I just donated a bunch of stuff to the Children’s Clothing Exchange here in Boston:

“Even at a used-clothing outlet, the cost of clothing a family of four can be devastating for transitioning families. And the vast majority of homeless families are single-parent families — primarily mothers with small or grade-school children.

At the Children’s Clothing Exchange, they trade for what they need — an eight-year old’s winter coat for a ten-year old’s summer outfit. Good quality for good quality. We take toys, too. If you don’t have good clothes, you can trade your time, volunteering. Shopping at the Children’s Clothing Exchange

Some are surprised that our barter system works with transitioning people at all. But we’re never surprised at how much a person who’s had so little is willing to give back. It’s simple: the participants fill each other’s needs, year after year.”

Boston’s is here: http://www.solutionsatwork.org/Services/ChildrensClothing.html

There might be a program like this in your city!