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.
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.
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.
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.
December, Moderate crowds, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
-2°
ac_unit
January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
0°
ac_unit
February, Moderate crowds, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
5°
ac_unit
March, Low crowds, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
12°
weather_cloudy
April, Low crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
2°
19°
weather_sun
May, Low crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
23°
weather_sun
June, High crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
27°
weather_sun
July, High crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
weather_sun
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
22°
weather_sun
September, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
14°
weather_sun
October, High crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
7°
weather_partly_sunny
November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)
Top landmarks in Pittsfield
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.
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.
The center of Pittsfield is home to cultural attractions like Berkshire Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Colonial Theater, Bousquet Ski Area, and Hancock Shaker Village.
If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.
Barrington Stage Company is 0.4 mi (0.6 km) from central Pittsfield, why not stop by during your stay. If you enjoy the show and want to see another, Colonial Theater isn't far.
If museums are on your list of things to see in Pittsfield, then you might want to head to Crane Museum of Papermaking. If you want to see more of the museums in Pittsfield, Berkshire Museum isn't far either.
If seeing the sights is on your list of things to do, head to Herman Melville's Arrowhead— just one of the landmarks located 2.3 mi (3.7 km) from central Pittsfield.
Pittsfield is applauded for its entertainment and theater with such cultural attractions as Berkshire Museum and Colonial Theater. Sights include Bousquet Ski Area and Hancock Shaker Village and visitors speak highly of the city's sports.
Check out reviews of Pittsfield hotels guests love
The Red Lion Inn
10/10 Excellent
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming.
Highly recommend making reservations at their Tavern or Dining Area.
Several small cafes and charming local shops close by for Christmas shopping"
You can find top hotels in Pittsfield 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:
Hotel On North: A hotel with a guest rating of 9.6 out of 10
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:
Hotel On North: A hotel with an average guest rating of 9.6 out of 10
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?
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?