Compare and book 4 Star hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield 4 Star Hotels

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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, (581 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is 4.903.391 ₫
5.477.088 ₫ total
includes taxes & fees
25 Feb - 26 Feb
The Williams Inn
Terrace/patio

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (358 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.700.776 ₫
3.016.819 ₫ total
includes taxes & fees
8 Mar - 9 Mar
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (293 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 3.739.536 ₫
4.385.916 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Lakehouse Inn
Room #10 Queen's Cottage | Living room | Flat-screen TV

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (136 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
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
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 8.036.626 ₫
9.722.221 ₫ total
includes taxes & fees
15 Mar - 16 Mar
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

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 12.828.686 ₫
14.329.642 ₫ total
includes taxes & fees
25 Feb - 26 Feb
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is 5.706.285 ₫
6.373.886 ₫ total
includes taxes & fees
26 Feb - 27 Feb
Hampton Terrace Inn
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 6.225.038 ₫
7.301.125 ₫ total
includes taxes & fees
13 Mar - 14 Mar
The Inn at Stockbridge
Front of property – evening/night

Garden Gables Inn

Garden Gables Inn
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 Inn
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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
Pittsfield featuring a city

Top Pittsfield Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Elegant and oupdated decor throughout, spotlessly clean Welocation, "
anne 1-night trip
Posted 3 days ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Thank you for the kitchen facilities and big dining table. Microwave was big and strong. Thank you for the big towels. Parking was excellent for our timing. Central location is very handy. The heat was a curiosity. It can be set higher, then it drops down during the night. TV channel choosing is designed for a younger person."
george 5-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 3.016.819 ₫

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.