Family Hotels & Resorts in Pittsfield from NZ$133

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Check availability on Pittsfield Family Hotels

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Best Pittsfield Family Hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
  • Cots/infant beds
8.6 out of 10, Excellent, (1026)
Family memories await at this thoughtful property, featuring spacious suites with premium TV channels and blackout drapes for restful evenings. Complimentary breakfast fuels adventures before heading to nearby Bousquet Ski Area, just a quick 5-minute drive away.
The price is NZ$184
includes taxes & fees
9 Nov - 10 Nov
Best Western Plus Berkshire Hills Inn & Suites
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
  • Cots/infant beds provided
  • Indoor pool
8.0 out of 10, Very good, (941)
Spacious suites accommodate families with comfort, while children splash in the heated indoor pool year-round. Located steps from Berkshire Museum, this hotel offers complimentary cots and rollaway beds, alongside a restaurant serving delicious meals for hungry explorers.
The price is NZ$203
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Air conditioning
  • Outdoor space
7.8 out of 10, Good, (6)
The price is NZ$868
includes taxes & fees
15 Nov - 16 Nov
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Interior
Hancock Village Inn Near Jiminy Peak
Hancock Village Inn Near Jiminy Peak
  • Arcade/games room
10.0 out of 10, Exceptional, (15)
The price is NZ$1,961
includes taxes & fees
18 Nov - 19 Nov
Hancock Village Inn Near Jiminy Peak
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Laundry
  • Housekeeping
5.4 out of 10, (807)
The price is NZ$133
includes taxes & fees
20 Nov - 21 Nov
FairBridge Inn Express
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
  • Indoor pool
9.6 out of 10, Exceptional, (9)
The price is NZ$266
includes taxes & fees
13 Nov - 14 Nov
Element Lenox Berkshires
Exterior
Cozy Corner Motel
Cozy Corner Motel
2.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Business services
9.2 out of 10, Wonderful, (878)
The price is NZ$156
includes taxes & fees
11 Nov - 12 Nov
Cozy Corner Motel
Lobby
Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany
2.5 star property
  • Indoor pool
8.4 out of 10, Very good, (1003)
The price is NZ$206
includes taxes & fees
23 Nov - 24 Nov
Comfort Inn & Suites East Greenbush - Albany
Children’s play area – outdoor
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (582)
The price is NZ$195
includes taxes & fees
17 Nov - 18 Nov
Maple Terrace Motel
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (1002)
Playtime paradise awaits with free cots, kayaking on the sparkling lake, and motor boating adventures. Children delight in fishing excursions, premium TV entertainment, and beachside fun while parents appreciate the lakefront setting and complimentary breakfast each morning.
The price is NZ$216
includes taxes & fees
26 Nov - 27 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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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Top Pittsfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Spotless and friendly staff"
Nikisha 2-night trip
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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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.