Pittsfield Vacation Rentals

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Pittsfield, Massachusetts Travel Guide

Pittsfield is a bubbly, lively city and is the historic county seat of Berkshire County. It is peaceful and secure, making it abundant with young families. It also has a great ranking as one of the best small towns for businesses to succeed in. Recently the city has seen a surge in culture as the arts, humanities, and sciences have all been growing. It houses the Colonial Theatre which was named by Hillary Clinton as a National Historic Treasure in 1998 and has been described as “one of the finest theatres in the world”.

Things to Do in Pittsfield, Massachusetts

There are quite a number of fun and exciting things to do in Pittsfield, Massachusetts and one of the most popular is visiting the Berkshire Museum. This museum brings families and friends together for a wonderful and educational experience of natural history, art, and ancient civilization. Here, visitors can explore and discover fine art, sculptures, organic specimens, and ancient artifacts all on display.

Another fun activity for the adventurous winter spirit is a trip to the Bousquet Ski Area, a collection of slopes for skiing and snowboarding in the winter. Pittsfield State Forest is another great outdoor destination, perhaps for warmer weather, where one can take a walk past streams, waterfalls, lush vegetation, and enjoy stunning views from the top of Berry Mountain.

Pittsfield is also the location of Arrowhead: The Herman Melville House where guests can take tours of the house and grounds of the famous Moby Dick author’s home.

The Herbert Arboretum is an interesting spot, as people can enjoy a fine collection of plant life while also enjoying a view of Lake Onota. Lake Onota is a great place to stop because it has a fishing pier and a boat ramp, plus a lot of water activities, including rowing, sailing and swimming.

For a lunch or dinner, Mission Bar and Tapas is a great destination. Up near the mountain is Brook Farm Inn, which has some tasty dishes and a nice atmosphere.

Best Time to Visit Pittsfield, Massachusetts

The temperatures from June to September are definitely the most enjoyable, but as we mentioned there is some nearby winter activities so those wanting a taste of powder should come through in the winter.

Price and Availability in Pittsfield

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The cheapest day to stay at a vacation rental in Pittsfield tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Pittsfield tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Pittsfield is in July, while the cheapest month is in November. The most popular time to book a vacation rental in Pittsfield is in the high season in July. Pittsfield has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Pittsfield

Rainy days
85° 34°
3
73° 29°
8
66° 11°
4
53°
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54° -11°
5
60° -5°
3
67°
1
74° 19°
5
83° 36°
4
85° 39°
5
90° 51°
4
86° 43°
2
Sep
Oct
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Mar
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Jun
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Rainy days

This climate histogram shows you the weather patterns in Pittsfield. The warmest months in Pittsfield are June and May, when temperatures reach 90 ˚F. The coolest month is December, when temperatures drop to -11 ˚F. The wettest month in Pittsfield is March with 8.3 inches of rain, while the driest month is October with 1.25 inches of rain.

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Vacation Rentals in Pittsfield

Choose the perfect rental for your vacation at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and many more. Pittsfield has 300 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. A trip to Pittsfield can be budget-friendly - our lowest price rental is available at $10 per night. A typical accommodation in Pittsfield costs on average $148 per night.

If you have to have an internet connection during your stay in Pittsfield, then you can choose from over 131 places to stay that provide WiFi internet. 25 of our accommodations come with breakfast in the price. You can maintain your workout routine by staying at one of 12 accommodations that provide gym facilities. If you're planning on arriving in Pittsfield by car, be sure to choose from 137 accommodations that provide parking. 16 accommodations have a a pool or jacuzzi

AllTheRooms has 27 pet-friendly places to stay in Pittsfield, so if you're traveling with your cat or dog you won't have any trouble.

In Pittsfield AllTheRooms currently compares hotels, vacation rentals, hostels from more than 3 providers, including 129 places to stay from Airbnb, 5 accommodations from Priceline and 5 places to stay from Agoda.

167 accommodations in Pittsfield have been reviewed; 65% are rated highly. 87 accommodations allow instant booking.

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