The 10 best four-star hotels in Pittsfield, USA | Booking.com
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Four-Star Hotels in Pittsfield

Find the four-star hotels that appeal to you the most

The best four-star hotels in Pittsfield

Check out our pick of great four-star hotels in Pittsfield

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Berkshire Mountain Lodge

Pittsfield

Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.

J
Jun
From
New Zealand
Perfect for the staying. Spacious , clean and nice staff.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 656 reviews
Price from
US$109.65
1 night, 2 adults

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel in Pittsfield

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

A
Andrea
From
United Kingdom
The pool was a real bonus! The on-site restaurant was a delight - excellent food and amusing bartender. The central location was perfect for my needs. Would stay there again without hesitation - lovely hotel.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 232 reviews
Price from
US$103
1 night, 2 adults

Berkshires Untold

Lenox (Near Pittsfield)

Situated in Lenox, 5.5 km from Cranwell Spa & Golf Club, Berkshires Untold features accommodation with a shared lounge, free private parking, a terrace and a restaurant.

D
Deborah
From
United Kingdom
Room size and the outside space was beautiful
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 501 reviews
Price from
US$140.72
1 night, 2 adults

Doctor Sax House

Lenox (Near Pittsfield)

Situated in Lenox, 2.4 km from Tanglewood Musical Center, Doctor Sax House features accommodation with a shared lounge, free private parking, a terrace and a restaurant.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 21 reviews
Price from
US$316.58
1 night, 2 adults

Devonfield Inn

Lee (Near Pittsfield)

Situated just 6.1 km from Cranwell Spa & Golf Club, Devonfield Inn features accommodation in Lee with access to a garden, a shared lounge, as well as a shared kitchen.

L
Lesley- Ann
From
South Africa
We had the most wonderful time at this beautiful inn set in stunning surroundings and gardens. On our holiday this was the only place where we actually met and interacted with the owners , Doug and Jim. Our room was comfortable, clean and had everything we needed. Lovely leather chairs and decor. The bed was comfortable with nice linens. We were invited to the cheese and wine evening and it was great. Lovely wines and cheeses and a great way to meet other guests. We so enjoyed the piano and a few songs from Doug. Breakfast was a feast .. fruit, yogurts , eggs . Delicious and a different menu each morning. Home baked cakes .. yummy. Saturday we sat in the gardens and enjoyed a lovely afternoon of music , it was so nice to see locals join the afternoon too. We wish we could have stayed longer.. Doug and Jim you run a beautiful Inn, your commitment and hard-work tells the story. Thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 15 reviews
Price from
US$369
1 night, 2 adults

Brook Farm Inn

Lenox (Near Pittsfield)

Situated within 3 km of Tanglewood and 3.1 km of Cranwell Spa & Golf Club, Brook Farm Inn features rooms with air conditioning and a private bathroom in Lenox.

V
Virginie
From
United States
Beautifully arranged. A lot of details and love were put into this b&b. The breakfast was simple but absolutely delicious and homemade. We loved every minute of it. We will go back in summer
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 45 reviews
Price from
US$208.10
1 night, 2 adults

Hampton Terrace Inn

Lenox (Near Pittsfield)

Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox.

M
Marleen
From
Belgium
Very friendly welcome in lovely historic Inn. Delicious homecooked breakfast with changing options. The building is nicely maintained and decorated. Despite its age, comforts are up to date. Easy parking on premises.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 25 reviews
Price from
US$262.90
1 night, 2 adults

The Constance by The Lenox Collection

Lenox (Near Pittsfield)

Set in Lenox, 2.4 km from Tanglewood Musical Center, The Constance by The Lenox Collection offers accommodation with a fitness centre, free private parking, a garden and a terrace.

C
Corinna
From
Germany
Beautiful hotel with lovely and very helpful staff
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 496 reviews
Price from
US$177
1 night, 2 adults

The Red Lion Inn

Stockbridge (Near Pittsfield)

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options.

C
Catherine
From
United States
I loved that the historic quality of the Inn was preserved and that it had not been renovated to death. Its antique charms were well preserved and that’s what I loved best. The creaking floors, the dark hallways with nooks and crannies, the wonderful antiques. Please don’t change!
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 288 reviews
Price from
US$129
1 night, 2 adults

The Springs Motel

New Ashford (Near Pittsfield)

Located in New Ashford, 30 km from Cranwell Spa & Golf Club, The Springs Motel provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

L
Livi
From
Italy
Beautiful location, with immaculate fall vibes. The surrounding area is super quiet.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 78 reviews
Price from
US$132.25
1 night, 2 adults
All four-star hotels in Pittsfield

Looking for a four-star hotel?

Offering plenty of five-star-worthy features, these plush properties may provide plenty of optional extras such as on-site dining and valet parking. Many can be found in central locations near to major landmarks and shopping areas, and you can expect above-average service from the hotel staff.

4 star hotels that guests love in Pittsfield

See all
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    The location is handy to Berkshire attractions, I have stayed with you before
    Guest review by
    Fuler
    Solo traveller
  • Avg. price/night: US$121.75
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 232 reviews
    Beautiful location, clean and well-stocked rooms, friendly staff, all around a wonderful experience.
    Guest review by
    Ellis
    Solo traveller
  • Avg. price/night: US$121.75
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 232 reviews
    The pool was a real bonus! The on-site restaurant was a delight - excellent food and amusing bartender. The central location was perfect for my needs. Would stay there again without hesitation - lovely hotel.
    Guest review by
    Andrea
    Solo traveller
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    The pool and facilities, how the kitchen was well stocked, pillows great quality.
    Guest review by
    Miriam
    Group
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    Bedroom great, pool great. maintenance of property great. Kitchen well provisioned. Very convenient location. Staff very helpful!
    Guest review by
    Miriam
    Group
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 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
    Guest review by
    Graeme
    Family with young children
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    Hot tub was amazing location was beautiful
    Guest review by
    Marilee
    Family with young children