I just realized something. If Joe gets sent to the emergency room for falling from that horse, then I would think that the Detour would come after the Roadblock. Otherwise, I don't think he'd be in such "normal" condition at the Roadblock (when he's watching with Carol) or even be there with Carol & Brandy, for that matter. So the Roadblock should be first. If it isn't, then another team most likely gets injured. I just don't see someone recovering from the ER that well.
And whoever falls is wearing a purple jacket - which is Steve & Allie's color.