Family Hotels in Pittsfield

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Family Hotels in Pittsfield

Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (682)
The price is $135
includes taxes & fees
$121 per night
Mar 6 - Mar 7
Hotel On North
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.
On a rooftop patio

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Top landmarks in Pittsfield

Hardly anyone here! Great way to spend a week day, skiing and tubing!

Bousquet Ski Area

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.

See properties in Bousquet Ski Area
Bousquet Ski Area

Frequently asked questions

What are the best family hotels in Pittsfield?
One of the best family-friendly hotels in Pittsfield based on guest reviews is Hotel On North. Make the most of premium bedding and front desk services. You can also spend quality time with your loved ones at Hilton Garden Inn Lenox Pittsfield, another family favorite.
What are the cheapest family-friendly hotels in Pittsfield?
It’s a breeze to find good-value family hotels in Pittsfield from $146 for your next trip. Hampton Inn & Suites Berkshires-Lenox is one of the cheapest options and features a swimming pool and pool sun loungers. Alternatively, stay at The Yankee, Trademark Collection by Wyndham and use the extra cash for exploring attractions with the fam.
What is the best time to stay in a family-friendly hotel in Pittsfield?
If you prefer to visit when crowds are smaller, head here in March. You could snag some good deals on family-friendly hotels in Pittsfield around then. The warmest time of year is in July, with temperatures ranging from 59ºF (15ºC) to 81ºF (27ºC). It’s coolest in January, averaging between 16ºF (-9ºC) and 27ºF (-3ºC).
What are the closest family-friendly hotels to Bousquet Ski Area?
Let Hilton Garden Inn Lenox Pittsfield be the base for your family’s next exciting adventure. It’s a quick drive from Bousquet Ski Area and comes with an electric car charging station and a swimming pool. Another option nearby is Hampton Inn & Suites Berkshires-Lenox. Search for family-friendly hotels in Pittsfield close to this attraction and enjoy the best of both comfort and location.
What family-friendly hotels in Pittsfield have a pool?
With access to a pool, an electric car charging station and a terrace, Hilton Garden Inn Lenox Pittsfield promises fun and relaxation for everyone. You and your little ones will also have a great time at Courtyard by Marriott Lenox Berkshires. This family hotel in Pittsfield comes with a pool too.
Are there any family-friendly hotels in Pittsfield with parking?
Keep your car parked close by at Hotel On North. This property also comes with premium bedding and dry cleaning and laundry services. Hilton Garden Inn Lenox Pittsfield has a spot for your ride too. If you’d like to see alternatives, check out the 1,288 family-friendly hotels in Pittsfield with parking.