First relationships usually don't last forever, but the blue hair tie might not be anything to worry about. If he's off at college and a bunch of people hop in one car to go somewhere, that's a totally legit possibility. The group message thing, well... Probably not the best thing to do (reading it), but at the same time I don't think most people would blame you, especially as his girlfriend of a year. Theoretically there shouldn't be anything to hide, but the bigger risk of reading stuff like that is, well... exactly what you found. Inconclusive evidence that puts you in a tough spot... I made the same mistake with a girlfriends "private" blog, read some stuff that I immediately wished I hadn't, and it ate away at me until I confronted her about it. Ultimately turned out alright, we cleared things up (no cheating involved, just lunch and reminiscing with her ex a few weeks prior which I found out about on the blog) and it ultimately made our relationship stronger I think.
You might want to confront him about this group message, or you might not. Only you can really decide that one. How far up the message was it? is it something where it would be obvious that you were snooping or could it be innocent enough that it was towards the bottom of the message so only scrolling up a little bit would have shown it?
I'd be a little suspicious and proceed with caution, though there's really not any definitive evidence against him. This is a time to make sure you're communication is extremely clear, get on the same page, let him know what you want and need from the relationship.
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