Insights
Cheapest hotels

Hotels in Pittsfield

Search and compare Pittsfield hotels 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 hotels in Pittsfield

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

What is the cheapest month to book a hotel in Pittsfield?

The cheapest month to book a hotel in Pittsfield is March ($121). Conversely, the most expensive month to stay in Pittsfield is August ($305).

What is the cheapest day to stay in a hotel in Pittsfield?

The cheapest day to stay in Pittsfield is Sunday ($145). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $278.

How much is a hotel in Pittsfield tonight?

Users have found prices for hotels in Pittsfield tonight starting as low as $78, rising to an average cost of $195, based on searches in the last 72 hours. Prices start from $122 for a 4-star hotel in Pittsfield for tonight.

How much is a Pittsfield hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Pittsfield this weekend for as little as $118/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $257/night. For a 4-star hotel in Pittsfield, the cheapest rate recently found was $275/night for this weekend.

How far ahead should you book a hotel in Pittsfield?

Save money by booking a hotel at least 14 days before your trip to Pittsfield. The lowest price found when booking 14 days ahead was $77 per night.
Find deals

Cheapest hotels 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 $88 per night. There is currently one property in Pittsfield that can be booked for this price. Fairbridge Inn Express Pittsfield is one of the hotels that can be booked for the lowest price in Pittsfield. Price data was last updated on 15 August 2025
These Pittsfield properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.
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
$88
Avg. per night
View Deal
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
$96
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
$103
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
$132
Avg. per night
View Deal
The Central Downtown Inn Suites
The Central Downtown Inn Suites

The Central Downtown Inn Suites

20 West Housatonic Street, Pittsfield, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
$133
Avg. per night
View Deal
Holiday Inn & Suites Pittsfield-Berkshires
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

1 West Street, Pittsfield, MA, United States
0.8 km from city centre
Pool
Free Wi-Fi
$143
Avg. per night
View Deal
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield, MA, United States
4.9 km from city centre
Pool
Free Wi-Fi
Parking
$222
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
$222
Avg. per night
View Deal

Other accommodations in Pittsfield

Find the perfect hostel, theme hotel, or holiday rental for your stay in Pittsfield.
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
$103
Avg. per night
View Deal
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
$96
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
$222
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
$132
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
$88
Avg. per night
View Deal

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 15 August 2025.

  • What are the best hotels in Pittsfield?

    593 reviews rated Holiday Inn & Suites Pittsfield-Berkshires with an average score of 7.6/10. It may also be worth looking into the Berkshire Mountain Lodge, which received a rating of 8.4/10 from 701 reviews. Hilton Garden Inn Lenox Pittsfield could also be a good option, with a score of 8.1/10 from 224 reviews.

  • What are some other cities to stay in when visiting Massachusetts?

    In addition to Pittsfield, travellers opt to visit Boston when visiting Massachusetts. Amherst is also a popular choice to visit.

  • How many hotels are there in Pittsfield?

    In total, there are 71 hotels to choose from in Pittsfield, compared to 20,170 properties in Massachusetts.

Find better results for your stay in Pittsfield

Consider alternative stays in Pittsfield

If you are looking for a specific type of hotel, consider these options for trips to Pittsfield
Holiday rentals 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 hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.