I've REALLY tried to like the Google platform, but it just doesn't get the job done for me. Chromebooks are a three year ago tech. We are considering ( currently testing ) HP Stream Pro 11" for 1 to 1. We have some old school techs that fear the 2GB Ram, but IMHO the SSD more than makes up for it. The small drive space prevents users from installing hacking software like Kali, Coffee, ect and we can remotely manage them. All for about $225 each. If we could get curriculum and the State to adopt free digital textbooks we would save the county millions. Lofty goals, on deaf ears.
Only issues with a windows based device is the ability to mess it up to the point it becomes a useless device. Yes, you could lock it down with say Faronics Deep Freeze, and A/V up the ying-yang, but these costs add up and could be circumvented. The nice thing about ChromeBooks is the clean efficient look and feel you get, and the ability to lock them down remotely.
I feel your pain dealing with Gov issues and the lack of $$ to put into place the needed technologies to get the correct solutions.
Just for what it is worth, the KhanAcademy (I am sure that you have heard about them) have resources to help school boards with implementation plans, and they are non-profit.