This Lenox guesthouse is situated on a beautiful estate, approximately 3.2 kilometres from Lenox town centre, offering easy access to local shops and restaurants. Sleeping up to 16 guests in 4 bedrooms and 1 bathroom, this self-catering property boasts air conditioning, parking, internet access, and stunning Berkshire views; a peaceful retreat ideal for exploring the region’s attractions.
Pittsfield, MA
13/10 – 18/10
£635/nighttotal: £3175 (5 )
Historic Susan B. Anthony Room - Cozy & Charming Stay
1 3
B&B , Lenox
This Lenox guesthouse is situated a 1.9km walk from both The Bookstore and Lenox Library, offering easy access to Tanglewood Music Center and Ventfort Hall Mansion. The 14-square-metre studio sleeps three, features a fireplace and air conditioning, and includes linens and heating.
Pittsfield, MA
01/07 – 31/07
£149/nighttotal: £4470 (30 )
The Central Downtown Inn&suites
1 1
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.
Pittsfield, MA
06/09 – 13/09
£592/nighttotal: £4144 (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.
8.6 367 reviews
Pittsfield, MA
13/10 – 18/10
£115/nighttotal: £575 (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.
9.6 405 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.
Pittsfield, MA
01/07 – 31/07
£109/nighttotal: £3270 (30 )
Retreat Room In Motel Like Build
1 1
B&B , Lenox
This Lenox B&B, sleeping up to 16 guests, offers stunning views of the Berkshire landscape; its precise location within Lenox is unspecified, but the emphasis on scenic overlooks suggests a position offering panoramic vistas. The guesthouse features one bathroom, air conditioning, parking, and internet access; further details regarding the property's size and specific layout are unavailable.
9.8 280 reviews
Pittsfield, MA
06/09 – 13/09
£158/nighttotal: £1106 (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.
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.
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.
Pittsfield, MA
01/07 – 31/07
£130/nighttotal: £3900 (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.
8.0 647 reviews
Pittsfield, MA
06/09 – 13/09
£228/nighttotal: £1596 (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.
Best Pittsfield, MA bed and breakfasts with breakfast included
9.1 1527 reviews
Pittsfield, MA
06/09 – 13/09
£275/nighttotal: £1925 (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
Pittsfield, MA
01/07 – 31/07
£310/nighttotal: £9300 (30 )
Mansion King Bedroom W View & Huge Marble Bathroom
1 1
B&B , Lenox
This Lenox guesthouse offers two bedrooms and one bathroom, sleeping up to four guests, and includes a fridge, air conditioning, garden, and parking. The property boasts internet access and is conveniently located in Lenox, though its precise address and proximity to specific landmarks remain unspecified.
Pittsfield, MA
01/07 – 31/07
£708/nighttotal: £21240 (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
What is the typical weather in Pittsfield, MA, and how does it affect outdoor plans?
Pittsfield has four distinct seasons. Summers are warm and humid, with temperatures averaging around 23°C. Winters are cold and snowy, with average temperatures around -3°C. Spring and autumn are mild and pleasant, with temperatures ranging from 10°C to 20°C. Be sure to pack accordingly and check the weather forecast before heading out for any outdoor activities.
What are the best bed and breakfasts in Pittsfield, MA?
What are the best cultural activities and events in and around Pittsfield, MA?
Pittsfield has a vibrant arts scene. The annual Tanglewood Music Festival, held in nearby Lenox, features world-class classical music performances. The Jacob's Pillow Dance Festival, also in nearby Becket, showcases contemporary and traditional dance. In town, you can catch a show at the Colonial Theatre, a beautiful historic venue that hosts a variety of performances.
What are the best bed and breakfasts with a pool in Pittsfield, MA?
Which hiking trails are recommended for exploring in and around Pittsfield, MA?
The Taconic Crest Trail offers stunning views of the Berkshires and is perfect for a day hike. If you're looking for a more challenging hike, try the Mount Greylock Trail, which leads to the highest point in Massachusetts. For a shorter and easier hike, check out the Bartholomew's Cobble Trail, which offers beautiful views of the Housatonic River.
What are the best bed and breakfasts with a jacuzzi in Pittsfield, MA?
What amenities are commonly offered in bed and breakfasts in Pittsfield, MA?
Most bed and breakfasts in Pittsfield offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have amenities like fireplaces, hot tubs, and swimming pools. Be sure to check the individual listings for specific amenities.
What are the best bed and breakfasts for families and kids in Pittsfield, MA?
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.
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.
9.8 280 reviews
Pittsfield, MA
06/09 – 13/09
£158/nighttotal: £1106 (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.
9.6 405 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.
9.1 1527 reviews
Pittsfield, MA
06/09 – 13/09
£275/nighttotal: £1925 (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 air conditioning
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.
Pittsfield, MA
06/09 – 13/09
£667/nighttotal: £4669 (7 )
Elegant Suite With A King Bed, Fireplace, And Kitchenette.
1 2
B&B , Lenox
This Lenox guesthouse is conveniently located within a 1.9km walk of both The Bookstore and Lenox Library. The 20-square-metre property offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with refrigerator and coffee maker.
Pittsfield, MA
03/07 – 06/07
£1397/nighttotal: £4191 (3 )
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, Ma - Basic Queen
3 2
B&B , Lenox
This Lenox guesthouse is conveniently located near Kennedy Park and Wyndhurst Golf Club, offering easy access to attractions such as The Bookstore and the Berkshire Scenic Railway Museum. The 13-square-metre establishment comprises three bedrooms, each with a private shower room, accommodating up to three guests and featuring in-room tea and coffee facilities; air conditioning ensures comfortable summer stays.