What are the best hotels in Pittsfield?

The Central Downtown Inn & Suites (7.4/10 from 161 reviews), Berkshire Inn (7.3/10 from 694 reviews), and Berkshire Mountain Lodge (8.7/10 from 817 reviews) are all highly rated places to stay in Pittsfield.

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

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

How many hotels are there in Pittsfield?

In total, there are 56 hotels to choose from in Pittsfield, compared to 14,414 properties in Massachusetts.

Pittsfield Hotels: 56 Cheap Pittsfield Hotel Deals

Travel insights for hotels in Pittsfield

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

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

The cheapest month to book a hotel in Pittsfield is March (C$ 175). Conversely, the most expensive month to stay in Pittsfield is October (C$ 441).

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

The cheapest day to stay in Pittsfield is Sunday (C$ 195). On the other hand, travellers can expect to pay the most on Saturday, when the average nightly price is C$ 489.

How much is a hotel in Pittsfield tonight?

Users have found prices for hotels in Pittsfield tonight starting as low as C$ 101, rising to an average cost of C$ 211, based on searches in the last 72 hours. Prices start from C$ 155 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 C$ 142/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as C$ 141/night. For a 4-star hotel in Pittsfield, the cheapest rate recently found was C$ 171/night for this weekend.

How far ahead should you book a hotel in Pittsfield?

Save money by booking a hotel at least 56 days before your trip to Pittsfield. The lowest price found when booking 56 days ahead was C$ 116 per night.

Find deals

Cheapest hotels in Pittsfield, Massachusetts

These are the lowest prices we've found on hotels in Pittsfield at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Show all 56 hotels

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States

4.1 km from city centre

Free Wi-Fi

Parking

C$ 83

Avg. per night

View deal

Berkshire Inn

150 West Housatonic Street, Pittsfield, MA, United States

1.6 km from city centre

Free Wi-Fi

Parking

C$ 116

Avg. per night

View deal

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

C$ 126

Avg. per night

View deal

Berkshire Mountain Lodge

Pittsfield, MA, United States

4.4 km from city centre

Air Conditioning

C$ 136

Avg. per night

View deal

The Central Downtown Inn & Suites

20 West Housatonic Street, Pittsfield, MA, United States

1.0 km from city centre

Free Wi-Fi

Parking

C$ 156

Avg. per night

View deal

Holiday Inn & Suites Pittsfield-Berkshires By IHG

1 West Street, Pittsfield, MA, United States

0.8 km from city centre

Pool

Free Wi-Fi

C$ 158

Avg. per night

View deal

Hotel on North

297 North Street, Pittsfield, MA, United States

0.7 km from city centre

Free Wi-Fi

Parking

C$ 189

Avg. per night

View deal

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield, MA, United States

5.0 km from city centre

Pool

Free Wi-Fi

Parking

C$ 201

Avg. per night

View deal

Other accommodations in Pittsfield

Show all 56 stays

Hotel on North

297 North Street, Pittsfield, MA, United States

0.7 km from city centre

Free Wi-Fi

Parking

C$ 189

Avg. per night

View deal

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

C$ 126

Avg. per night

View deal

Berkshire Inn

150 West Housatonic Street, Pittsfield, MA, United States

1.6 km from city centre

Free Wi-Fi

Parking

C$ 116

Avg. per night

View deal

Berkshire Mountain Lodge

Pittsfield, MA, United States

4.4 km from city centre

Air Conditioning

C$ 136

Avg. per night

View deal

Facts about staying in Pittsfield

What are the best hotels in Pittsfield?
The Central Downtown Inn & Suites (7.4/10 from 161 reviews), Berkshire Inn (7.3/10 from 694 reviews), and Berkshire Mountain Lodge (8.7/10 from 817 reviews) are all highly rated places to stay in Pittsfield.
What are some other cities to stay in when visiting Massachusetts?
In addition to Pittsfield, travellers opt to visit Boston when visiting Massachusetts. Provincetown is also a popular choice to visit.
How many hotels are there in Pittsfield?
In total, there are 56 hotels to choose from in Pittsfield, compared to 14,414 properties in Massachusetts.

Find better results for your stay in Pittsfield

Alternative Stays

Hotels in Massachusetts

Consider alternative stays in Pittsfield

Vacation rentals in Pittsfield

Travel insights for hotels in Pittsfield

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

The cheapest month to book a hotel in Pittsfield is March (C$ 175). Conversely, the most expensive month to stay in Pittsfield is October (C$ 441).

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

The cheapest day to stay in Pittsfield is Sunday (C$ 195). On the other hand, travellers can expect to pay the most on Saturday, when the average nightly price is C$ 489.

How much is a hotel in Pittsfield tonight?

Users have found prices for hotels in Pittsfield tonight starting as low as C$ 101, rising to an average cost of C$ 211, based on searches in the last 72 hours. Prices start from C$ 155 for a 4-star hotel in Pittsfield for tonight.

How much is a Pittsfield hotel room this weekend?

How far ahead should you book a hotel in Pittsfield?

Save money by booking a hotel at least 56 days before your trip to Pittsfield. The lowest price found when booking 56 days ahead was C$ 116 per night.

Cheapest hotels in Pittsfield, Massachusetts

These are the lowest prices we've found on hotels in Pittsfield at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Other accommodations in Pittsfield

Find the perfect hostel, theme hotel, or vacation rental for your stay in Pittsfield. There are 56 hotels in Pittsfield and price data was last updated on 23 October 2026. The average price for a stay in Pittsfield is C$ 254/night.

Facts about staying in Pittsfield

What are the best hotels in Pittsfield?

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

How many hotels are there in Pittsfield?

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

Explore these cities in Massachusetts

Looking to explore Massachusetts during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

Hotels in Pittsfield

Search and compare Pittsfield hotels from hundreds of travel sites on HotelsCombined and save.

Travel insights for hotels in Pittsfield

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

The cheapest month to book a hotel in Pittsfield is March (C$ 175). Conversely, the most expensive month to stay in Pittsfield is October (C$ 441).

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

The cheapest day to stay in Pittsfield is Sunday (C$ 195). On the other hand, travellers can expect to pay the most on Saturday, when the average nightly price is C$ 489.

How much is a hotel in Pittsfield tonight?

Users have found prices for hotels in Pittsfield tonight starting as low as C$ 101, rising to an average cost of C$ 211, based on searches in the last 72 hours. Prices start from C$ 155 for a 4-star hotel in Pittsfield for tonight.

How much is a Pittsfield hotel room this weekend?

How far ahead should you book a hotel in Pittsfield?

Save money by booking a hotel at least 56 days before your trip to Pittsfield. The lowest price found when booking 56 days ahead was C$ 116 per night.

Cheapest hotels in Pittsfield, Massachusetts

These are the lowest prices we've found on hotels in Pittsfield at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Other accommodations in Pittsfield

Find the perfect hostel, theme hotel, or vacation rental for your stay in Pittsfield. There are 56 hotels in Pittsfield and price data was last updated on 23 October 2026. The average price for a stay in Pittsfield is C$ 254/night.

Facts about staying in Pittsfield

What are the best hotels in Pittsfield?

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

How many hotels are there in Pittsfield?

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

Explore these cities in Massachusetts

Looking to explore Massachusetts during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined