A historic building with classical architecture, a traffic light, and a yellow taxi.

Pittsfield 4 Stars Hotels

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Our top choices for Pittsfield 4-star hotels

1. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (714 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is HK$1,594
HK$1,780 total
includes taxes & fees
15 Nov - 16 Nov
The Williams Inn

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is HK$763
HK$852 total
includes taxes & fees
23 Nov - 24 Nov
The Central Downtown Inn & Suites

3. 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

4. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is HK$2,895
HK$3,233 total
includes taxes & fees
13 Nov - 14 Nov
Devonfield Inn B&B

5. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (45 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is HK$1,804
HK$2,014 total
includes taxes & fees
17 Nov - 18 Nov
Hampton Terrace Inn

6. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is HK$2,996
HK$3,624 total
includes taxes & fees
28 Nov - 29 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

7. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main

8. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is HK$1,809
HK$2,121 total
includes taxes & fees
16 Nov - 17 Nov
The Inn at Stockbridge
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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.

A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

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 HK$852

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.

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