Bed and Breakfast in Pittsfield, MA

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Pittsfield, MA bed and breakfast
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16 Bed and Breakfasts and Inn in Pittsfield, MA

Best Pittsfield, MA bed and breakfasts with breakfast included

Eastgate Inn B&b - Pittsfield, MA
Pittsfield, MA
12/07 – 18/07
£277/nighttotal: £1662 (6 )

Eastgate Inn B&b

1 2
B&B , Lenox
Eastgate Inn is a charming bed and breakfast located in Lenox, a short walk from the city centre and just a few kilometres from Tanglewood Music Centre, Frelinghuysen Morris House and Studio, and Lenox Library. The inn offers a peaceful and relaxing atmosphere, ideal for those seeking a tranquil escape from the hustle and bustle.
The Eastgate Inn features a comfortable and inviting common area with a library for quiet reading and a barbecue area for outdoor gatherings. Guests can enjoy free Wi-Fi and parking, as well as a flexible check-in process and personalised service from the friendly staff.

Best Pittsfield, MA bed and breakfasts with a garden

Chambery Inn - Pittsfield, MA
9.6 455 reviews
Pittsfield, MA
03/07 – 06/07
£611/nighttotal: £1833 (3 )

Chambery Inn

1 2
B&B , Lee
The Chambery Inn is situated in Lee, Massachusetts, a short drive from both the Berkshire Scenic Railroad Museum and Tanglewood Musical Center, making it an ideal base for exploring the area's attractions. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
This former schoolhouse has been transformed into a charming guesthouse with a unique design, featuring individual room styles and special features. Guests can enjoy a continental breakfast delivered to their room, relax in the garden, take advantage of the spa, and enjoy the nearby Ski Butternut resort for winter sports.
100 Yr Berkshire Mansion King Rm W Marble Bathroom - Pittsfield, MA
Pittsfield, MA
30/06 – 31/10
£696/nighttotal: £85608 (123 )

100 Yr Berkshire Mansion King Rm W Marble Bathroom

1 1
B&B , Lenox
This charming bed and breakfast is situated in Lenox, just a short distance from the town centre and within easy reach of attractions like Tanglewood and the Norman Rockwell Museum. The surrounding area offers a peaceful retreat from the hustle and bustle of town, while still being close to all the amenities Lenox has to offer.
The B&B has one bedroom and one bathroom, comfortably accommodating up to two guests. Guests can enjoy a range of amenities, including a shared library, a communal dining area, a private kitchen, a garden, a sauna, and parking.
Berkshire Village Carriage House - Super Private!! - Pittsfield, MA
9.8 280 reviews
Pittsfield, MA
13/10 – 25/10
£116/nighttotal: £1392 (12 )

Berkshire Village Carriage House - Super Private!!

1 2
B&B , Lanesborough
This one-bedroom house is situated in the mountains near Lanesborough, just 10km from both the Crane Museum of Papermaking and Mount Greylock State Reservation.
The 46 square metre property offers a terrace, garden, and parking, and is ideal for a couple seeking a peaceful retreat with modern amenities including a fully equipped kitchen, Wi-Fi, and air conditioning.
Room #2: Full Size Bed - Pittsfield, MA
8.8 29 reviews
Pittsfield, MA
12/07 – 18/07
£79/nighttotal: £474 (6 )

Room #2: Full Size Bed

1 2
B&B , Pittsfield
This Pittsfield guesthouse is situated in a peaceful Berkshires neighbourhood, within a short walking distance (less than 1km) of both Onota Lake and Pittsfield's town centre.
Offering a private queen-sized room with a mini-fridge, this self-catering unit sleeps two guests and includes access to a shared kitchen, bathroom, garden, and off-street parking; responsive hosts are available via app.

Frequently asked questions about bed and breakfast in Pittsfield, MA

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Find the Best Bed and Breakfasts with Parking in Pittsfield, MA

Secure parking at your B&B in Pittsfield, MA makes exploring the city centre simple.

Eastgate Inn B&b - Pittsfield, MA
Pittsfield, MA
12/07 – 18/07
£277/nighttotal: £1662 (6 )

Eastgate Inn B&b

1 2
B&B , Lenox
Eastgate Inn is a charming bed and breakfast located in Lenox, a short walk from the city centre and just a few kilometres from Tanglewood Music Centre, Frelinghuysen Morris House and Studio, and Lenox Library. The inn offers a peaceful and relaxing atmosphere, ideal for those seeking a tranquil escape from the hustle and bustle.
The Eastgate Inn features a comfortable and inviting common area with a library for quiet reading and a barbecue area for outdoor gatherings. Guests can enjoy free Wi-Fi and parking, as well as a flexible check-in process and personalised service from the friendly staff.
The Central Downtown Inn & Suites - Pittsfield, MA
8.6 367 reviews
Pittsfield, MA
13/10 – 25/10
£116/nighttotal: £1392 (12 )

