any suggestions on what to do in this area . we arrive 8am oct 6 and fly back to canada oct 9 @9pm
If you are interested just in Great Barrington you could take in a performance at the Mahaiwe Performing Arts Center, shop downtown or visit the W.E.B. DuBois Home. If you want more outdoor pursuits then hike Monument Mountain, try the Housatonic River Walk or Housatonic Flats.
Going out of town, you could visit Stockbridge (just up Route 7) and go to the Normal Rockwell Museum and see the current Andy Warhol exhibit, visit Chesterwood, Mission House, the town of Lenox, Ventfort Hall, The Mount (Edith Wharton's home), Naumkeag, sit on the front porch of the Red Lion Inn and have other tourists take your picture, go outlet shopping in Lee. The opportunities are extensive.
C from NY - a regular poster on the Berkshires' boards has a list of things to do. He will private message it to you upon request. In the meantime, here are some places we have enjoyed visiting.
In GB -hike Monument Mountain, good shopping & restaurants in town
Chesterwood in Stockbridge
Naumkeag also in Stockbridge
The Mount in Lenox
The Norman Rockwell Museum in Stockbridge
Take a ride to Bash Bish Falls, if you park at the first lot you come to in Massachusetts it is a good hike down & back to the Falls. If you continue on and park at the second lot which is in New York, it is a pretty easy walk to see the falls.
* note for post above - the W.E.B. DuBois home site is just that, a site with a short trail - there is not a house there.Edited: 03 October 2017, 02:52
It was a mistake when we book the flight and we can't change it anymore😣😣😣
I sent you a list of things to do in the Berkshires via Message center. In addition to Howland Owl and Kendrick's suggestions, there is more than enough to keep you occupied throughout the weekend.
As Cambridgtraveler mentioned, there were better ways of scheduling your travel (rush hour both inbound and out), but since you can't cancel the flights, an option might be to cancel the hotel and do a weekend in Boston? It would be a very different vacation though.
In any case, if you keep it as is you still will have three full days in the Berkshires, which will be lots of fun. You will see that there is plenty to do.
Either way, enjoy your visit.
You are likely to hit very bad traffic on the Mass Pike especially returning to Boston on the 9th. I would allow 4 and a half hours for the drive (really). Since you need to be at the airport at 3:30 you really don't have a lot of time on Monday.