10 Best Family Friendly Hotels in Great Barrington for 2026

Check availability on Great Barrington Family friendly Hotels

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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.

RM450 total

includes taxes & fees

20 Jul - 21 Jul

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.

RM885 total

includes taxes & fees

12 Aug - 13 Aug

In-room safe, desk, laptop workspace, blackout curtains

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.

RM537 total

includes taxes & fees

20 Jul - 21 Jul

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

Pittsfield

Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.

RM642 total

includes taxes & fees

22 Jul - 23 Jul

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

FairBridge Inn Express

Pittsfield

RM283 total

includes taxes & fees

29 Jul - 30 Jul

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

RM902 total

includes taxes & fees

22 Jul - 23 Jul

Element by Marriott Lenox Berkshires

Lenox

RM1,041 total

includes taxes & fees

27 Jul - 28 Jul

Econo Lodge Lee - Great Barrington

Lee

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

RM383 total

includes taxes & fees

11 Aug - 12 Aug

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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

"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."

Monument Mountain Motel

8/10 Good

"Motel is fine for a 1 or 2 star motel. It is clean and has good comfortable beds. The room was tiny. The bathroom was tiny. Barely can fit two people. Otherwise it is fine. Again you need to know that this is super basic motel and the rating is based on that. Don’t expect a nice accommodation when renting it. Fine for a 1 night stay but I wouldnt stay there for longer. It has AC but it is a bit loud and blows right at the bed. Need to cover it with a towel if you don’t want to get cold air blown at you."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"I found the staff very helpful, especially the young man who worked over night. We experienced a slight problem, and he could not have been nicer. He represented the hotel extremely well. Breakfast was uninspiring but generally good. The view from the breakfast room is lovely. The common areas seem a little tired, but the room was very good value - especially as we overlooked the lake. The location is wonderful for Lee, Lenox, Stockbridge, all the cultural centers and the Mass Pike. A beach is adjacent for swimming. We plan to return next year."

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