I was reminded in chat that if I get stuck someplace and can't get out, Turbine will probably leave me to my own devices. That said... when crossing the rooftops, always make sure you can get back out. Otherwise you may have a problem.
That looks like it is for the old Bree? I don't think you can get on prancing pony any more. Anyway, if you are trapped you can easily use a 'return to' skill to get out. As a last resort you can use /stuck, but '/stuck' is only usable once an hour.