This past weekend we saved $36 by cutting the boys' hair at home. When we go to the barber and all the boys and dh get trims it sets us back more than $50! Dh trims his hair at home more often than we do the boys, and we do occasionally trek them all up to "Miss Marie" (the barber) to get nice cuts, but we save lots of money by trimming them up at home. Dh is really getting good at it...he used to just give them all "buzz cuts" but now he can do a "spike" (the most requested lol) and a nice trim job. (Btw, my job during all this is to stand by with the vacuum. :)
Go here for some instructions on home haircuts for boys.
If you don't want to invest in the clippers and trimmers, check to see if there is a beauty school in your area. We have not only a beauty school, but the local community college also has barbers in training, and both have days where they give free haircuts. For more tips on saving money and living the frugal life, see Mary, a.k.a. Canadagirl and join in on Tightwad Tuesdays.