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Top Pittsfield Hotel Reviews
The Yankee Inn
10/10 Excellent
"Nice facility, good location, clean room, helpful staff. The pool was great as well. The breakfast could be enhanced with real eggs, some gluten free option. Also, I asked one of the servers who was replenishing food containers if there was an alternative to dairy milk for my oatmeal and she said no. Another guest heard my question and pointed me to the almond milk. It would be helpful if your staff could be aware of all of the offerings! Otherwise, we had a wonderful stay."
Quality Inn Great Barrington
10/10 Excellent
"Great place to stay and a great price"
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Perfect for our needs , excellent location"
Berkshires Untold
8/10 Good
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. Woman said no, they stopping serving at 9... luckily she rec one place nearby which was still open for food til midnight! Wow in Lenox! Very packed loud and fun w locals & Jackman fans..got wines, friendly bartenders, ordered yummy plates of tacos , sandwich and ended eve on a great note . Go to OMBRA if hungry after 9! Small complaint this am also.. we ordered a bagel & a berry salad from the hotel's brkfst menu to go as needed to drive back home mid am.. Opened it and about 1/2 cup of mixed berries ..for $11.00... Think the bagel was 8. Oh well -worth the splurge to see Hugh 💕and only 10 min drive to Tanglewood & downtown Lenox! Hotel not walkable to anything but ez parking & very cute interior & bar & seating areas!"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice!"
Berkshire Inn
10/10 Excellent
"He stayed here in August 2026, and we have been staying here in August from at least 2019 or so except for last year. Keep in mind that you get what you pay for and we were not paying for luxury or five star amenities. We were staying for a couple of days and we wanted someplace clean and near downtown Pittsfield, decent and with a pool. This is exactly what we got. It is a quiet, clean, decently maintained property with ample parking and a pool, decent cable and excellent shower pressure. Cold water comes from the tap when you want a cold, none of this lukewarm stuff coming out of the cold water tap. The property itself and the rooms have been upgraded and modernized since our last day in 2024. Is it perfect no. But the beds are comfortable, the pool is enjoyable, it is close to the hot dog ranch, and I really have no complaints about it at all. The two less than perfect things are that the owners or managers on check-in are not the warmest and most welcoming, but they are fine and there is nothing objectionable about them. And the housekeeping staff is absolutely wonderful. The only other thing is that it sits off of busy Housatonic/Route 20 so sometimes to get to downtown Pittsfield instead of turning left when it’s busy, you will want to turn right and turn around or go the back way. This will add approximately two minutes to your drive. I have no doubt that we will stay there next year!"
The Williams Inn
10/10 Excellent
"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying. "
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
The Central Downtown Inn & Suites
8/10 Good
"This place was well situated for walks downtown. The suite was clean, spacious and well worth the money. Check in was done by phone which was a little different but it all ran smooth. I would do it again in a heartbeat."
Find out more about Pittsfield
Pittsfield Apartments information
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Frequently asked questions
What's it like to stay at an apartment in Pittsfield?
You can choose from 8 apartments in Pittsfield for your holiday. You might want to explore the local entertainment venues during your trip.
How do you know if an apartment is the best choice for your stay?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
How many apartments should I expect to find in Pittsfield?
Expedia has 8 apartments to book in Pittsfield.
What will the weather be like in Pittsfield?
Although weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Pittsfield. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are the must-see places to visit in Pittsfield?
Pittsfield is known for its entertainment venues. Cultural attractions include Berkshire Museum and Colonial Theater, whereas Pontoosuc Lake and Housatonic River are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Bousquet Ski Area and Hancock Shaker Village.
What's the best way to get to and around Pittsfield?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.