The Best Family Hotels in The Berkshires, MA from ₩87,905 in 2025

Check availability on The Berkshires Family Hotels

Tonight

Tomorrow

This weekend

Next weekend

Compare The Berkshires Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

"The location to jimney peak was great."

₩179,518 total

includes taxes & fees

Apr 28 - Apr 29

Hypo-allergenic bedding, laptop workspace, blackout drapes

"We have been here about 5 times. Greay location. Good price."

₩200,254 total

includes taxes & fees

May 4 - May 5

"Nice option to stay near MASS MOCA."

"My husband and I visited Williamstown and N Adams for the first time. We were there for 5 nights. Rocky was not only a good host, he was a great guide. We loved his recommendations for food and local sights/events. The rooms were clean and comfortable as were the beds. We slept so soundly. We will definitely return. "

₩124,912 total

includes taxes & fees

Apr 20 - Apr 21

"The staff was super friendly. The room was very clean. Overall, a great experience. "

₩131,801 total

includes taxes & fees

May 18 - May 19

Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

"While the gentleman at the front desk can be a bit cold, the women that work at the property are very pleasant. They were super accommodating and did a nice job cleaning the room during our stay. The room was a good value and provided a nice place for our family of 5 plus a small dog to lay our heads at night."

₩98,190 total

includes taxes & fees

Apr 23 - Apr 24

"Staff was exceptionally helpful and friendly."

₩212,033 total

includes taxes & fees

Apr 21 - Apr 22

Standard Room, 2 Queen Beds | Rollaway beds, free WiFi, bed sheets

"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...

Find out more about The Berkshires

The Berkshires Family Hotels information

Family Hotels in The Berkshires	80
Highest price	₩189,823
Cheapest price	₩87,905
Number of guest reviews	7,830
Total number of hotels in The Berkshires	1,059

Recent reviews of The Berkshires hotels

5/5 Excellent

"Quaint & hospitable!"

A verified traveler from Carmel stayed at The Red Lion Inn

Posted 4 days ago

5/5 Excellent

"This was my second stay there Amazing front desk people--Jamie and Andrew the first time I went. Yesterday was Andrew and met Cameron. They are all so friendly and didn't mind chatting with me. The hotel is beautiful, clean, rooms great. Dining room met Roberto and Ashley-- again very friendly. Food amazing!! See you again in a couple of weeks. I'm from upstate NY and my mother recently was moved to a nursing home in Pittsfield. So happy I found your hotel to stay at when I go to visit her⭐️⭐️⭐️⭐️⭐️⭐️"

A verified traveler stayed at Hotel On North

Posted 4 days ago