Find a Bed and Breakfast in Pittsfield from CA $153

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Pittsfield B&B

Mountain Valley Retreat
Exterior

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
Exterior

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
Exterior

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
Exterior

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
Front of property

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
Economy Room

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
Front of property

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
Front of property

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
Outdoor pool

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
Front of property - evening/night

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
Terrace/patio

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.
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Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"."
Murray 1-night trip
Posted 1 day ago
The Shire Woodstock