TOP Family-Friendly Hotels in Great Barrington, MA for 2026

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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.

฿2,868 total

includes taxes & fees

9 Jun - 10 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.

฿7,095 total

includes taxes & fees

7 Jun - 8 Jun

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

FairBridge Inn Express

Pittsfield

฿2,581 total

includes taxes & fees

17 Jun - 18 Jun

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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.

฿3,989 total

includes taxes & fees

18 Jun - 19 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

฿4,640 total

includes taxes & fees

7 Jun - 8 Jun

Econo Lodge Lee - Great Barrington

Lee

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

฿2,592 total

includes taxes & fees

9 Jun - 10 Jun

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

South Lee

฿4,870 total

includes taxes & fees

15 Jun - 16 Jun

The Millerton Inn

Millerton

฿9,233 total

includes taxes & fees

11 Jun - 12 Jun

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

Breakfast included

Pool

Top Great Barrington Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Spotless, clean, comfortable, friendly staff."

Travelodge by Wyndham Great Barrington Berkshires

4/10 Poor

"This hotel looks like you stepped into 1980. The front door had a gap that let in light and cold air. The wallpaper was peeling. There were scuff marks on the walls and door. The bathroom fixture was open and you could see exposed wiring. Some outlet plates were also open. The one lamp had non working electrical outlets. The room smelled musty. The beds were comfortable and the shower had reasonable pressure."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"The suite is a great option for a family of five. We have disabled children and found it really easy to get to the pool. The rooms and pool are located in the same building. So we didn’t have to walk through a cold parking lot after swimming. It’s a much better location and quality than a lot of the other similar hotels. it’s already across from a grocery store and local restaurants even a McDonald’s. A great all-around family choice."

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