Family Hotels & Resorts in Pittsfield from AU$127

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Check availability on Pittsfield Family Hotels

Best Pittsfield Family Hotels

Our top choices for Pittsfield family-friendly hotels

Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is AU$301
includes taxes & fees
1 Oct - 2 Oct
Element Lenox Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (43)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is AU$214
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1011)
"Great property would certainly stay again."
The price is AU$193
includes taxes & fees
28 Sept - 29 Sept
Best Western Plus Berkshire Hills Inn & Suites
The Springs Motel
Seasonal outdoor pool

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (68)
"Chris was great!"
The price is AU$169
includes taxes & fees
28 Sept - 29 Sept
The Springs Motel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"The staff and location make it excellent"
The price is AU$214
includes taxes & fees
1 Oct - 2 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (881)
"Our stay was very pleasant "
The price is AU$184
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
Property grounds

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (819)
"The bed was very comfortable."
The price is AU$146
includes taxes & fees
1 Oct - 2 Oct
Berkshire Inn
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Fridge, microwave, oven, stovetop

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
8.0 out of 10, Very good, (5)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is AU$740
includes taxes & fees
26 Sept - 27 Sept
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Hancock Village Inn at Jiminy Peak
Interior

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (13)
"Amazing Inn. Cozy and everything we needed. "
The price is AU$1,703
includes taxes & fees
30 Sept - 1 Oct
Hancock Village Inn at Jiminy Peak
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (782)
"Good service and people"
The price is AU$136
includes taxes & fees
8 Oct - 9 Oct
FairBridge Inn Express
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.
View all properties

Top Pittsfield Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Totally perfect for mass mocha"
Kathleen 2-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What's Pittsfield like for family-friendly holidays?
If you've been thinking about a trip with your children, the historic destination of Pittsfield is a good choice. The cycling trails, entertainment and lake views are just some of the things that make this the perfect spot for family trips. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 25.7 mi (41.4 km) from the city centre.
What's the best family accommodation in Pittsfield?
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your family trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites.
When's the best time to book a family-friendly holiday in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Pittsfield?
Colonial Theater, Barrington Stage Company and Bousquet Ski Area are interesting attractions that you and your family will enjoy exploring while you are staying in Pittsfield. Make sure that you have lots of time for activities such as Berkshire Athenaeum and Crane Museum of Papermaking.
What's the best way for us to get around Pittsfield?
To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. Pittsfield might not have very many public transport options to choose from, so consider renting a car to explore more.

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