Find a Bed and Breakfast in Pittsfield from CA $150

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Browse Select Pittsfield B&B

Stately building with a central entrance, flanked by columns, and a classic, formal design.

"Very memorable stay experience, loved the breakfast there"

CA $171 total

includes taxes & fees

Aug 31 - Sep 1

Relax in a serene outdoor space surrounded by lush greenery and a vine-covered trellis.

"Great location. Walkable to everything in town. All included along with a pleasant breakfast."

Experience a serene retreat amidst lush greenery and a traditional, two-story home with a charming front porch and inviting atmosphere.

"The cottage we stayed in was adorable with our own little porch. John was so welcoming. The food for breakfast looked amazing even though we didn’t have the chance to eat. They offer thoughtful touches like a s’mores set up for you if you want to sit by the fire pit and fresh cookies to take during the day. I would highly recommend this bed and breakfast if you are in Cooperstown. "

CA $767 total

includes taxes & fees

Aug 20 - Aug 21

Stately two-story home with a central entrance and a charming porch area.

"This B&B is a jewel. We really enjoyed the coziness, the friendliness of the owners and the comfort of our accommodations. I really need to go back to New York"

"I've traveled around the world, and this is by far the place I've ever stayed! The accommodations were very clean and impressive. The gourmet meals they prepared for breakfast and dinner were always delicious. The staff were helpful and friendly, and the gracious owner went out of his way to make sure we had everything we needed and more. We were thrilled that our daughter was able to take her first horseback riding lesson there. Our kids loved holding the baby goats that were born there that...