Find a Bed and Breakfast in Pittsfield from CA $177

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Browse Select Pittsfield B&B

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (133)
"Nice unique design. A very nice seating area in the living room. The bedroom nicely arranged, fully stocked with all items one needs for the stay, and very clean. A beautiful warm breakfast and access 24/7 to a full kitchen. "
The price is CA $267
CA $298 total
includes taxes & fees
Sep 8 - Sep 9
The Trail in Adams - Berkshires’ Art Hotel

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is CA $349
CA $369 total
includes taxes & fees
Aug 25 - Aug 26
Harbour House Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
The price is CA $312
CA $349 total
includes taxes & fees
Aug 24 - Aug 25
Chambery Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
The price is CA $423
CA $473 total
includes taxes & fees
Sep 3 - Sep 4
Devonfield Inn B&B

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is CA $177
CA $252 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (158)
"Inn was gorgeous and staff exceptional!"
The price is CA $328
CA $367 total
includes taxes & fees
Sep 1 - Sep 2
Brook Farm Inn

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is CA $227
CA $254 total
includes taxes & fees
Aug 25 - Aug 26
Whistler's Inn Bed & Breakfast

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is CA $373
CA $373 total
includes taxes & fees
Aug 22 - Aug 23
Tanglewood Suites

Experience Timeless Elegance in The Edith Wharton Room!

The price is CA $288
CA $417 total
includes taxes & fees
Sep 1 - Sep 2
Experience Timeless Elegance in The Edith Wharton Room!

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is CA $842
CA $941 total
includes taxes & fees
Aug 25 - Aug 26
33 Main

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is CA $345
CA $386 total
includes taxes & fees
Aug 25 - Aug 26
Granville House

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is CA $429
CA $519 total
includes taxes & fees
Sep 8 - Sep 9
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

The price is CA $288
CA $417 total
includes taxes & fees
Sep 1 - Sep 2
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Elegant Carriage House room with a queen bed and private patio.

The price is CA $310
CA $445 total
includes taxes & fees
Sep 3 - Sep 4
Elegant Carriage House room with a queen bed and private patio.

Cozy Carriage House room with a double bed and private balcony

The price is CA $332
CA $473 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Carriage House room with a double bed and private balcony

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (422)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is CA $257
CA $282 total
includes taxes & fees
Sep 4 - Sep 5
Shaker Mill Inn

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is CA $354
CA $501 total
includes taxes & fees
Sep 1 - Sep 2
Historic Susan B. Anthony Room - Cozy & Charming Stay

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

The price is CA $454
CA $634 total
includes taxes & fees
Sep 1 - Sep 2
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

The price is CA $499
CA $692 total
includes taxes & fees
Sep 2 - Sep 3
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

The price is CA $565
CA $775 total
includes taxes & fees
Sep 2 - Sep 3
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
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