Find 4 Star Hotels in Pittsfield, MA from $135

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield 4 Star Hotels

Our top choices for Pittsfield 4-star hotels

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (631 reviews)
"Great property and restaurant. Perfect location and very helpful, friendly staff."
United States
Sam
$277 nightly
The price is $309
Jun 23 - Jun 24
Total with taxes and fees
The Williams Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
$121 nightly
The price is $135
Jun 29 - Jun 30
Total with taxes and fees
The Central Downtown Inn & Suites

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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
$358 nightly
The price is $399
Jun 29 - Jun 30
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
$339 nightly
The price is $379
Jun 16 - Jun 17
Total with taxes and fees
Devonfield Inn B&B

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

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
$392 nightly
The price is $438
Jun 23 - Jun 24
Total with taxes and fees
The Inn at Stockbridge

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (301 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn

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
$626 nightly
The price is $699
Jun 16 - Jun 17
Total with taxes and fees
33 Main

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
Jun 16 - Jun 17
Total with taxes and fees
Hampton Terrace Inn

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!
Save an average of 15% on thousands of hotels when you're signed in

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.

Top Pittsfield Hotel Reviews

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 $135

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.

Explore a world of travel with Expedia