Us at the Catalan Countries use a Python script I created which basically does everything automatically (JoRobot). We run it, like, one time a day so nothing accumulates at the end of the month (like last year; it was a mess).
It fetches a list of photographs @ the flickr group, filters those already uploaded (this year or last year), checks license & other stuff, checks for a tag named ID= which contains the monument ID and with that it queries the monuments DB.
The file is uploaded with the data fetched via pywikipedia.
I think it's better to upload periodically instead of leaving it for the end of the month. It ends up being a mess. On the other hand, I would also recommend using the approach above; maybe it's too late for this time, but it makes the job easier and more efficient.
Joan Creus.