This is a wonderful local organization helping children experiencing homelessness in the Madison area! Here's what I gathered:
 

What They Do
Santas Without Chimneys collects personalized wishlists from over 1,000 children and teens experiencing homelessness in greater Madison and delivers customized gift sacks to each child. They work directly with schools and organizations to ensure every child gets gifts tailored to their wishes.
How to Help
General Gift Donations (Most Needed):
NEW hair accessories and pre-teen/teen makeup (diverse range for all hair types and skin colors)
NEW or gently used books
NEW art supplies
Gift cards to downtown restaurants or grocery stores (especially for teens living independently)
Good condition cold-weather gear, especially snow pants
Drop-off Options:
 
Our Office: 611 N Main St, Cottage Grove, WI (The Huemmer Home Team)
Workshop location: 910 Oscar Ave (the tall building)
Multiple donation drop-box locations around Madison ...