Are you trying to attach files to one card in Trello or individual cards. If you'd like to attach multiple files, I would recommend dragging and dropping multiple files onto the card which will attach files.
If you'd like to attach files to separate cards, they would need to be attached individually to the respective card. If the images are coming from a specific source or app, you might be able to automate the creation of cards and attaching of those files - for example with Zapier: https://zapier.com/apps/trello/integrations
Connect with like-minded Atlassian users at free events near you!Find an event
Connect with like-minded Atlassian users at free events near you!
Unfortunately there are no Community Events near you at the moment.Host an event