pittsfield are January, March, December, and February, with each month seeing an average of 9 inches 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 like 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) from the heart of the city. You can also search for flights into Bangor Intl. Airport (BGR), 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.