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.
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.
The centre of Pittsfield is home to cultural attractions such as 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 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.
Immerse yourself in culture at the Berkshire Museum or catch a show at the historic Colonial Theatre. Hit the slopes at Bousquet Ski Area or explore the fascinating Hancock Shaker Village for a taste of local history.
We enjoyed the entertainment at nearby theaters, one in downtown Pittsfield, as well as outdoor concerts in Lenox and atop the local ski area (Bousquet).
Stephen m
8.0/10
Good
It's a somewhat beaten down city that has a lot to offer recreationally. If you're into shopping malls and big chain stores, this may not be your thing.
Jonathan
8.0/10
Good
There is a large amount of unhoused people in this area but we felt very safe and no one bothered us. There are quite a few dining options here and we enjoyed a wonderful meal and some cocktails at local eatery's.
Dorine
8.0/10
Good
Loved the overall atmosphere in Pittsfield. We visited Dottie's coffee which was delightful and delicious!
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location. "
"We love the Red Lion. And had two excellent meals around our trips to Tanglewood concerts. We stayed at the Stevens house room 184. Sunny, sweet, fridge downstairs was helpful to store picnic items/wine. But the bed is soft and the bathtub was plastic insert which was unexpected for the cost per night, but more so the smell of mildew. "
"A very clean and friendly environment. Staff were efficient and knowledgeable. Would appreciate two more handcap parking spaces at front of hotel. Thank you."
You can find top hotels in Pittsfield from €66 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. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Pittsfield hotels?
Members can save up to 20% on select hotels in Pittsfield. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Pittsfield hotels with free cancellation?
In order to book a refundable Pittsfield hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of 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?
Consider one of our travelers' favorite pet-friendly hotels in Pittsfield:
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 the top Pittsfield hotels with a pool?
For a little extra luxury, discover some of 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.
Are all taxes and fees included in the Pittsfield hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Can I book a refundable accommodation option in Pittsfield?
If you want the flexibility to change your plans to Pittsfield, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pittsfield if I want a holiday rental instead of a hotel?
If you're looking for a good alternative to a hotel, browse our selection of 39 holiday homes. You can also consider one of the 8 apartments or 9 cottages.
What will the weather in Pittsfield be like during my visit?
July and August are typically the warmest months in Pittsfield, when the average temperature is 19°C. January and February are the coldest months, when the average temperature is -3°C. October and August are the months with the most rain.
Find out more about Pittsfield
Find out more about Pittsfield
If you're looking for a place to get away, look no further than Pittsfield. Whether you're planning to stay for a night or for the week, the area around Pittsfield has accommodation options to fit every need. Search for hotels in Pittsfield with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Pittsfield hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pittsfield hotel deals are here with our lowest price guarantee.
