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Top Pittsfield Hotel Reviews
Berkshires Untold
8/10 Good
"A fine one-night stay, but I thought the rooms were small and Spartan. Also, the wi-fi kept going on and off."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"The hotel only 1 year old and nicely remodeled."
The Red Lion Inn
8/10 Good
"I gotta admit, I was nervous about staying at the Red Lion Inn. I knew it was popular, but I stayed in their "sister" place (the Little Lion) once because it was the only available hotel room in the area at short notice and that place is a DISASTER. However, now I understand why people who love the Red Lion Inn LOVE the Red Lion Inn. It's not pristine & shiny in a new hotel kinda way. But it's also the exact opposite of a bland, chain hotel with no character or interest. 250y of history pours out of every inch of this place, and in a good way. I didn't get a chance to take advantage of the gym, pool, or other amenities, though did eat in the courtyard one lunchtime and that was good. The staff are very attentive and appear to take real pride in working in such an iconic hotel. My only criticism is that I don't think the cleaning is quite up to scratch. Harder to clean 250yo hotel with rugs over ancient wood floors than a new construction with LVP, but findings long blonde hairs on my hotel room wasn't something I enjoyed (my entire family is either red or brunette). Would I stay there again? Yes. Room prices in the summer are insane, like most places in the Berkshires, but that's when I have to go to the Berkshires, so if they don't get my business in the future, it'll be because there are no rooms available or for some reason a different town is a better choice of location, not because I don't want to stay here. 1 word of warning: have dog? Call to make your reservation."
The Yankee Inn
8/10 Good
"We made the most out of getting 3 days of rain on our 4 day trip. Not too much for kids to do. Expect alot of mosquitoes if you're in the back of the property by the pond. Tow"
Vacation Village in the Berkshires
8/10 Good
"While not a top-notch place to stay, for the price it is a good value particularly given that you have more space for less cost than just a good motel room and can do some cooking and meal prep on your own. The check-in is always smooth and the accommodations reasonably comfortable. Setting is very nice, particularly if you get a room/suite that isn't looking onto the parking lot/driveway area. We continue to stay here, even though every stay finds something that wasn't caught in the room clean-up but not really a housekeepers problem - this time it was a failing toaster and a micro-wave that wanted to make a noise all the time."
Berkshire Mountain Lodge
10/10 Excellent
"The room kitchen & bath were very clean."
Berkshire Inn
8/10 Good
"Better than other comments I read about thei r ratings!"
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
"Quite comfortable Beds"
FairBridge Inn Express
10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
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'll find 8 apartments to choose from in Pittsfield for your vacation. You might want to check out the local entertainment venues during your trip.
How do you know if an apartment is a good option for your stay?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families wanting the conveniences of home.
How many apartments are there in Pittsfield?
Expedia has 8 apartments to book in Pittsfield.
What will the weather be like in Pittsfield?
Though 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches 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 Barrington Stage Company and Bousquet Ski Area.
What's the best way to get to and around Pittsfield?
Knowing a bit about the transportation options can you save you a headache 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. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.