Sometimes running the same route over and over again can get pretty boring. I try to shake things up by making a game out of it. For example, I might try to catch up to other runners who are ahead of me and pass them. I really like to do this at the end of my run right before the last hill. I usually pick a point far away and see if I can beat them to it.
The game gets really interesting when I hear the footsteps of another runner coming up behind me. First, I slow down to let them pass me. Once they pass, I try to maintain pace with them waiting for my moment to fly past them. Sometimes I win, sometimes I lose, but I always have fun.
How do you break up the monotony of your run?