Find 4 Star Hotels in Pittsfield, MA from AED 492

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Compare Pittsfield 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Williams Inn
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (371)
"This is the only hotel near Williams College but given that they have no competition it could have been much worse. They messed up our room type reservation (they gave us 2 queen beds instead of a king bed) and didn’t compensate us for that even though they said they would and we had to ask for our complimentary bottle of wine, but despite this, it’s still a nice hotel. Rooms are clean and restaurant is good. Very close to Williams College. I would stay again vs. staying further down the road at...
The price is AED 724
AED 809 total
includes taxes & fees
4 Dec - 5 Dec
The Williams Inn
Lakehouse Inn
Lake
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is AED 492
AED 577 total
includes taxes & fees
23 Nov - 24 Nov
Lakehouse Inn
The Central Downtown Inn & Suites
Exterior
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (267)
"I loved all the amenities and space provided in the suite. And it was very affordable. It was like staying in an apartment. It was very clean. The bedroom wall was thin though because I could hear snoring on the other side. Pretty view of the trees in the backyard."
The Central Downtown Inn & Suites
33 Main
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (69)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is AED 1,285
AED 1,436 total
includes taxes & fees
25 Nov - 26 Nov
33 Main
Seven Hills Inn
Aerial view
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Devonfield Inn B&B
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (117)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is AED 1,025
AED 1,145 total
includes taxes & fees
23 Nov - 24 Nov
Devonfield Inn B&B
The Inn at Stockbridge
Exterior
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is AED 1,685
AED 2,039 total
includes taxes & fees
23 Nov - 24 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hampton Terrace Inn
Exterior
Hampton Terrace Inn
4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Hampton Terrace Inn
Garden Gables Inn
Front of property
Garden Gables Inn
4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
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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?
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 AED 492

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.
Does Pittsfield have any 4-star all-inclusive resorts?
One of the quickest ways to look for your ideal Pittsfield retreat is to use our “All inclusive” filter tool. You can also search for other leading 4-star options such as Hampton Terrace Inn and Garden Gables Inn. Both include exceptional service and plenty of conveniences for your enjoyment and relaxation.