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
38° -5°
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46°
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73°
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73° 20°
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87° 34°
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90° 41°
3
86° 49°
11
89° 48°
5
82° 40°
7
74° 28°
8
65° 14°
3
63° 14°
4
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Feb
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Rainy days

This climate histogram shows you the weather patterns in Pittsfield. The hottest month in Pittsfield is July, when temperatures peak at 90 ˚F. The coolest month is December, when temperatures drop to -5 ˚F. The wettest month in Pittsfield is June with 10.75 inches of rain, while the driest month is December with 1.68 inches of rain.

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Vacation Rentals in Pittsfield

Choose the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and others. We have 300 vacation rentals, hotels and other places to stay in Pittsfield ranging from inexpensive options to luxury places to stay. A vacation in Pittsfield can be budget-friendly - our lowest price rental is available at $10 a night. In general, an accommodation in Pittsfield will cost you $148 per night.

Those looking to get some work done during their trip to Pittsfield can choose from 131 places to stay that provide WiFi. 25 of our accommodations come with breakfast in the price. Choose from 12 places to stay that provide gym options, so you don't miss a single workout. Driving to Pittsfield? Then choose one of the 137 places to stay that comes with a parking spot included. We have 16 vacation rentals that have 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 problems.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from many providers in Pittsfield, including 129 places to stay from Airbnb, 8 accommodations from Priceline and 5 places to stay from Agoda

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

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