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Hotels in Pittsfield

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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 most affordable month to stay at hotel in Pittsfield is March, with an average price of $344.

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

The cheapest day to stay in Pittsfield is Monday ($437). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $780.

How much is a hotel in Pittsfield tonight?

Users have found prices for hotels in Pittsfield tonight starting as low as $187, rising to an average cost of $724, based on searches in the last 72 hours. Prices start from $366 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 $224/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $556/night. For a 4-star hotel in Pittsfield, the cheapest rate recently found was $488/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 $130 per night.
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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 $149 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 18 July 2025
Currently, these are the lowest-priced hotels in Pittsfield we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
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
$149
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
$162
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
$174
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
$223
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
$224
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
$242
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
$375
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
$375
Avg. per night
View Deal

Other accommodations in Pittsfield

Find the perfect hostel, theme hotel, or holiday rental for your stay in Pittsfield.
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
$162
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
$375
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
$223
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
$149
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
$174
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 18 July 2025.

  • What are the best hotels in Pittsfield?

    Hilton Garden Inn Lenox Pittsfield is a very popular hotel in Pittsfield, with a score of 8.1 from 224 reviews. Holiday Inn & Suites Pittsfield-Berkshires (7.6 from 590 reviews) and Berkshire Mountain Lodge (8.4 from 679 reviews) are also highly rated Pittsfield hotels based on recent feedback from HotelsCombined users.

  • How much is a cheap hotel in Pittsfield?

    Prices for Pittsfield hotels have been found for as low as $132/night over the last 3 days. This coming weekend (25 Jul to 27 Jul), prices can start from as low as $186/night.

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

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

  • How many hotels are there in Pittsfield?

    In total, there are 73 hotels to choose from in Pittsfield, compared to 19,534 properties in Massachusetts.

See more FAQs

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Holiday rentals in Pittsfield

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