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Find the right B&B for you in Pittsfield

The best B&Bs in Pittsfield

Check out our pick of great B&Bs in Pittsfield

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The Cornell Inn, hotel in Pittsfield

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee...

Lovely hotel, good breakfast and great/helpful staff
Scored 9.4
9.4
Rated superb
Superb
519 reviews
Price from
£110.26
1 night, 2 adults
Harbour House Inn B&B, hotel in Pittsfield

Featuring a garden and views of mountain, Harbour House Inn B&B is a bed and breakfast situated in a historic building in Cheshire, 32 km from Tanglewood.

A real traditional house very cute
Scored 9.7
9.7
Rated exceptional
Exceptional
11 reviews
Price from
£210.14
1 night, 2 adults
Brook Farm Inn, hotel in Pittsfield

Surrounded by the Berkshire Mountains, this bed and breakfast boasts an outdoor pool and uniquely styled guestrooms, each with an en suite bathroom. The Norman Rockwell Museum is 7 miles away.

Perfect location for events at Tanglewood.
Scored 9.1
9.1
Rated superb
Superb
28 reviews
Price from
£445.85
1 night, 2 adults
Chambery Inn, hotel in Pittsfield

This historic Massachusetts bed and breakfast boasts free Wi-Fi access. Cable TV and an en suite bathroom are featured in every uniquely styled room. Ski Butternut is 13 miles away.

Beautiful, huge room; stunning 4 poster bed w/ canopy.
Scored 9.0
9.0
Rated superb
Superb
58 reviews
Price from
£163.53
1 night, 2 adults
33 Main, hotel in Pittsfield

33 Main is located in Lenox, 1.8 km from Tanglewood. This adults-only property offers a complimentary breakfast and cocktail hours with complimentary cocktails and cheese between 5:00pm-6:00pm Rooms...

Absolutely would return. Rooms were lovely, bathrooms as well. Super clean. Was upgraded and had a wonderful time.
Scored 9.2
9.2
Rated superb
Superb
28 reviews
Price from
£330.52
1 night, 2 adults
Inn at Silver Maple Farm, hotel in Pittsfield

Situated in East Chatham, 22 km from Stockbridge, Inn at Silver Maple Farm features air-conditioned rooms and free private parking. Certain units feature a seating area for your convenience.

We loved the place itself.... the old barn where breakfast was served was simply amazing. But the main thing we enjoyed was the open air camp fire that was provided for the guests.
Scored 9.4
9.4
Rated superb
Superb
63 reviews
Price from
£124
1 night, 2 adults
Shaker Mill Inn, hotel in Pittsfield

Shaker Mill Inn, a property with massage services, is set in West Stockbridge, 6.3 km from Tanglewood Musical Center, 6.9 km from Tanglewood, as well as 6.9 km from Norman Rockwell Museum.

Once you got past the access road it was a charming place, the room well appointed. However, messages festooned everywhere should have alerted us that we would not encounter a host during our stay. Whom we did encounter was the cleaning staff, who at one minute past 11am, had dumped our things outside, thrown our stuff from the fridge away, and told us we could not use our toilet as they had already cleaned it! Checkout time is 11am. Quite the kind of hospitality service I would expect for a night’s sleep for $278. Unbelievable and Never Again!
Scored 9.2
9.2
Rated superb
Superb
89 reviews
Price from
£124.80
1 night, 2 adults
Devonfield Inn, hotel in Pittsfield

Situated on 30 acres, this scenic Berkshires bed and breakfast boasts a heated, seasonal outdoor pool and on-site tennis courts.

Scored 9.5
9.5
Rated exceptional
Exceptional
10 reviews
Price from
£257.36
1 night, 2 adults
The Inn at Richmond, hotel in Pittsfield

Located in Richmond, 12 km from Tanglewood Musical Center, The Inn at Richmond provides accommodation with a garden, free private parking, a shared lounge and a terrace.

Charming inn In beautiful location. Friendly owners
Scored 9.0
9.0
Rated superb
Superb
8 reviews
Price from
£294.26
1 night, 2 adults
The Constance, The Whitlock, & The Dewey By The Lenox Collection, hotel in Pittsfield

Discover a haven of relaxation and inspiration across our three historic inns, where each echoes the charm of Lenox, Massachusetts.

We stayed in The Constance, which is a beautiful property in a great location for all the local shops and restaurants. The reception staff were very helpful both on check-in and check-out and provided us with some really good recommendations. The room was better than we had anticipated and was quiet, clean and comfortable with windows that we could open to allow fresh air in.
Scored 8.5
8.5
Rated very good
Very good
382 reviews
Price from
£129.11
1 night, 2 adults
All B&Bs in Pittsfield
Looking for a B&B?
For travellers who enjoy beauty in the simple things, a bed and breakfast (B&B) is the perfect place for a getaway. Hosts welcome guests into their homes and provide a private room and complimentary breakfast. Bathrooms may be shared by other guests, and there is often shared space with the host.

B&Bs that guests love in Pittsfield

  • Avg. price/night: £157.43
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 597 reviews
    Best suite we stayed in on a 3 week trip, so finishing on a high. Very large suite with comfy beds and seating, well equipped kitchen and great location for local exploring
    Graeme
    Family with young children
  • Avg. price/night: £74.01
    Scored 7.3
    7.3
    Rated good
    Good
     · 416 reviews
    I am always happy with my stays at the Berkshire Inn. The bed is super comfortable. I love that there is a bathtub. It's quiet and the staff are nice and accommodating. Great value. Recommended.
    Yana
    Solo traveller
  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 87 reviews
    Fantastic studio with modern, elegant furniture, functional and spotless clean, cozy and very comfortable and quiet. In walking distance to town center of Pittsfield and shopping center. Surroundings offer great hiking (e.g. Appalachian trail in Dalton).
    Felix
    Young couple
  • Avg. price/night: £129.11
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 189 reviews
    Great location and the surroundings were clean, updated, stylish and comfortable. I was impressed with the bathroom shower and the artwork everywhere.
    Sally
    Young couple
  • Avg. price/night: £74.01
    Scored 7.3
    7.3
    Rated good
    Good
     · 416 reviews
    Beautiful area to walk or eat cheap fast food. 🍱 I loved the mirror and the bed. Pittsfield downtown is not far away and you can go 30 minutes by car to the amazing The Clark Museum or Tanglewood for concerts. I also liked the pool!
    Mattias
    Solo traveller
  • Avg. price/night: £74.01
    Scored 7.3
    7.3
    Rated good
    Good
     · 416 reviews
    Great location and you can tell that the owners are making improvements. We were cool and comfortable in spite of the heat…the pool wasn’t that inviting - needs privacy via plants.
    Lisa
    Family with young children
  • Avg. price/night: £129.11
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 189 reviews
    No breakfast. Good coffee! Loved wonderful period decor, spacious room, details. Great shower and water pressure. Great selection of books. Quiet. Perfection location for us near the train station.
    Amy
    Young couple
  • Avg. price/night: £74.01
    Scored 7.3
    7.3
    Rated good
    Good
     · 416 reviews
    Friendly family, comfortable room, surprisingly quiet for the location, all was satisfactory. Definitely good value for $
    Katina
    Young couple
  • Avg. price/night: £129.11
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 189 reviews
    Great location on Main Street North Adams. Charming characterful hotel with free parking. Spacious comfortable room.
    Clare
    Young couple