4 Star Hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield 4 Star Hotels

Tonight
5 Apr - 6 Apr
Tomorrow
6 Apr - 7 Apr
Next weekend
10 Apr - 12 Apr
In two weeks
17 Apr - 19 Apr

Our top choices for Pittsfield 4-star hotels

Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (607 reviews)
"Amazing place to stay."
United States
Augusta
The price is €270
includes taxes & fees
9 Apr - 10 Apr
The Williams Inn
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is €99
includes taxes & fees
7 Apr - 8 Apr
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (297 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
The price is €159
includes taxes & fees
10 Apr - 11 Apr
Lakehouse Inn
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is €325
includes taxes & fees
19 Apr - 20 Apr
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is €290
includes taxes & fees
4 May - 5 May
Devonfield Inn B&B
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is €231
includes taxes & fees
18 Apr - 19 Apr
The Inn at Stockbridge
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is €479
includes taxes & fees
9 Apr - 10 Apr
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is €212
includes taxes & fees
7 Apr - 8 Apr
Hampton Terrace Inn
Front of property – evening/night

Garden Gables

Garden Gables
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables
Apartment (4 Bedrooms) | Interior

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

The Williams Inn

The Williams Inn

8/10 Good
"solid 4 stars, clean and comfy rooms"
Arthur 1-night trip
Posted 10 hours ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

2/10 Terrible
"Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly that seems to be a long term smoking room. We had to buy candles and fragrance spray from CVS but still don't help much. "
Lisa 1-night trip
Posted 2 months ago
The Central Downtown Inn & Suites

Frequently asked questions

What are the best 4-star hotels in Pittsfield?
Garden Gables Inn is a 4-star hotel in Pittsfield that's popular among Expedia customers. Concierge services and designer toiletries are a couple of its amenities. Travellers also love staying at Hampton Terrace Inn. From a swimming pool to premium bedding, it offers conveniences that cater to all aspects of your relaxation and entertainment.
How much does it cost to stay in a 4-star hotel in Pittsfield?
With Expedia's handy search filters, locking in a top deal on a 4-star hotel in Pittsfield just got easier. Start by keying in your chosen arrival date and length of your getaway. Then sort the results by price and pick a hotel that best matches your style and budget.

  • Search for the lowest price from €99

What's the difference between 5-star and 4-star hotels in Pittsfield?
If you decide to stay at a 4-star hotel in Pittsfield, you'll usually find lots of amenities to ensure you're comfortable, such as a pool, restaurant and gym. You can enjoy high-quality service and upscale surroundings. Opt for a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You're likely to get additional amenities and exclusive services at a 5-star stay, though both are superb options for luxury travellers.