I walk 3 and sometimes 4 dogs together. If they are well behaved it shouldnt be a problem. I worked on what issues each was having individually in the begining. I walk Tippy & Cujo on my right. Kyrah walks on the left and when Dexter, grand pup, is visiting he walks on the inside left. They are to walk by my side unless I release them to sniff or potty. We still have some occasional issues of one of them reacting to a cat or dog per say. Tippy hates cats. So I would say "ah" and when she would turn from the cat to me I would treat. Now she still is alert to them but looks at me which I sometimes treat and sometimes verbal praise. When going thru the stage of them reacting to another dog. I would put them in a sit while the other dog passed then treat for good behavior. Kyrah is my best walker even tho she is the youngest of mine. Dexter is the worst and used to be better. My daughter doesnt walk him like she used to and it shows. The more you do it the better it becomes. So if your going to do it once a week good behavior will take longer. I walk my dogs daily missing maybe a couple days a month. Even if its a short one its better than not doing it at all. There were times with the terriers before Lexi (dobe, rip) & Kyrah that I would just prefer not to walk them b/c they were so badly behaved. Consistency, patients & persistence.