Have i answered this correctly or even have some points here I tried to my best of my abilities.

How did the childhood experiences of Siddhartha Guatama (Buddha) lead to his questioning of the spiritual practices of his time?

Siddhartha Guatama childhood experiences lead to his questioning of the spiritual practices of his time. The reason why was because he felt that material wealth was not the ultimate goal of life. At age 29 was the time when he left for a short excursion that is were he seen an old crippled man that disturbed the way he viewed that old man. He also thought about how everyone will go old. He went on further trips to overcome the four sights.He didn’t find anything towards this until he remembered to meditate by meditating this is where he found the middle way.

Check this site for information about Buddha's childhood. Your question asks specifically about his childhood.

http://www.age-of-the-sage.org/buddhism/life_of_buddha.html