Family friendly Hotels, Great Barrington Massachusetts

Check availability on Great Barrington Family friendly Hotels

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Our top choices for Great Barrington family-friendly hotels

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.

P9,288 total

includes taxes & fees

Jul 12 - Jul 13

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 Center.

P10,450 total

includes taxes & fees

Jul 16 - Jul 17

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

FairBridge Inn Express

Pittsfield

P4,267 total

includes taxes & fees

Jul 26 - Jul 27

In-room safe, desk, free cribs/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 cribs in immaculately clean rooms.

P6,794 total

includes taxes & fees

Jul 22 - Jul 23

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

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

P15,990 total

includes taxes & fees

Jul 12 - Jul 13

Element by Marriott Lenox Berkshires

Lenox

P15,098 total

includes taxes & fees

Jul 22 - Jul 23

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 cozy rooms—all nestled near Ski Butternut.

P14,525 total

includes taxes & fees

Jul 13 - Jul 14

Econo Lodge Lee - Great Barrington

Lee

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

P5,775 total

includes taxes & fees

Aug 2 - Aug 3

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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

8/10 Good

"The hotel is a few minutes from Tanglewood and the Berkshire hotspots. Super friendly staff. Very accommodating. The place is a bit dated, but that has a retro charm like places on the Cape. The grounds are lovely. The breakfast is like other hotel breakfast. Lots of options: cereal, oatmeal, eggs, sausage, hard boiled eggs, fruit, bread, pastries, etc. My only complaint was the bed, which had a mattress in desperate need of replacement. We referred to it as sleeping in the valley because it made us roll to the center. It was also really high, which was challenging in an accessible room. I called and they had a stool for me within 5 minutes so we made it work. The people were so nice so I hate adding a complaint in my review. We would have asked for a room change but were there over a holiday weekend and I was pretty sure there wouldn’t be another option. The pluses outweigh the negatives so we had a good time."

The Red Lion Inn

10/10 Excellent

"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"A sweet spot in the Berkshires to “camp” in for an evening or two or three. Who else has your bed made up with crisp white sheets, breakfast in the morning and a warm welcome waiting for you other than your mom? #holidayinnexpress for the win! Thanks!"

Frequently asked questions

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

If you've been thinking about a vacation with your kids, 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 vacation. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the city center.

What's the best accommodation for a family trip to 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 good option for your family trip.

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

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What's there to see and do with your family in Great Barrington?

While you are visiting Great Barrington, you might want to round up the kiddos and make time to see interesting attractions such as Ski Butternut and Catamount Ski Area. Make sure you have lots of time for activities like 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

Best Western Plus Berkshire Hills Inn & Suites