We had issues with Montessori at 3 (only going 2x3 hours a week) as the teacher was fairly rigid and frowned upon "creative" use of equipment. DS tended to use it properly once then try to combine activities while acting something out. At least they didn't force him to do anything he didn't want to. Day 1 of a purely play based preschool and he said he enjoyed it (never said last year). We will see what school brings... Can't see how the fit will happen and I would consider homeschooling if I had to.