Insights
Cheapest hotels
Where to stay

Vacation rentals in Pittsfield

Search and compare Pittsfield, MA holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Pittsfield

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Pittsfield.

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

The cheapest day to stay in Pittsfield is Monday (₹ 12,764). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is ₹ 30,157.

Find deals

Cheapest holiday rentals in Pittsfield, Massachusetts

Discover affordable stays in Pittsfield that provide a quality experience without breaking the bank. Hotels in Pittsfield can be found for as low as ₹ 9,526 per night. There is currently one property in Pittsfield that can be booked for this price. Berkshire Mountain Lodge is one of the hotels that can be booked for the lowest price in Pittsfield. Price data was last updated on 22 June 2026
Out of the vacation rentals in Pittsfield we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Berkshire Mountain Lodge
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Pittsfield, MA, United States
4.4 km from city centre
Air conditioning
₹ 9,526
Avg. per night
View Deal

Other accommodations in Pittsfield

Find the perfect holiday rental for your stay in Pittsfield. There are 61 hotels in Pittsfield and price data was last updated on 22 June 2026. The average price for a hotel in Pittsfield is .
Berkshire Mountain Lodge
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Pittsfield, MA, United States
4.4 km from city centre
Air conditioning
₹ 9,526
Avg. per night
View Deal
Berkshire Inn
Berkshire Inn

Berkshire Inn

150 West Housatonic Street, Pittsfield, MA, United States
1.6 km from city centre
Free Wi-Fi
Air conditioning
₹ 8,112
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
₹ 15,280
Avg. per night
View Deal
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
₹ 7,734
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 22 June 2026.
Scroll through the map to find vacation rentals close to the Pittsfield neighbourhood(s) you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 22 June 2026.

  • How much does a holiday rental in Pittsfield cost?

    A holiday rental in Pittsfield will cost ₹ 17,814 per night on average. However some users found rentals for as low as ₹ 7,815 per night. A good deal on a Pittsfield holiday rental would be anything for ₹ 17,437 per night or less. Keep in mind that booking May may be more expensive, whereas booking January is the cheapest month of the year to book.

  • Are there any Motel holiday rentals in Pittsfield?

    5 Motel holiday rentals are available in Pittsfield. Based on our user data, the most popular is Heart OF The Berkshires Motel - so we recommend seeing if this property is available for your travel dates before looking at other Motel options in Pittsfield.

Find better results for your stay in Pittsfield