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

4 Star Hotels in Pittsfield CA $155

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield 4 Star Hotels

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
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.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.
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.

1. The Williams Inn

The Williams Inn
Williamstown
United States
Pete
CA $284
CA $318 total
includes taxes & fees
Nov 10 - Nov 11
The Williams Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
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.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Debra
CA $139
CA $155 total
includes taxes & fees
Oct 27 - Oct 28
The Central Downtown Inn & Suites
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A bedroom with a bed, a chair, a desk, and a TV.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.

3. 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 spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

4. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
CA $517
CA $577 total
includes taxes & fees
Nov 4 - Nov 5
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 grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

5. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
CA $307
CA $342 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

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
Stockbridge
United States
Philippe
CA $476
CA $576 total
includes taxes & fees
Nov 7 - Nov 8
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.
A room with a large bed, a chair, and a decorative hanging light fixture.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.
A breakfast buffet with pastries, fruits, and condiments.

7. 33 Main

33 Main
Lenox
United States
Tatyana
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.
A snowy landscape with a lake, trees, and a white fence.
A two-story house with a balcony, a front porch, and a well-maintained lawn.
A bedroom with a large bed, a bedside table, a lamp, a window with a view, and a bathroom visible through an open door.

8. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
Front of property
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A living room with a fireplace, leather sofas, and a dog.
Exterior

9. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Kimberly
CA $511
CA $599 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A deck with outdoor furniture, a hot tub, and a grill.
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.
A spacious living area with a brown leather sectional sofa, a wooden coffee table, and a dining area with wooden chairs and a bar.

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

Family-friendly Hancock Home: Walk to Slopes!
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.

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
"The staff and ambience are wonderful!"
Silvia 1-night trip
Posted 11 hours ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"I liked the location and the restaurant was good"
Miguel 1-night trip
Posted 5 days ago
The Central Downtown Inn & Suites

Find out more about Pittsfield

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Pittsfield are calling your name. Known for providing first-rate service in amazing locations, each of the Pittsfield 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Pittsfield. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Pittsfield, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Pittsfield hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Pittsfield?
If you're looking for upscale comfort and plenty of amenities during your Pittsfield getaway, consider Garden Gables Inn. This leading 4-star hotel offers pillow top mattresses and treatment rooms. Hampton Terrace Inn also gets rave reviews from Expedia customers. A swimming pool and a tennis court are among its conveniences.
How much does it cost to stay in a 4-star hotel in Pittsfield?
To find a 4-star hotel in Pittsfield that matches your budget, use Expedia's search and sort filters. Check out what's available during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical stay first.
  • Search for the lowest price from CA $155
What's the difference between 5-star and 4-star hotels in Pittsfield?
Offering an inviting guest experience and upscale décor, 4-star hotels are an excellent option for your Pittsfield trip. These kinds of accommodations generally feature loads of handy amenities that make it a breeze to unpack and unwind — think 24-hour room service, pools and gyms. Or get a taste of the high life at a 5-star hotel designed to spoil you with high-end perks and amenities. 24-hour front desk, oversized bathrooms and world-class dining are typically included at these deluxe properties.

Explore a world of travel with Expedia