This is easy for non-inlines. Just override the following in the your admin.py AdminOptions:
def formfield_for_dbfield(self, db_field, **kwargs):
    if db_field.name == 'photo':
        kwargs['widget'] = AdminImageWidget()
        return db_field.formfield(**kwargs)
    return super(NewsOptions,self).formfield_for_dbfield(db_field,**kwargs)
I can't work out how to adapt this to work for inlines. Any Help?