I am considering using OSM for a project for my home town city council. They want to present their parks and squares in their webpages in some kind of map presentation. The areas should be highlighted when hovering over them, and clickable to more detailed information about what kind of infrastructure is available–like water, electricity and such. This is information they would like to add to the map, but which should not necessarily be freely available on OSM. However, this might not be a problem.
In the end, the park/square objects should be clickable and linked to their own database allowing people to book them for events and such.
The booking part is of course completely separate, but I would like to get some views on what obstacles we might encounter if we try solving this through OSM.