I "run" with my dogs. I use the term loosely. I more shuffle.
Mostly I trail run with them. There's a great 3.07 mile loop around the reservoir that I like - just got home a couple of hours ago, in fact. They can be off-leash, which means they probably run 10 miles while I do my 3.07 (the .07 matters, because I run more than 3 miles!).
When it is too muddy for that path, I will "run" with them in the neighborhood. They are shockingly good to take together. Both trot just a bit ahead of me, one one each side.
I actually find it demotivating to run with them on leash. I mean, I'm sweating and snorting and wanting to die, and they are barely trotting, and Gusto gets home and wants to know when we are going to go play.