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

Find 4 Star Hotels in Pittsfield, MA from $111

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Check availability on Pittsfield 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Pittsfield 4-star hotels

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

1. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (705 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
$217 nightly
The price is $243
Nov 8 - Nov 9
Total with taxes and fees
The Williams Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (430 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
$99 nightly
The price is $111
Oct 28 - Oct 29
Total with taxes and fees
The Central Downtown Inn & Suites
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.

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
A large, two-story house with a well-maintained lawn and a fence.

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
$369 nightly
The price is $412
Nov 2 - Nov 3
Total with taxes and fees
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

5. 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
$219 nightly
The price is $245
Nov 18 - Nov 19
Total with taxes and fees
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.

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
9.2 out of 10, Wonderful, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$381 nightly
The price is $425
Nov 13 - Nov 14
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A modern bathroom with a glass shower, white marble walls, and a large window.

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
A hotel room with a large bed, a flat-screen TV mounted on the wall, a bedside table with a mirror, a sink, and a sliding door leading to a bathroom.

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
Front of property

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
$383 nightly
The price is $428
Nov 12 - Nov 13
Total with taxes and fees
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.

See all hotels in Pittsfield
A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"We had a wonderful time. It was Century located for all of our needs."
John 3-night trip
Posted 12 hours ago
The Central Downtown Inn & Suites

Find out more about Pittsfield

The preparation of any holiday kicks off with picking a destination. Pittsfield has been a popular local with travelers because of everything it offers. But, "location, location, location" applies to more than just your destination. Now that you have got a feel for Pittsfield, it is time you to learn a little more about your new digs.

Accommodations as Scenic as the City

Pittsfield saw its fair share of visitors this past year. And plenty of these people submitted comments which may help you determine the accommodation that is the right fit for your trip. Spending the night in an accommodation with an overall score of 3.6 can only help to make your trip better. The staff ensure that the grounds and facilities are orderly, so you enjoy your stay no matter what area of the hotel you are in. You'll be more than glad to come back to the property each night. Pittsfield has several phenomenal lodgings that offer the perfect holiday.

A stay at one of these resorts makes certain that whether you are just taking a break after a day of sightseeing in Pittsfield or you're ready to lie down for the evening, you'll be as comfortable as imaginable. You won't have to go without a thing throughout your stay at one of these accommodations. Visitors have consistently praised them for their attentive service. It's not a surprise that a large majority of reviewers recommend it.

Reserve a 4-Star Hotel in Pittsfield Today!

Your getaway to Pittsfield should be one where you don't have to trouble yourself about the little things. Make sure to make a reservation soon. With so few lodgings, and so many people wishing to vacation in here, you may miss the chance to reserve your perfect hotel.

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 travelers. A terrace and premium bedding are some of its many amenities. Travelers also recommend Hampton Terrace Inn. From a swimming pool to premium bedding, it features conveniences that cater to all aspects of your relaxation and enjoyment.
How much does it cost to stay in a 4-star hotel in Pittsfield?
To lock in a 4-star hotel in Pittsfield that matches your budget, use Expedia's search and sort filters. Check out the available options during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the cheapest stay first.

  • Search for the lowest price from $111

What's the difference between 5-star and 4-star hotels in Pittsfield?
Treat yourself to refined living during your Pittsfield escape by checking in to a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities such as large beds, complimentary bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. 24-hour concierge assistance, luxurious spas and world-class dining are just the start of the exclusive conveniences and services you'll likely get access to.

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