Bed and Breakfast and Inn in Pittsfield, MA

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Pittsfield, MA B&B
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16 Bed and Breakfasts and Inn in Pittsfield, MA

Best Pittsfield, MA bed and breakfasts with breakfast included

The Cornell Inn, Lenox & The Berkshires - Pittsfield, MA
9.1 1527 reviews
Pittsfield, MA
06/09 – 13/09
$516/nighttotal: $3612 (7 )

The Cornell Inn, Lenox & The Berkshires

1 2
B&B , Lenox
This charming bed and breakfast is situated in Lenox, just a short distance from the Boston Symphony Orchestra's Tanglewood Institute, and within easy reach of the town's restaurants. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
The guest house is set on four acres, offering a peaceful and secluded environment. Guests can enjoy a gourmet breakfast, relax on the private deck, or explore the gardens that connect to Kennedy Park.

Best Pittsfield, MA bed and breakfasts with a garden

Berkshire Village Carriage House - Super Private!! - Pittsfield, MA
9.8 280 reviews
Pittsfield, MA
06/09 – 13/09
$296/nighttotal: $2072 (7 )

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.
Home A While - Pittsfield, MA
Pittsfield, MA
01/07 – 31/07
$244/nighttotal: $7320 (30 )

Home A While

1 1
B&B , Pittsfield
This Pittsfield guesthouse, perfect for a Berkshire County getaway, offers a convenient base for exploring local attractions such as the Berkshire Museum and Barrington Stage Company, though precise distances aren't specified.
Sleeping up to three guests, this one-bedroom, one-bathroom lodging boasts a well-equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, and internet access; pets are welcome.
100 Yr Berkshire Mansion King Rm W Marble Bathroom - Pittsfield, MA
Pittsfield, MA
01/07 – 31/07
$1327/nighttotal: $39810 (30 )

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.

Frequently Asked Questions about bed and breakfast in Pittsfield, MA

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Best Pittsfield, MA bed and breakfasts with parking

The Cornell Inn, Lenox & The Berkshires - Pittsfield, MA
Pittsfield, MA
03/07 – 06/07
$1545/nighttotal: $4635 (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.
Whistler's Inn - Pittsfield, MA
8.0 647 reviews
Pittsfield, MA
06/09 – 13/09
$427/nighttotal: $2989 (7 )

Whistler's Inn

1 2
B&B , Lenox
The Whistler's Inn is a charming bed and breakfast situated in Lenox, Massachusetts, a short distance from Tanglewood Musical Center and Shakespeare & Company Theater. The inn has consistently received very good user ratings for its cleanliness and excellent location.
Each room at the inn has a unique style and features a private bathroom. Guests can enjoy a daily gourmet breakfast, afternoon tea and cookies, and have access to a parlour room with a piano and a library. The inn also has a garden and a terrace, and guests can enjoy free Wi-Fi and parking.
Chambery Inn - Pittsfield, MA
9.6 405 reviews
Pittsfield, MA
03/07 – 06/07
$1145/nighttotal: $3435 (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.
The Central Downtown Inn & Suites - Pittsfield, MA
8.6 367 reviews
Pittsfield, MA
13/10 – 18/10
$214/nighttotal: $1070 (5 )

The Central Downtown Inn & Suites

1 3
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.

Best Pittsfield, MA bed and breakfasts with air conditioning

Experience Timeless Elegance In The Niles Johnson Room At The Cornell Inn - Pittsfield, MA
Pittsfield, MA
06/09 – 13/09
$1110/nighttotal: $7770 (7 )

Experience Timeless Elegance In The Niles Johnson Room At The Cornell Inn

1 2
B&B , Lenox
This Lenox guesthouse is conveniently located near Lenox Library and The Bookstore, a 1.9km stroll away.
The 20 square metre room, sleeping up to three guests, features a fireplace, air conditioning, and is close to the Berkshire Scenic Railway Museum, Pleasant Valley Wilderness Sanctuary, and Tanglewood.
Experience Timeless Elegance In The Edith Wharton Room! - Pittsfield, MA
Pittsfield, MA
06/09 – 13/09
$904/nighttotal: $6328 (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.
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