5/5 - Excellent
Verified traveler
Feb 17, 2020Skiing and snow tubing are AMAZING! So worth it.
Pittsfield, MA
Travel Guide
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
The price is AED150 per night from Jun 24 to Jun 25
AED150
per night
Jun 24 - Jun 25
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (954 reviews)
"Excellent service"
Reviewed on 2 Jun, 2024
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
The price is AED157 per night from Jun 23 to Jun 24
AED157
per night
Jun 23 - Jun 24
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (591 reviews)
"under construction not great parking but finer undeer circuimdstances"
Reviewed on 17 Jun, 2024
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundable
The price is AED207 per night from Jun 26 to Jun 27
AED207
per night
Jun 26 - Jun 27
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (316 reviews)
"We have stayed in many hotels/Inns/Lodges in the past. My 5 year old daughter said, "this one is the best in which we have ever stayed." Looking forward to another stay in 6 days. Absolutely loved it."
Reviewed on 3 Jun, 2024
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.
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (858 reviews)
"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other ..."
Reviewed on 17 Jun, 2024
Chic Pittsfield Home With A View!
Pittsfield
Stay at this vacation home in Pittsfield. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tanglewood Music Center and Bousquet Ski Area ...
9/10 Wonderful! (4 reviews)
Great getaway house
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Reviewed on 10 Oct, 2023
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Sandisfield
Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Ashintully Gardens are located nearby.
9.6/10 Exceptional! (30 reviews)
Great place
"We loved our time, very cozy cabin"
Reviewed on 31 Mar, 2024
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.
Popular places to visit
Bousquet Ski Area
4/5(9 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Hancock Shaker Village
4.5/5(53 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
Pittsfield State Forest
4.5/5(8 reviews)
Explore the great outdoors at Pittsfield State Forest, a lovely green space in Pittsfield. Experience the area's entertainment venues and theater scene.
Barrington Stage Company
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
Colonial Theater
3.5/5(3 reviews)
You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Reviews of Pittsfield
4
Top Destination
5/5 - Excellent
Verified traveler
Nov 13, 2019We were in Pittsfield for a funeral. No time for other visits than for our friends. We really appreciated the architecture of the buildings. We will definitely return.
4/5 - Good
Verified traveler
Nov 11, 2019Seem like a very nice town from what we saw, I would like to explore in more on my next trip.
3/5 - Okay
Verified traveler
Nov 10, 2019Old city
5/5 - Excellent
Verified traveler
Oct 22, 2019Great small town on the outskirts of Lenox and Stockbridge. Plenty of food options.
5/5 - Excellent
Verified traveler
Oct 20, 2019Pittsfield and the Berkshires are fabulous!