This is possible if you are running your wiki on Node.js. If it is a single-file standalone HTML wiki your best bet is to import the text files by drag'n'drop.
If you are running on Node.js, you can use a "tiddlywiki.files" file (
documentation here), to include a whole folder full of files at once into tiddlywiki. The config file defines the other "meta-data fields" like "type", etc. The folder in question has to be inside said wiki's "tiddlers" folder (where "tiddlers is parallel to a "
tiddlywiki.info" config file). Your structure would be similar to:
WikiDir
|- "tiddlers" dir
|- "text-files" dir
|- "tiddlywiki.files" (json file for text-file import config)
|- all the files to import
|- "other" dirs (in the "tiddlers" dir)
|- tiddlers.tid(s) (text tiddlers in the "tiddlers" dir)
|- "files" dir (outside "tidders" to serve images and such)