I don't have any of those Cinderellas, but I was recently doing some on-line research about "Old Home Week" as it relates to Massachusetts, as it was apparently quite a popular event back in its day.
The following was taken from web site links:
Massachusetts Law designating "Old Home Week":

1902 Poster Stamps for Massachusetts Old Home Week:

1904 Poster Stamp for Massachusetts Old Home Week:

As I understand it, the event was intended to be a reunion of sorts, focused on encouraging young adults who may be either college students or having recently served in the military to return to their hometown setting, presumably to encourage them to settle down and make a living in their hometown, rather than move on to far away places.