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Apartments in Pittsfield

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Smart TV

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
2.0 out of 10, (1)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
The price is AED 496
AED 751 total
includes taxes & fees
16 Oct - 17 Oct
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Park Street Penthouse Apartment
Game room

Park Street Penthouse Apartment

9.6 out of 10, Exceptional, (11)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
The price is AED 551
AED 1,050 total
includes taxes & fees
26 Oct - 27 Oct
Park Street Penthouse Apartment
Downtown | Waterfront | Walk to Shops
Outdoor dining

Downtown | Waterfront | Walk to Shops

10.0 out of 10, Exceptional, (6)
"Perfect setup for anyone visiting Williamstown."
The price is AED 496
AED 1,033 total
includes taxes & fees
26 Oct - 27 Oct
Downtown | Waterfront | Walk to Shops
New Studio In Town, By the Water
Fridge, microwave, oven, stovetop

New Studio In Town, By the Water

10.0 out of 10, Exceptional, (8)
"Great location, we really enjoyed our stay! "
The price is AED 441
AED 941 total
includes taxes & fees
8 Oct - 9 Oct
New Studio In Town, By the Water
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop

Berkshires Apartment at the Stephentown Hotel

10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
The price is AED 413
AED 823 total
includes taxes & fees
5 Oct - 6 Oct
Berkshires Apartment at the Stephentown Hotel
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
TV, DVD player, books

Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain

10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

10.0 out of 10, Exceptional, (4)
"It was great experience and we loved the ammenities."
The price is AED 408
AED 890 total
includes taxes & fees
6 Oct - 7 Oct
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Exterior

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

10.0 out of 10, Exceptional, (8)
"Great location. Howie is very communicative. Wish we could have stayed longer. "
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Indoor pool

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

9.8 out of 10, Exceptional, (18)
"We had a great time with our 2 kids during our stay at the Disney Magic Suite. The kids loved all of the Disney decor and surprise touches (and their stuffed animals thank you!). Location was amazing, walk to the lifts, and the ski school was one of the best we've been to. Thanks for a great stay, we'll be back!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (19)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (30)
"We really enjoyed our stay it was a very nice place for a family."
The price is AED 577
AED 1,190 total
includes taxes & fees
6 Oct - 7 Oct
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is AED 584
AED 745 total
includes taxes & fees
5 Oct - 6 Oct
The Brooks Motel: Exceptional Suite
2-Bdr Apt In Town, By the Water
Outdoor dining

2-Bdr Apt In Town, By the Water

9.6 out of 10, Exceptional, (8)
"Lovely property, in good shape. Close to many Williamstown attractions."
The price is AED 441
AED 983 total
includes taxes & fees
26 Oct - 27 Oct
2-Bdr Apt In Town, By the Water
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi
1 bedroom, iron/ironing board, WiFi, bed sheets

Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi

10.0 out of 10, Exceptional, (1)
"Great!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Pool

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

10.0 out of 10, Exceptional, (2)
"The Game Night Theme Room was booked as a surprise for my 7 year old. Upon seeing the on theme welcome mat and decals on the door he was so excited. Thoughtful touches like the Minecraft Pig made this a camp visiting day weekend that he will never forget. Jiminy Peak is a great spot and we love the walkable restaurant Bluebird Cafe for dinner and the Country Store for a quick breakfast grab. Howie was communicative and described everything perfectly."
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Exterior

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

10.0 out of 10, Exceptional, (3)
"Stayed one night at one of my favorite ski spots. Will be back again!"
The price is AED 408
AED 890 total
includes taxes & fees
6 Oct - 7 Oct
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Property grounds

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

9.2 out of 10, Wonderful, (12)
"We enjoyed our stay. We would definitely stay here again in the future."
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 3 days ago
The Red Lion Inn

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.
What's the best apartment for my stay in Pittsfield?
Listed below are some of the top apartments in the area to choose from: FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal, 23.9 mi/38.5 km from the heart of Pittsfield. Includes a private pool, free WiFi, and private patios. Onsite laundry facilities and an outdoor pool are on site. Cozy Rustic Apt in 18th c Berkshire Farmhouse: Located 6.2 mi/10 km away in Lanesborough. Fireplaces and sofa beds are included. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington, 18.3 mi/29.4 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton: Located in Dalton, 5.7 mi/9.1 km from Pittsfield. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site.
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 Housatonic River and Canoe Meadows Wildlife Sanctuary 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.