Seems like a sticky situation. Him sending her flowers is a bit weird; it's possible that she did break up with him and he's trying to win her back with gifts and kindness, or she could have conveniently not told him she's going to give it another shot with you. Either way, though, him borrowing her dad's trailer will make it so that he's most certainly not out of her life... and even if she's being completely honest with you, that's probably going to cause some unwanted drama.
If you really want to give it another shot with her, why not wait another week or two? By then you should be able to see if this guy if really out of her love life, and hopefully he'll be done with that trailer too. If she's trying to rush it... well, if you feel like something's off, don't go for it.
Hmm... yes, you're right, restaurants are bad. I'd say something like a mall is bad too, though I'm really not sure.
If not a party/bar/club, if there some kind of event you can go to to hang out? It's autumn, so there tends to be festivals and fairs people go to. Perhaps that would be a good start?
I'm not too sure, really. Getting out isn't one of my strong suits.
Hopefully someone else has a better response.