Pittsfield Hotels

Find the best Pittsfield hotel for your dates, by price or preference

Compare hotel deals across hundreds of providers, all in one place

Look out for Pittsfield hotels with free cancellation or excellent ratings

Trusted Pittsfield hotel providers

See all hotels in Pittsfield

View more hotels
All taxes and fees included

Can’t find the right hotel?

Search all available hotels near Pittsfield. Find the one that’s right for you.

View more hotels

Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Pittsfield.

Find a Pittsfield hotel in the heart of the action

Beat the queues at the top Pittsfield attractions by staying close to them.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelHeart of the Berkshires Motel – 5
Cheapest month to bookApril

Your guide to finding the best hotels in Pittsfield, Massachusett

Enjoy your time in Pittsfield by booking a hotel that suits your needs. We’ve collected some of Pittsfield's best hotels, from luxurious to more modest hotels.

Best time to visit Pittsfield

Pittsfield is an interesting travel destination any time of year, but what you hope to do (or avoid) during your trip should be considered before booking, such as weather and price.

Low and high season in Pittsfield

Busiest month(s): In Pittsfield, July stands out as the most popular time of year for travellers, resulting in a higher average nightly rate. If you intend to visit during this time, consider a higher budget as costs increase compared to the less busy times of year, when average nightly prices are lower.

Quietest month(s): Enjoy savings on hotel rooms and avoid peak season prices by travelling in July, when the average rate per night is around $392.

Pittsfield gets a low amount of rainfall, great if you prefer drier weather.

To escape the rainy season, plan your trip to Pittsfield in February.

The most expensive month to stay in Pittsfield is July, when you should be ready to spend an average of $392 on your hotel. Throughout the year, weekend rates hover around $304 per night, and peak on Monday. During the week, you’ll spend on average $359 for a night’s stay, while Sunday is usually the cheapest day of the week to book a room.

Where to stay in Pittsfield, Massachusett

With Skyscanner, it's easy to find the best Pittsfield hotels — from 5-star to the most booked — at a cost you want.

Popular hotels in Pittsfield

The 3.5-star Hotel on North offers a relaxing retreat in the center of Pittsfield. The hotel offers a swimming pool, spa, gym, and restaurant.

With a 3-star rating, the Hilton Garden Inn Lenox Pittsfield is another wonderful hotel. The hotel provides a free Wi-Fi, 24-hour front desk, room service, and air conditioning.

With a modern and comfortable design, the Berkshire Inn is a 2-star hotel that provides value with free breakfast, free parking, free Wi-Fi, and fitness center.

Things to do in Pittsfield

Pittsfield has tons to discover and do right in the heart of the city, like the Colonial Theatre. If you love food, you'll enjoy the authentic local cuisine, creative twists on classics, and flavors from around the world at Mazzeo's Ristorante, District Kitchen & Bar, Dining at Hotel on North, Patrick's Pub, and Zucchini's Restaurant.

Finding cheap hotels in Pittsfield: FAQs

In Pittsfield, the expected average temperature in March is -0°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -11°C. The rainiest month is September, and the driest month is February.
You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Pittsfield with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $111 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $123 per night.
The average price of a hotel during the week is $202 per night, and the average price on weekends is $204. Overall, it looks like the cheapest day to stay in Pittsfield could be Sunday.
The nearest airport to Pittsfield is Albany Airport (ALB), which is 56.4km from the city centre.

Other airports include:

Hartford Bradley International Airport, which is 73.3km from the city centre.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Pittsfield. And the most expensive day seems to be Friday
The average price of a 3-star hotel in Pittsfield is currently around $215 per night. And the cheapest 3-star hotel we found is $109 per night.
If you're hitting up Pittsfield with kids in tow, try Berkshire Inn.