H.H.
Hi, Chris --
I remember the tough time my Mom had finding shoes for me when I was little... I used to have to go to a place called a "booterie"?? Fortunately, I haven't had too much trouble with my wide feet in my adulthood! But it's made me very attuned to getting good quality shoes for my daughter, who's 3 1/2.
On the other side of the equation, I am also extremely thrifty!
So, there's only one place that satisfies my need for high-quality apparel and footwear without causing me economic angst: Once Upon a Child.
Almost everything my daughter wears has been previously worn, though I have purchased many new items at Once Upon a Child for her. One of the brands I'm always on the lookout for is Stride Rite, and I have a beautiful collection of shoes for her from Stride Rite, Land's End, Bass, Nike, etc., up through about size 3.
I'd highly encourage you to check out Once Upon and look for upcoming sizes that you can put away until your son is ready for them. The money we've saved by purchasing previously worn apparel... has enabled me to purchase a wardrobe for my daughter that's pretty staggering in its cuteness and utility. I can't bring myself to purchase brand new shoes for her when I can get them at about 1/4 the price in beautiful quality from a previous owner.
Going to Once Upon a Child is my version of being a kid in a candy store! Hope this helps!
H.