Pittsfield hotels

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Low season


High season


Average price (weeknight)


Average price (weekend night)

Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 407% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Best Pittsfield hotels

Most recommended Pittsfield hotels

Show all
Hotel on North - Pittsfield - Living room
Hotel on North
9 Wonderful
Free Wi-Fi
Pet friendly
Hilton Garden Inn Lenox Pittsfield - Pittsfield - Patio
Free Wi-Fi
Pet friendly
Econo Lodge
4.1 Mediocre
Free Wi-Fi
Pet friendly
The Dewey
7.8 Good
Free Wi-Fi
Pet friendly
Knights Inn Lenox
7.6 Good
Free Wi-Fi
Pet friendly
Seven Hills Inn
7.3 Good
Free Wi-Fi
Pet friendly
The Whitlock
8 Very good
Free Wi-Fi

Top Pittsfield hotels with parking

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How much is a Pittsfield hotel?

Here are our most popular & best value hotels

3 stars

When to book a hotel in Pittsfield

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Pittsfield hotel deals

  • If you’re looking for a cheap hotel in Pittsfield, you should consider visiting during the low season. You'll find cheaper hotels in Pittsfield in November and January.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Pittsfield if you stay on a Sunday. The opposite is true for, Thursday, which is usually the most expensive day.
  • Book at least 90 days before your stay begins to get the best price for your Pittsfield hotel.
  • The cheapest 3-star hotel room in Pittsfield found on KAYAK in the last 2 weeks was $127, while the most expensive was $454.
  • How long should you stay? KAYAK users usually book their hotel in Pittsfield for 2 days.
  • Avid historians who want to delve into the area’s heritage will be pleased to hear about staying at a hotel near Cheshire Road called Econo Lodge, only an 8-minute drive away from Berkshire Museum. This property has a business center, free high-speed Internet access, and an exercise room.
  • Theater enthusiasts who want to entertain themselves to a concert should plan and lodge at a hotel near South Street in Pittsfield. The thoughtfully designed Hotel On North is less than a 3-minute drive away from The Colonial Theater and has its own art gallery for guests to enjoy.
  • Want to hit the outdoors and do some skiing? Booking a room around Dan Fox Drive will provide easy access to skiing facilities, water slides, and snow sport equipment rentals. The Hilton Garden Inn Lenox Pittsfield is only a minute drive away and has well-equipped amenities, including an indoor heated pool and hot tub.
  • Fishing buffs who want to hit the lake and try their luck at catching a Largemouth Bass will be glad to hear about several hotels near Lake Onota, such as the Berkshire Inn. The hotel is about a 7-minute drive away and has spacious rooms with free Wi-Fi, and treats its guests to complimentary continental breakfast.
  • Those who want to enjoy a tennis tournament and having a good time should consider securing a room near Dan Fox Dr, like the Berkshire West Athletic Club that lies along the same route. Howard Johnson by Wyndham Lenox is a hotel that sits about a 4-minute drive away, and its outdoor pool, sauna, and mountain views make it unbeatable.

FAQs when booking a hotel in Pittsfield

  • Are there any hotels in a scenic part of the Pittsfield area?

    Some spots in Pittsfield provide views ideal for photography, particularly areas near Mount Greylock State Reservation. Vacation Village in the Berkshires is located a 20-minute drive away and commands a stunning view of the Jiminy Peak ski area from the well-furnished patios and balconies. We recommend booking in advance to secure a good rate.

  • Which hotels are within walking distance of dining options?

    Downtown Pittsfield is known for its diverse dining spots, offering both locally-inspired dishes and international flavors. If you wish to be only a few steps away from a selection of delicacies, consider booking a room along North St. The upscale Holiday Inn & Suites Pittsfield-Berkshires sits in the heart of this area.

  • Where is lodging near convenient public transport?

    If you want easy access to public transport during your stay in Pittsfield, consider staying along Columbus Ave, as this is where many of the local buses have their departure and arrival terminals, such as Greyhound. Best Western PLUS Berkshire Hills Inn & Suites also sits conveniently on this route.

  • Which are the best places to stay in Pittsfield with the kids?

    Those visiting Pittsfield with family may want to book their rooms near Pittsfield State Forest, as it has an extensive trail for outdoor activities such as biking, hiking, and horse riding. The family-friendly Lanesboro Country Inn is an 11-minute drive away.

  • How much does a hotel cost in Pittsfield?

    The average price of a double room in Pittsfield is $203, but it varies considerably depending on location, facilities, and seasonality. In the last 3 days, KAYAK users have found double rooms for as cheap as $109.

  • Are hotels in Pittsfield safe during the coronavirus (COVID-19) crisis?

    Hotels are safe environments for travelers as long as they properly implement sanitary measures in response to coronavirus (COVID-19). However, we recommend getting in touch with the local authorities regarding safety procedures for hotels in Pittsfield. For more advice, please view our information page on what to know about coronavirus (COVID-19) and travel.

  • Which amenities do KAYAK users look for when booking a hotel in Pittsfield?

    The most sought-after amenities KAYAK users looked for in their hotel in Pittsfield are: pet friendly and pool.

  • How do I find a hotel in central Pittsfield?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Pittsfield districts. You can also do a search using the city map to choose a specific location, like Pittsfield city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Pittsfield hotels with free parking?

    There are many hotels in Pittsfield that offer both parking and free parking. Popular choices among KAYAK users include Hotel on North, Hilton Garden Inn Lenox Pittsfield and Best Western PLUS Berkshire Hills Inn & Suites.

Where to stay in Pittsfield?

Our map will help you find the perfect place to stay in Pittsfield by showing you the exact location of each hotel.