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

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Great Barrington Family-Friendly Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Great Barrington family-friendly hotels

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

Combined shower/bathtub, free toiletries, hair dryer, towels

Suite, 1 Bedroom, Non Smoking | In-room safe, desk, free cots/infant beds, free rollaway beds

1. 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.

₹7,540

₹8,422 total

includes taxes & fees

1 Sept - 2 Sept

2. 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.

₹18,557

₹20,728 total

includes taxes & fees

26 Aug - 27 Aug

Grand Villa, 3 Bedrooms | Iron/ironing board, free cots/infant beds, WiFi, bed sheets

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

₹11,154

₹14,323 total

includes taxes & fees

10 Sept - 11 Sept

Room, 1 Queen Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds

Desk, iron/ironing board, free cots/infant beds, rollaway beds

4. Econo Lodge Lee - Great Barrington

Lee

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

₹6,402

₹7,151 total

includes taxes & fees

10 Sept - 11 Sept

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

Lee

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

₹12,169

₹13,593 total

includes taxes & fees

14 Sept - 15 Sept

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout curtains

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

6. 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.

₹10,866

₹12,138 total

includes taxes & fees

30 Aug - 31 Aug

Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

7. 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.

₹11,358

₹12,687 total

includes taxes & fees

14 Sept - 15 Sept

8. Element by Marriott Lenox Berkshires

Lenox

₹19,353

₹21,617 total

includes taxes & fees

7 Sept - 8 Sept

View all properties

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 Yankee Inn

8/10 Good

"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"

The Red Lion Inn

10/10 Excellent

"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."

Quality Inn Great Barrington

10/10 Excellent

"Great place to stay and a great price"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Loved our two-day stay at the Black Swan Inn. We were in the area because we were taking a few programs at the Kripalu Center for one of the days. The room itself was clean, the hall areas could do with better maintenance (which is why I gave that 4 stars) The staff was helpful with any questions. Continental breakfast was decent (though they could do with better coffee). We wished we could have enjoyed the Indian restaurant "Mint" next door, which I hear is really good, but they were closed on Tuesdays, so it was a matter of timing..., but we hope to have a chance next time we are in the area. One of my favorite parts of the property is that it sits by a clean lovely lake, and there are seating areas to enjoy the view anytime of day just to unwind. They also have kayak rentals for those who enjoy the activity. Another wonderful treat- it is near High Lawn Farm, only a 3-min drive from the Inn. It is beautiful there, and cute Jersey cows roam freely, when they are ready they go on their own time into a building where they lay on heated water beds while being milked (I kid you not!). Their dairy products and ice-cream are excellent, worth taking the short drive there. The town center of Lee has some nice restaurants and boutiques within a 5-8 min drive. It was a memorable stay and hope to be back there again soon."

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Very nice facilities. My wife especially enjoyed the warm indoor pool."

Monument Mountain Motel

10/10 Excellent

"Monument Mountain Motel is the best no-frills stay in the Berkshires and beyond. We’ve stayed there many times and have always been impressed by how super clean, quiet and comfortable the rooms are. The staff is extremely friendly and helpful, too."

Howard Johnson by Wyndham Lenox

10/10 Excellent

"Parking"

Travelodge by Wyndham Great Barrington Berkshires

10/10 Excellent

"Great experience this place is a hidden gem. Clean, quiet, convenient. Plus there is a pool. I hope to return sometime soon."

FairBridge Inn Express

10/10 Excellent

"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."

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.

Explore a world of travel with Expedia

Book Family-Friendly Hotels in Great Barrington on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Great Barrington Family-Friendly Hotels

Our top choices for Great Barrington family-friendly hotels

1. Travelodge by Wyndham Great Barrington Berkshires

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