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

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A spacious living area with a fireplace, wooden beams, and a large window.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

1. The Williams Inn

The Williams Inn
Williamstown
United States
William
$183 nightly
$204 total
Sep 28 - Sep 29
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.
A modern apartment with a living room, kitchenette, and dining area.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A compact living space with a kitchenette, a dining area, and a sofa.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
$99 nightly
$111 total
Sep 28 - Sep 29
Total with taxes and fees
The Central Downtown Inn & Suites
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
$460 nightly
$514 total
Sep 28 - Sep 29
Total with taxes and fees
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

4. 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
Stockbridge
United States
Philippe
$537 nightly
$600 total
Oct 12 - Oct 13
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A room with a large bay window, a wooden bench with cushions, and a chandelier.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
A row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.

5. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
A large, two-story house with a well-maintained lawn and a fence.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
$409 nightly
$457 total
Oct 25 - Oct 26
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.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A dining room with a large table set for a meal, surrounded by ornate chairs.

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
$268 nightly
$300 total
Oct 27 - Oct 28
Total with taxes and fees
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
A neatly arranged bedroom with a large bed, a chair, and a window with a view of trees.
A room with a large bed, a chair, and a decorative hanging light fixture.
A breakfast buffet with pastries, fruits, and condiments.

8. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.
A two-story house with a balcony, a front porch, and a well-maintained lawn.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

9. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
A deck with outdoor furniture, a hot tub, and a grill.
A spacious living area with a brown leather sectional sofa, a wooden coffee table, and a dining area with wooden chairs and a bar.
A bedroom with a large bed, a nightstand, a painting, and a view of the outside.
A cozy living room with a fireplace, a large window, and a dining area set for six.

10. Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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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 church with a green spire and a red brick building with arched windows.

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 $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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