Here are a few of my favourites for boys:
Not a series, but this past weekend I read Where the Red Fern Grows, by Wilson Rawls (wanted to read it before assigning to my boys this week) and I could NOT put it down, lol! Great boy stuff here, and there is a good deal of content on his “becoming a man”…the little steps he’s taking here and there that are encouraging him towards “manhood” and the idea that if you are willing to take on more responsibilities, take charge, and stay determined you are beginning the journey of growing up.
One of my boys LOVED My Side of the Mountain (first and trilogy), though my other son was lukewarm on it.
Ditto on what Christie suggested – Sugar Creek series very well loved here.
Here’s one I haven’t read personally, but has good reviews…I’ve been holding off because my boys are only 10 and 11 and I think this series is likely for high school due to certain content (his mother has an affair and breaks up his parents’ marriage in the beginning…his parents now split he is back and forth between them). Very amazing adventure story that takes place in the Canadian wilderness: Hatchet and the next three books, Brian’s Winter, The River, Brian’s Return and Brian’s Hunt.
The Tucket series by Gary Paulsen is great, also.
Door in the Wall has a superb character building theme for boys. I love this one. The boy goes from being a completely pitiful little crab to a truly inspiring and respectable young boy. All this while being separated from his parents, and finding himself paralyzed from the waist down. Awesome!