I've never Owned chains, and I have towed many times in snow storms in northern Michigan. The fact is, people do it every day in northern Michigan on roads that won't see dry pavement for 4 months. The key is to use that thing on top of your shoulders. People from Ariz. and Fla. may be interested to know life goes on even when it snows 200" plus a year.
OP- if you see 18 wheelers parked, then you should be parked. If the 18 wheelers have chains on, you should have chains on (or stop). Fact of the matter is, most of the time the roads will be fine and if you're careful and watching out for the unexpected you should do just fine. You're from New England, it isn't like you have never traveled in bad weather before. You just have to be aware that the trailer would rather pass you on ice then stop. So be aware of that and take it easy. If you feel uncomfortable, stay off the road, tomorrow the road will be a whole different story. Use your head and don't press the issue.