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

Find 4 Star Hotels in Pittsfield, MA from $130

  • 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
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield 4 Star Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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, (648 reviews)
"amazing friendly and helpful staff perfect stay!"
United States
Thomas
$243 nightly
The price is $271
Aug 16 - Aug 17
Total with taxes and fees
The Williams Inn
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (381 reviews)
"Large, clean, comfortable suite."
United States
Rena
$116 nightly
The price is $130
Aug 2 - Aug 3
Total with taxes and fees
The Central Downtown Inn & Suites
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
$427 nightly
The price is $477
Aug 10 - Aug 11
Total with taxes and fees
The Inn at Stockbridge
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, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$358 nightly
The price is $399
Aug 12 - Aug 13
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
$666 nightly
The price is $744
Aug 16 - Aug 17
Total with taxes and fees
33 Main
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 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
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
$409 nightly
The price is $457
Aug 27 - Aug 28
Total with taxes and fees
Devonfield Inn B&B
Exterior detail

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
$292 nightly
The price is $326
Aug 25 - Aug 26
Total with taxes and fees
Hampton Terrace Inn
Apartment (4 Bedrooms) | Front of property

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
Sign in
Sign up, it's free

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 Williams Inn

The Williams Inn

10/10 Excellent
"Hotel was terrific..very clean..restaurant was excellent…very well located for Williams College"
GENE 1-night trip
Posted 2 days ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"Large, clean, comfortable suite."
Rena 1-night trip
Posted 3 days 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 $130

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