I just got back from a weekend in the Berkshires. Went to Tanglewood.
I understand there are bus trips from Boston for some Tanglewood events.
While I have not taken the bus, (we are only an hour and half away in Conn.) all I can say is...if you get a chance to go to Tanglewood it is worth it.
Pack a cooler and a picnic lunch, bring sunscreen and wear a hat and you are good to go if the weather is nice.
We had a blast! I'll write more in the appropriate TA forum.