The Central Downtown Inn & Suites

1 2
B&B , Pittsfield
This guesthouse is conveniently located in Pittsfield, just 0.3 kilometres from the Berkshire Museum and within easy reach of Bousquet Ski Area and Hancock Shaker Village. It is rated very good by previous guests.
The guesthouse offers a kitchen with a freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace, and parking. Guests can enjoy free Wi-Fi, laundry facilities, and express check-in and check-out.
The Cornell Inn, Lenox & The Berkshires - Pittsfield, MA
Pittsfield, MA
03/07 – 06/07
£825/nighttotal: £2475 (3 )

The Cornell Inn, Lenox & The Berkshires

1 2
B&B , Lenox
The Cornell Inn is a charming bed and breakfast situated in Lenox, just a short walk from the town centre and close to attractions like The Bookstore, Lenox Library, and Ventfort Hall Mansion. It enjoys a peaceful location, ideal for exploring the area's history and culture.
The inn offers a range of rooms, all equipped with modern amenities, including a microwave oven, air conditioning, and a private bathroom. Guests can enjoy a range of facilities, including a restaurant, a bar, a terrace, a garden, and free parking.
Chambery Inn - Pittsfield, MA
9.6 455 reviews
Pittsfield, MA
03/07 – 06/07
£611/nighttotal: £1833 (3 )

Chambery Inn

1 2
B&B , Lee
The Chambery Inn is situated in Lee, Massachusetts, a short drive from both the Berkshire Scenic Railroad Museum and Tanglewood Musical Center, making it an ideal base for exploring the area's attractions. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
This former schoolhouse has been transformed into a charming guesthouse with a unique design, featuring individual room styles and special features. Guests can enjoy a continental breakfast delivered to their room, relax in the garden, take advantage of the spa, and enjoy the nearby Ski Butternut resort for winter sports.

Best Pittsfield, MA bed and breakfasts with air conditioning

The Central Downtown Inn&suites - Pittsfield, MA
Pittsfield, MA
12/07 – 18/07
£183/nighttotal: £1098 (6 )

The Central Downtown Inn&suites

1 2
B&B , Pittsfield
This Pittsfield guesthouse offers five spacious condo-style suites, each with a private deck, full kitchen (fridge, microwave, dishwasher), and en-suite bathroom, sleeping up to four guests; precise location within Pittsfield and proximity to local attractions requires further clarification.
Each suite provides a living room, bedroom, and a full kitchen, allowing self-catering and boasting pet-friendly accommodation with Wi-Fi, air conditioning, and on-site parking.
Experience Timeless Elegance In The Edith Wharton Room! - Pittsfield, MA
Pittsfield, MA
06/09 – 13/09
£483/nighttotal: £3381 (7 )

Experience Timeless Elegance In The Edith Wharton Room!

1 2
B&B , Lenox
This Lenox guesthouse is conveniently located near Kennedy Park (1.6 km), Stockbridge Bowl (4.5 km), and The Bookstore (0.96 km), offering easy access to outdoor recreation and cultural attractions.
The 11-square-metre (118 sq ft) single-bedroom, single-bathroom guest house sleeps three and includes amenities such as a coffee maker, kettle, and air conditioning; linens and towels are provided.
Room #3: Twin Size Bed - Pittsfield, MA
9.0 43 reviews
Pittsfield, MA
12/07 – 18/07
£70/nighttotal: £420 (6 )

Room #3: Twin Size Bed

1 2
B&B , Pittsfield
This Pittsfield guesthouse is ideally situated a short walk from Onota Lake and the town centre, with Tanglewood approximately 32km away by car and Balderdash Cellar just 16km.
The self-catering room, sleeping up to two guests, offers a private room with air conditioning, a shared kitchen and bathroom, and parking; nearby hiking trails and a convenience store add further convenience.
"Elegant Emily Dickinson Junior Suite With King Bed & Fireplace - Pittsfield, MA
Pittsfield, MA
06/09 – 13/09
£607/nighttotal: £4249 (7 )

"Elegant Emily Dickinson Junior Suite With King Bed & Fireplace

1 2
B&B , Lenox
This Lenox guesthouse is situated a 12-minute walk (approximately 0.96 km) from both The Bookstore and Lenox Library, offering convenient access to other local attractions including Ventfort Hall Mansion and the Gilded Age Museum.
The 29-square-metre property features one bedroom, one bathroom, and sleeps four, with amenities including air conditioning, a terrace, a fireplace, and linen provided.
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