Find a Bed and Breakfast in Pittsfield from CA $157

  • 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
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26

Our top choices for Pittsfield bed & breakfast

Exterior

Conewango Room at Carousel Bed and Breakfast

Conewango Room at Carousel Bed and Breakfast
Russell
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful Location"
United States
SARAH
The price is CA $115
CA $157 total
includes taxes & fees
Mar 4 - Mar 5
Conewango Room at Carousel Bed and Breakfast
Exterior

Heron View Room at Carousel Bed and Breakfast

Heron View Room at Carousel Bed and Breakfast
Russell
9.6 out of 10, Exceptional, (40 reviews)
"Beautiful comfortable stay- just lovely!"
United States
Leslie B.
The price is CA $128
CA $171 total
includes taxes & fees
Mar 5 - Mar 6
Heron View Room at Carousel Bed and Breakfast
Interior

Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!

Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!
Tionesta
10.0 out of 10, Exceptional, (4 reviews)
"Very good stay. The hostess Lacy was welcoming and accommodating. The food was delicious. Wonderful old house with beautiful decor. Anyone would have a great time."
United States
Max R.
The price is CA $307
CA $385 total
includes taxes & fees
Mar 2 - Mar 3
Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!
Interior

The Vintage Inn Boutique ~ Bed and Breakfast and Vintage Shop.

The Vintage Inn Boutique ~ Bed and Breakfast and Vintage Shop.
Tionesta
The price is CA $307
CA $385 total
includes taxes & fees
Mar 2 - Mar 3
The Vintage Inn Boutique ~ Bed and Breakfast and Vintage Shop.
Interior

Room 5 at The Vintage Inn Boutique Bed and Breakfast; historic charm in Tionesta

Room 5 at The Vintage Inn Boutique Bed and Breakfast; historic charm in Tionesta
Tionesta
10.0 out of 10, Exceptional, (1 review)
"A house we know well, as we have been here before!Enjoyed time with family in this beautiful older home.Our host Lacy went out of her way to care for all our needs.Thoroughly enjoyed our stay and hope to return soon."
United States
DZ W.
The price is CA $307
CA $385 total
includes taxes & fees
Mar 2 - Mar 3
Room 5 at The Vintage Inn Boutique Bed and Breakfast; historic charm in Tionesta
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown

10/10 Excellent
"Staff upon check in was great! Super friendly Room was clean "
Melissa 2-night trip
Posted 2 days ago
DoubleTree by Hilton Jamestown

Find out more about Pittsfield

Pittsfield B&B information

Number of reviews
59
Accommodation
6 B&B
Lowest Price
CA $157
Highest Price
CA $385

Frequently asked questions

Searching for B&Bs in Pittsfield?
If you're looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast could be a great option for your trip. When you want to explore some attractions in town, Anders Run Natural Area and Cornplanter State Forest are worth a stop.
Why should you consider a B&B versus a traditional hotel?
Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful breakfast room, the small details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Pittsfield?
Below are some B&Bs in the surrounding area: Heron View Room at Carousel Bed and Breakfast: 15 mi (24.1 km) from the heart of Pittsfield. Enjoy the in-room fireplace and hot tub. Conewango Room at Carousel Bed and Breakfast: 15 mi (24.1 km) from the heart of downtown.
When is the best time to stay at a B&B in Pittsfield?
When you're planning your getaway to Pittsfield, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Pittsfield are January, November, March, and December, with each month seeing an average of 8 inches of snowfall.
What is there to do in Pittsfield?
When you want to check out some attractions in town, you might consider a visit to Anders Run Natural Area and Cornplanter State Forest. You might also consider a trip to sites like Chapman State Park or Warren Centre if you have time to see more of the area.
How can I get to and around Pittsfield?
You can plan your excursions in and around Pittsfield ahead of time with these transportation options. Fly into Jamestown, NY (JHW-Chautauqua County), which is located 22.6 mi (36.4 km) from the heart of the city. You can also search for flights into Franklin, PA (FKL-Venango Regional), which is 40.1 mi (64.6 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia