Apartments in Pittsfield

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Pittsfield apartments

Smart TV

Apartment in Pittsfield

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
2.0 star property
2.0 out of 10, (1 review)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
The price is NZ$350
includes taxes & fees
19 Jan - 20 Jan
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Exterior

Apartment in Stamford

Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (28 reviews)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
The price is NZ$248
includes taxes & fees
19 Jan - 20 Jan
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Living area

Apartment in Adams

Penthouse Apartment on Park Street
2.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"Clean property, easy check in, and the owner was super communicative. "
United States
Amanda W.
The price is NZ$418
includes taxes & fees
19 Jan - 20 Jan
Penthouse Apartment on Park Street
Exterior

Apartment in North Adams

The Allen House historic North Adams Home in the Berkshire Mountains
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The Allen House was a wonderful stay for my family and we cannot wait to go back! The view was incredible; the host was very approachable for questions; and there were lots of nice touches like ample dishes and silverware.Very spacious, clean and cared for location. "
United States
Annemarie M.
The price is NZ$664
includes taxes & fees
20 Jan - 21 Jan
The Allen House historic North Adams Home in the Berkshire Mountains
Private kitchen

Apartment in Lee

Updated and inviting home in Lenoxdale
2.0 star property
The price is NZ$643
includes taxes & fees
19 Jan - 20 Jan
Updated and inviting home in Lenoxdale
WiFi, bed sheets

Apartment in Lanesborough

Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (67 reviews)
"What a quaint and comfy place!"
United States
Lori A.
The price is NZ$359
includes taxes & fees
19 Jan - 20 Jan
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Dining

Apartment in Lanesborough

Charming Apt in 18th c Berkshire Farmhouse
9.4 out of 10, Exceptional, (40 reviews)
"Patrick was super nice and his farmers market/ cafe is great. Got to cut my own flowers from his field for free! I would definitely stay there again if in the area."
United States
Patricia A.
The price is NZ$359
includes taxes & fees
19 Jan - 20 Jan
Charming Apt in 18th c Berkshire Farmhouse
Dining

Apartment in Lanesborough

Bright Boho Apt in 18th c Berkshire Farmhouse
9.0 out of 10, Wonderful, (22 reviews)
"I loved staying here the weekend with my friends, the owner Patrick was so accommodating and helpful!"
United States
Mckenna d.
The price is NZ$380
includes taxes & fees
19 Jan - 20 Jan
Bright Boho Apt in 18th c Berkshire Farmhouse
Pool

Apartment in Hancock

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Exterior

Apartment in Hancock

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Indoor pool

Apartment in Hancock

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
9.8 out of 10, Exceptional, (21 reviews)
"Great place to spend the new years holiday! Perfect location for skiing!"
United States
Alexandra D.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Property grounds

Apartment in Hancock

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is NZ$476
includes taxes & fees
20 Jan - 21 Jan
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Indoor pool

Apartment in Hancock

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
9.6 out of 10, Exceptional, (19 reviews)
"We enjoyed our stay in this adorable Disney Themed condo. The attention to detail in the theming was fantastic and the condo was perfect for our February Vacation ski trip."
United States
Allison V.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Gift shop

Apartment in Hancock

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Pool

Apartment in Hancock

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
9.8 out of 10, Exceptional, (31 reviews)
"Great and clean property! Very easy to access and good parking too."
United States
Todd A.
The price is NZ$684
includes taxes & fees
25 Jan - 26 Jan
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Apartment in Hancock

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
10.0 out of 10, Exceptional, (1 review)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Outdoor dining

Apartment in Hancock

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
10.0 out of 10, Exceptional, (3 reviews)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Indoor pool, a heated pool

Apartment in Hancock

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
9.4 out of 10, Exceptional, (6 reviews)
"Great location. Very nice vacation. Would def go again. "
United States
Elizabeth M.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Gift shop

Apartment in Hancock

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Pool

Apartment in Hancock

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
9.4 out of 10, Exceptional, (16 reviews)
"Nice Place"
United States
Tom C.
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Very clean...i dotted and t crossed"
Steve 1-night trip
Posted 1 day ago
Best Western Plus Berkshire Hills Inn & Suites

Find out more about Pittsfield

Pittsfield Apartments information

Number of reviews
264
Accommodation
108 Apartments
Lowest Price
NZ$248
Highest Price
NZ$684

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.
What's the top apartment for a stay in Pittsfield?
Listed below are some of the more popular apartments in the area to choose from: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington , 18.3 mi/29.4 km from the heart of Pittsfield. Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site . WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn: Located 7.7 mi/12.3 km away in Hancock . Amenities include a sofa bed . A fitness centre and on-site laundry facilities are on site . FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal , 23.9 mi/38.5 km away. Includes a private pool, free WiFi and a patio . On-site laundry facilities and an outdoor pool are on site . Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous: Located 7.7 mi/12.4 km away in Hancock . A fireplace and a sofa bed are included . A fitness centre and on-site laundry facilities are on site . Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located in Lee , 9.7 mi/15.6 km from Pittsfield. Includes a patio and a fireplace . Access to on-site laundry facilities is available on site .
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 Housatonic River and Canoe Meadows Wildlife Sanctuary are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Bousquet Ski Area and Guido's Marketplace.
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.