Compare and book 4 Star hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield 4 Star Hotels

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Pittsfield 4 Star Hotels

The Williams Inn
Stunning hotel with a blend of traditional and modern architecture, surrounded by beautifully maintained gardens and a serene water feature.

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (473)
"Wonderful stay. Helpful, professional staff. "
The price is ₹19,767
₹22,080 total
includes taxes & fees
10 Aug - 11 Aug
The Williams Inn
The Central Downtown Inn & Suites
Compact kitchen with modern design, featuring white and wood cabinetry, refrigerator, coffee maker, and toaster.

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is ₹11,142
₹12,445 total
includes taxes & fees
28 Jul - 29 Jul
The Central Downtown Inn & Suites
Lakehouse Inn
Relax on the deck with a glass of wine, taking in the serene views of the surrounding water and lush landscape.

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (273)
"Great Views & Hospitality"
Lakehouse Inn
Devonfield Inn B&B
Stunning two-story house with a central entrance and beautifully manicured lawn.

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
33 Main
Features a sleek glass-enclosed shower, vanity with sink and mirror, toilet, and bidet.

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
33 Main
Seven Hills Inn
Enjoy meals in this elegant dining area with a central round table and comfortable seating.

Seven Hills Inn

4.0 star property
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Seven Hills Inn
The Inn at Stockbridge
Stroll through the serene park and enjoy the soothing sounds of the multi-tiered fountain surrounded by lush trees and a shaded walkway.

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy meals in this inviting dining room with a large table, comfortable chairs, and ample natural light.

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is ₹37,269
₹45,084 total
includes taxes & fees
5 Aug - 6 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hampton Terrace Inn
Welcome to this charming two-story house with a cozy front porch and balcony, featuring a wreath above the door and green shutters.

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
The price is ₹29,373
₹32,809 total
includes taxes & fees
4 Aug - 5 Aug
Hampton Terrace Inn
Garden Gables Inn
Stunning mountain retreat with a spacious porch and multiple windows, surrounded by snow-covered trees and a well-lit pathway.

Garden Gables Inn

4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
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Top Pittsfield Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"We did not care for the barn door to the bathroom. Wouldn't stay closed and large gap meant a loud radio or TV required... Otherwise, our stay was great and we would definitely recommend it."
Carrie 1-night trip
Posted 1 day ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Friendly staff, clean and perfect for a trip with the pups! "
Sarah 1-night trip
Posted 3 weeks 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 rates highly among Expedia customers. A pillow top mattress and a terrace are just a couple of its amenities. Travellers also love staying at Hampton Terrace Inn. From premium bedding to a swimming pool, it features conveniences that cater to every aspect of your relaxation and enjoyment.
How much does it cost to stay in a 4-star hotel in Pittsfield?
We can help you quickly locate the perfect 4-star hotel for your holiday in Pittsfield. Use our filter tool to fine-tune your search by things like price, amenities and star rating and get access to fabulous deals in a couple of clicks.

  • Search for the lowest price from ₹11,142

What's the difference between 5-star and 4-star hotels in Pittsfield?
Treat yourself to refined living during your Pittsfield holiday by staying at a 4-star hotel. As well as featuring upmarket surroundings, these properties are usually packed with amenities like large beds, complimentary bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more lavish and memorable one. Round-the-clock concierge assistance, luxurious spas and gourmet dining are just the start of the superior conveniences and services you'll likely get access to.