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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Pittsfield

Black Swan Inn
Property grounds

Black Swan Inn

3.5 star property
9.4 out of 10, Exceptional, (448)
"Everyone was super friendly, breakfast's were great, very clean room and building "
$165 nightly
The price is $179
Aug 6 - Aug 7
Total includes taxes and fees
Black Swan Inn
Stephen Clay Homestead B&B
Stroll through the beautifully landscaped garden, surrounded by vibrant flowers and lush greenery.

Stephen Clay Homestead B&B

2.0 star property
9.8 out of 10, Exceptional, (96)
"Great place to stay while visiting family."
$184 nightly
The price is $200
Aug 6 - Aug 7
Total includes taxes and fees
Stephen Clay Homestead B&B
Aiken Manor B&B
Escape to a serene lakeside haven surrounded by lush trees and calm waters.

Aiken Manor B&B

3.0 star property
10.0 out of 10, Exceptional, (35)
"The host was pleasant and very helpful! We had a great stay!"
Aiken Manor B&B
Lake Shore Farm Inn
Welcome to the reception area, where friendly staff are available to assist with your stay.

Lake Shore Farm Inn

2.0 star property
8.0 out of 10, Very Good, (71)
"Beautiful location, very quiet and room was updated for an older building."
Lake Shore Farm Inn
Lg. Sunny Bedrm-Close to Skiing & Whitewater Rafting
Classic two-story house with a charming porch and beautifully maintained garden.

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.
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Top Pittsfield Hotel Reviews

TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

10/10 Excellent
"Great room, really clean and awesome staff."
Jose 1-night trip
Posted 12 hours ago
TownePlace Suites by Marriott Gilford

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Pittsfield?
Prices for B&Bs in Pittsfield often vary, but you can find a great deal from $179 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pittsfield B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Pittsfield B&B and a hotel?
Every Pittsfield B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Pittsfield B&Bs.