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

4 Star Hotels in Pittsfield CA $168

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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, (646 reviews)
"amazing friendly and helpful staff perfect stay!"
United States
Thomas
The price is CA $388
CA $433 total
includes taxes & fees
Aug 5 - Aug 6
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, (379 reviews)
"Central location!"
United States
Brenda
The price is CA $151
CA $168 total
includes taxes & fees
Jul 26 - Jul 27
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)
"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
The price is CA $522
CA $612 total
includes taxes & fees
Jul 26 - Jul 27
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
The price is CA $465
CA $563 total
includes taxes & fees
Aug 9 - Aug 10
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

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
The price is CA $969
CA $1,083 total
includes taxes & fees
Aug 16 - Aug 17
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
The price is CA $618
CA $691 total
includes taxes & fees
Aug 19 - Aug 20
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
The price is CA $421
CA $471 total
includes taxes & fees
Jul 29 - Jul 30
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!
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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 staff."
Ulla 2-night trip
Posted 7 days ago
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"The space was very nice and very clean. No issues there. However, I reserved for three adults and there were no linens for the sofa bed. Thankfully, our daughter had blankets in her car. When we went to the registration area, no one was on site. (This property is accessed via codes that come in a text or email.). I'm not sure I would go back."
Mary 1-night trip
Posted 13 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 $168

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.

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