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

Pittsfield 4 Stars Hotels

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Check availability on Pittsfield 4 Star Hotels

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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
NT$6,612
NT$7,386 total
includes taxes & fees
Nov 8 - Nov 9
The Williams Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
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.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Debra
NT$3,210
NT$3,586 total
includes taxes & fees
Oct 29 - Oct 30
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 dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

4. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
NT$11,966
NT$13,365 total
includes taxes & fees
Nov 5 - Nov 6
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 room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

5. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
NT$7,590
NT$8,478 total
includes taxes & fees
Nov 11 - Nov 12
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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
NT$12,385
NT$14,982 total
includes taxes & fees
Nov 5 - Nov 6
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 neatly arranged bedroom with a large bed, a chair, and a window with a view of trees.
A breakfast buffet with pastries, fruits, and condiments.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

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.
Exterior
A living room with a fireplace, leather sofas, and a dog.

9. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Kimberly
NT$11,873
NT$13,925 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
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 historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Great location, large room with very comfy bed. Water and coffee every floor by the elevator."
Mark 1-night trip
Posted 1 day 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 4 days ago
The Central Downtown Inn & Suites

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 customers. Concierge services and designer toiletries are a couple of its amenities. Travelers also love staying at Hampton Terrace Inn. From a swimming pool to premium bedding, it offers conveniences that cater to all aspects of your relaxation and entertainment.
How much does it cost to stay in a 4-star hotel in Pittsfield?
With Expedia's handy search filters, locking in a top deal on a 4-star hotel in Pittsfield just got easier. Start by keying in your chosen arrival date and length of your getaway. Then sort the results by price and pick a hotel that best matches your style and budget.
  • Search for the lowest price from NT$3,586
What's the difference between 5-star and 4-star hotels in Pittsfield?
If you decide to stay at a 4-star hotel in Pittsfield, you'll usually find lots of amenities to ensure you're comfortable, such as a pool, restaurant and gym. You can enjoy high-quality service and upscale surroundings. Opt for a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You're likely to get additional amenities and exclusive services at a 5-star stay, though both are superb options for luxury travelers.

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