Great Barrington Family Friendly Hotels, Massachusetts: Great Barrington Hotel Guide

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Our top choices for Great Barrington family-friendly hotels

In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.

includes taxes & fees

18 Jun - 19 Jun

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.

includes taxes & fees

24 Jun - 25 Jun

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.

includes taxes & fees

16 Jun - 17 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.

includes taxes & fees

17 Jun - 18 Jun

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

Pittsfield

includes taxes & fees

28 Jun - 29 Jun

Econo Lodge Lee - Great Barrington

Lee

Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.

includes taxes & fees

29 Jun - 30 Jun

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

includes taxes & fees

16 Jun - 17 Jun

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.

includes taxes & fees

22 Jun - 23 Jun

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Choose what matters most at family-friendly hotels in Great Barrington

Breakfast included

Pool

Top Great Barrington Hotel Reviews

The Yankee Inn

10/10 Excellent

"Yes, to all"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"First off check in was quick and easy. From the time the exterior doors opened to the lobby you were greeted with a good afternoon how was your trip? Everyone my wife and I came in contact with wore a smile and greeted you in some fashion. Everyone seemed to really enjoy working there and were glad to assist you or answer any questions you might have. The room was spotless and had everything you would ever need. The grounds were spotless and everything was trimmed and neat. This will be the place we will stay when traveling the area hands down. There is comfy chairs with side tables and small 4 person tables in the courtyard for lounging or having breakfast. Very quiet surroundings. 👍"

Frequently asked questions

What's Great Barrington like for family-friendly holidays?

If you've been thinking about a holiday with your children, Great Barrington is a good choice. The entertainment, cafes and hiking trails are just a few things that make this an attractive spot for a family holiday. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the city centre.

What's the best family accommodation in Great Barrington?

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Travelodge by Wyndham Great Barrington Berkshires is another choice for your stay with the kids.

When's the best time to book a family-friendly holiday in Great Barrington?

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 -2°C. The snowiest months in Great Barrington 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 Great Barrington?

While you are visiting Great Barrington, you may want to round up the youngsters and make time to see interesting attractions such as Ski Butternut and Catamount Ski Area. Make sure that you have lots of time for activities such as Art et Industrie and Naumkeag Museum.

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Check availability on Great Barrington Family Friendly Hotels

Our top choices for Great Barrington family-friendly hotels

Travelodge by Wyndham Great Barrington Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Best Western Plus Berkshire Hills Inn & Suites