Find a Bed and Breakfast in Pittsfield from CA $153

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Pittsfield B&B

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (182)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
The price is CA $153
CA $172 total
includes taxes & fees
Aug 25 - Aug 26
Mountain Valley Retreat

Inn at Neshobe River

3.0 star property
9.4 out of 10, Exceptional, (13)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
The price is CA $220
CA $243 total
includes taxes & fees
Aug 25 - Aug 26
Inn at Neshobe River

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (199)
"I love staying at the Lilac Inn when visiting family in the area. "
The price is CA $314
CA $346 total
includes taxes & fees
Sep 19 - Sep 20
The Lilac Inn

Korean Gourmet Stay at Swiss Farm Inn - 1 night

The price is CA $552
CA $883 total
includes taxes & fees
Aug 23 - Aug 24
Korean Gourmet Stay at Swiss Farm Inn - 1 night

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (39)
"Superb stay in all ways!"
The price is CA $276
CA $304 total
includes taxes & fees
Aug 28 - Aug 29
Stay At Jimmy's

The Vesper

3.0 star property
9.4 out of 10, Exceptional, (28)
"Easy check in. Friendly staff. Bed was comfortable. Walkable to downtown Woodstock. Breakfast was limited but good!"
The price is CA $234
CA $257 total
includes taxes & fees
Aug 21 - Aug 22
The Vesper

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (226)
"Great stay! "
The price is CA $292
CA $322 total
includes taxes & fees
Aug 24 - Aug 25
The Jackson

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (358)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is CA $214
CA $259 total
includes taxes & fees
Aug 24 - Aug 25
Snowed Inn

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is CA $313
CA $342 total
includes taxes & fees
Aug 25 - Aug 26
Echo Lake Inn

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Great place to stay"
The price is CA $612
CA $673 total
includes taxes & fees
Sep 15 - Sep 16
Woodbridge Inn

The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center

The price is CA $1,076
CA $1,345 total
includes taxes & fees
Aug 27 - Aug 28
The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews