Pittsfield Inns from CA $173

Q: Are there any family-friendly inns located in Pittsfield?

Yes, there sure are! Reserve a stay at Kemble Inn , a family-friendly inn only a quick drive from downtown Pittsfield. Offering conveniences such as complimentary breakfast and WiFi, the whole crew will feel at home at this reliable 3.5-star escape. Once you've checked in, there are plenty of family-friendly attractions to see in and around Pittsfield. Hancock Shaker Village and Berkshire Museum promise fun for all ages.

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Our top choices for Pittsfield inns

1. Gregory House Country Inn

Averill Park

Brian

CA $173 total

includes taxes & fees

Aug 31 - Sep 1

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Top Pittsfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Amazing time. Stayed in the Presidential units. Worth it."

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"

Find out more about Pittsfield

Pittsfield Inns information

Number of reviews	128
Accommodation	5 Inns
Lowest Price	CA $173
Highest Price	CA $173

Frequently asked questions

How much do inns in Pittsfield cost?

Rates for inns located in Pittsfield range between CA $173 and CA $173 per night. Whatever your budget, you're sure to find somewhere comfy to relax and recharge your batteries. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly inns located in Pittsfield?

Yes, there sure are! Reserve a stay at Kemble Inn, a family-friendly inn only a quick drive from downtown Pittsfield. Offering conveniences such as complimentary breakfast and WiFi, the whole crew will feel at home at this reliable 3.5-star escape. Once you've checked in, there are plenty of family-friendly attractions to see in and around Pittsfield. Hancock Shaker Village and Berkshire Museum promise fun for all ages.

Why book your Pittsfield inn with Expedia?

Booking an inn in Pittsfield is as easy as working out your travel dates and choosing an option that suits your style. After something affordable or upmarket, or a property that also has a kitchenette? Use Expedia's search filters to further narrow your search results and find the perfect fit.

What is there to do in Pittsfield around my inn?

You'll find loads of fabulous things to do and see in Pittsfield. Explore major attractions like Bousquet Ski Area, Pittsfield State Forest and Barrington Stage Company. Berkshire Museum, Colonial Theater and Arrowhead Museum are also on many to-do lists.

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Dalton Vacation Rentals

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Our top choices for Pittsfield inns

1. Gregory House Country Inn

Top Pittsfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hotel On North

The Red Lion Inn

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

Berkshires Untold

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Yankee Inn

Berkshire Inn

Best Western Plus Berkshire Hills Inn & Suites

Find out more about Pittsfield

Pittsfield Inns information

Frequently asked questions

Explore a world of travel with Expedia

Search Inns in Pittsfield from CA $173

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield inns

1. Gregory House Country Inn

Top Pittsfield Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about Pittsfield

Pittsfield Inns information

Frequently asked questions

Explore a world of travel with Expedia