Holiday hires 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.

Other accommodations in Pittsfield

Find the perfect holiday rental for your stay in Pittsfield. There are 73 hotels in Pittsfield and price data was last updated on 25 July 2025. The average price for a hotel in Pittsfield is .
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
$336
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
$200
Avg. per night
View Deal
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
$133
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
$156
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 25 July 2025.
Utilise the map to find properties close to the Pittsfield area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday 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 25 July 2025.

  • How much does a holiday rental in Pittsfield cost?

    $414 per night is how much a holiday rental in Pittsfield costs, on average. $61 per night was the cheapest price recently found by our users, though anything for $377 per night or less is a good deal. Keep in mind that Pittsfield holiday rental prices fluctuate throughout the year: the most expensive month to book is May, and the cheapest time to book is February.

  • Are there any Motel holiday rentals in Pittsfield?

    If you’re looking to book a Motel holiday rental in Pittsfield, then you have 5 to choose from. We recommend looking at Berkshire Travel Lodge as it’s currently the most popular Motel rental among our users.

Find better results for your stay in Pittsfield

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $76 and Hotels Under $151. Discover hotel discounts now and make your hotel reservation today.