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

A large stone church with a tall bell tower and arched windows.

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Our top choices for Great Barrington family-friendly hotels

A room with multiple arcade games, including 'American Idol' and 'Toy Taxi'.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

1. 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.

₹18,652

₹20,834 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A modern bathroom with a white sink, a toilet, and a bathtub.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

2. 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.

₹7,187

₹8,027 total

includes taxes & fees

29 Sept - 30 Sept

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A small, compact bathroom with a toilet, sink, and a mirror above it.

3. Econo Lodge Lee - Great Barrington

Lee

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

₹6,369

₹7,114 total

includes taxes & fees

26 Oct - 27 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside dock with kayaks and a covered boat ramp.

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

₹12,950

₹14,465 total

includes taxes & fees

29 Oct - 30 Oct

A room with a foosball table, arcade games, and a large dartboard.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A building with a porch and multiple windows, surrounded by purple flowers.

A living room with a sofa, armchair, coffee table, and a patterned rug.

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

₹11,211

₹14,396 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern cafe with a counter, seating area, and large windows.

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

6. 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.

₹9,870

₹11,024 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

7. 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.

₹10,136

₹11,322 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

An outdoor seating area with Adirondack chairs and a fire feature.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

8. Element by Marriott Lenox Berkshires

Lenox

₹16,194

₹18,088 total

includes taxes & fees

18 Oct - 19 Oct

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

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Top Great Barrington Hotel Reviews

The Red Lion Inn

10/10 Excellent

"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."

The Yankee Inn

10/10 Excellent

"Nice room. Exceptionally clean. Great staff"

Quality Inn Great Barrington

10/10 Excellent

"Front desk guy was great very helpful.. rooms were clean,good location"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Just stayed one night to break up our trip. Everything was so clean and staff was great!"

Monument Mountain Motel

8/10 Good

"Just ok but very clean"

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 Berkshire Theatre Festival.

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Check availability on Great Barrington Family-Friendly Hotels

Our top choices for Great Barrington family-friendly hotels

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires