Holiday rentals in Pittsfield

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Travel insights for holiday rentals in Pittsfield

Use these up-to-date, data-driven insights about booking a holiday rental in Pittsfield including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Pittsfield?

The cheapest day to stay in Pittsfield is Wednesday (€100). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €292.
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Other accommodations in Pittsfield

Find the perfect holiday rental for your stay in Pittsfield. There are 71 hotels in Pittsfield and price data was last updated on 21 August 2025. The average price for a hotel in Pittsfield is .
Heart OF The Berkshires Motel
Heart OF The Berkshires Motel

Heart OF The Berkshires Motel

970 West Housatonic Street, Pittsfield, MA, United States
4.6 km from city centre
Free Wi-Fi
Parking
€83
Avg. per night
View Deal
Hotel on North
Hotel on North

Hotel on North

297 North Street, Pittsfield, MA, United States
0.7 km from city centre
Free Wi-Fi
Parking
€191
Avg. per night
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Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic Street, Pittsfield, MA, United States
5.7 km from city centre
Free Wi-Fi
Parking
€113
Avg. per night
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Fairbridge Inn Express Pittsfield
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States
4.1 km from city centre
Free Wi-Fi
Parking
€76
Avg. per night
View Deal

Where to stay in Pittsfield

Explore different neighbourhoods and areas within Pittsfield to find the perfect location for your stay. Map data was last updated on 21 August 2025.
Whether you're visiting Pittsfield for leisure or business, utilise the map to find holiday rentals close to your ideal location. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Pittsfield

Find useful tips and insights about staying in Pittsfield to help you make the most of your experience. FAQs were last updated on 21 August 2025.

  • How much does a holiday rental in Pittsfield cost?

    The average cost for a holiday rental in Pittsfield is €233/night. A good holiday rental deal in Pittsfield would be for €215/night or less. The cheapest rental deal found recently by our users was €34/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Pittsfield.

  • Are there any Motel holiday rentals in Pittsfield?

    There are 5 holiday rentals in Pittsfield that fall under the Motel category, the most popular is Berkshire Travel Lodge.

Find better results for your stay in Pittsfield

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