Hotels in Pittsfield

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Where to stay in Pittsfield?

Check out pet-friendly hotels in Pittsfield

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
The price is CNY535
CNY598 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Best Western Plus Berkshire Hills Inn & Suites
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You may also like hotels with pools in Pittsfield

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (998)
The price is CNY618
CNY690 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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When is the best time to visit Pittsfield?

Our prices for hotels in Pittsfield are cheapest in March
Price trends for hotels in Pittsfield
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Pittsfield
December
Moderate crowds
High 2°C / low -5°C. Snow likely.
View properties in December
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December, Moderate crowds, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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February, Moderate crowds, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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April, Low crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
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May, Low crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, High crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

Hardly anyone here! Great way to spend a week day, skiing and tubing!
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.0/5 (23 reviews)
Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.
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Hancock Shaker Village, Hancock Massachusetts beautiful place; description Shakers, all supported themselves by the proceeds of their farmland. The Hancock Shakers were primarily dairy farmers. The raising and sale of garden seeds was perhaps the most lucrative of their early businesses.Land acquisition and conversion continued for decades, with the area peaking at 3,000 acres (12 km2) and the population rising to over 300.After reaching peak membership in the 1840s, the Shaker movement gradually dwindled, partially due to the urban migration that accompanied the Industrial Revolution, and by the westward migration of New England's youth. By the early twentieth century, the population of the village had fallen to around 50, most of whom were children. The remaining Shakers sold off their excess land, and many buildings were destroyed.The decision was eventually made in 1960 to close the village and sell the property and buildings. Non-Shakers were impressed by the Hancock Shaker property—scrupulously clean, neat, and well-tended—and their innovations in farming, such as the round barn that attracted much attention Visitors also praised Hancock Shakers' products, including boxes "of beautiful workmanship" and garden seeds. Before 1820, the village was prosperous and the Shakers were respected as good neighbors.
Photo by Ed Gaffny
Open Photo by Ed Gaffny

Hancock Shaker Village

4.5/5 (73 reviews)
If seeing the sights is on your list of things to do, head to Hancock Shaker Village— just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.
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Learn more about Pittsfield

Pittsfield is applauded for its entertainment and theater with such cultural attractions as Berkshire Museum and Colonial Theater. Sights include Barrington Stage Company and Bousquet Ski Area and visitors speak highly of the city's sports.

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Pittsfield featuring a city

Check out reviews of Pittsfield hotels guests love

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Really enjoyed our overnight mid-trip stay here. The facility is open and bright, clean and prep'd. The staff (including late-night check-in clerk) were all very friendly and outgoing. The breakfast was a cut above, including a couple waffle makers, some well-prepared scrambled eggs and crispy bacon (and a host of healthier options I ignored). Will plan on staying there again. "
Mark 1-night trip
Posted 4 days ago
Comfort Inn & Suites East Greenbush - Albany

Frequently asked questions

How much does a hotel room cost in Pittsfield?
You can find top hotels in Pittsfield from CNY598 with options to suit your budget and needs. Berkshire Inn is one low-cost option that's popular with our travelers. If you're looking for an affordable hotel in Pittsfield that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Pittsfield hotels?
Discover great deals on Pittsfield hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Pittsfield hotels.
Can I book Pittsfield hotels with free cancellation?
To book a refundable Pittsfield hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Pittsfield?
Our travelers' favorite pet-friendly hotels in Pittsfield include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Pittsfield.
What are some of the best hotels in Pittsfield for couples?
Choose a top-rated Pittsfield romantic hotel and enjoy your couple's getaway. Our travelers love Holiday Inn & Suites Pittsfield-Berkshires by IHG, a hotel with a restaurant and an indoor pool. Discover more hotels in Pittsfield on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Pittsfield?
One of the best Pittsfield hotels for kids is Holiday Inn & Suites Pittsfield-Berkshires by IHG. Holiday Inn & Suites Pittsfield-Berkshires by IHG is a kid-friendly hotel with a guest score of 8 out of 10 offering family-friendly amenities like an indoor pool and free parking, plus free cribs in guestrooms. Find even more kid-friendly hotels in Pittsfield by using our "Family friendly" filter on Hotels.com when you search.
What are the top Pittsfield hotels with a pool?
For some added luxury, discover the best Pittsfield hotels with a pool. Hilton Garden Inn Lenox Pittsfield is a great hotel with an indoor pool and a guest rating of 9.2 out of 10. Plus, you can make the most of its restaurant and bar/lounge. Berkshire Mountain Lodge is a popular lodge that features an indoor pool along with a hot tub and free parking. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Pittsfield with a pool.
What are some of the best Pittsfield hotels with free parking?
If you're driving, a great Pittsfield hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Pittsfield?
For hotels in central Pittsfield, check out Element Lenox Berkshires and Hotel On North. Travelers love Element Lenox Berkshires for its location, as well as the indoor pool, restaurant and bar/lounge this hotel offers. Hotel On North is another popular central hotel with a bar/lounge, free parking and concierge services.
Where can I find free parking at my hotel in Pittsfield?
Park your car for free at Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Can I book a refundable hotel in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Pittsfield if I'm looking for a reasonably priced accommodation?
Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG are two accommodations you might want to consider that'll save you money.

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