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Featured Apartments in Pittsfield

Vacation Rental Home in the Berkshires!
Interior

Vacation Rental Home in the Berkshires!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "
Vacation Rental Home in the Berkshires!
51 Seymour St
35-inch LCD TV with digital channels, Netflix, Hulu

51 Seymour St

3.5 star property
51 Seymour St
Walk to Ski Slopes: Jiminy Peak Resort Getaway!
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Walk to Ski Slopes: Jiminy Peak Resort Getaway!

3.0 star property
Walk to Ski Slopes: Jiminy Peak Resort Getaway!
Berkshires Getaway < 1 Mi Skiing & Hiking!
Interior

Berkshires Getaway < 1 Mi Skiing & Hiking!

3.0 star property
Berkshires Getaway < 1 Mi Skiing & Hiking!
Trail Access: Berkshires Gem w/ Rooftop Deck!
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Trail Access: Berkshires Gem w/ Rooftop Deck!

3.0 star property
Trail Access: Berkshires Gem w/ Rooftop Deck!
Tiny House 2 5 hrs NYC and Boston Waterfront Wifi
Internet

Tiny House 2 5 hrs NYC and Boston Waterfront Wifi

2.0 star property
Tiny House 2 5 hrs NYC and Boston Waterfront Wifi
Family-friendly Hancock Home: Walk to Slopes!
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Family-friendly Hancock Home: Walk to Slopes!

3.5 star property
Family-friendly Hancock Home: Walk to Slopes!
Downtown Pittsfield Vacation Rental Near Hiking!
Exterior

Downtown Pittsfield Vacation Rental Near Hiking!

3.0 star property
Downtown Pittsfield Vacation Rental Near Hiking!
Cozy Berkshires Vacation Rental Near Hiking!
Interior

Cozy Berkshires Vacation Rental Near Hiking!

3.0 star property
Cozy Berkshires Vacation Rental Near Hiking!
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"..."
adriana 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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 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 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.