You can use flash drives with chromebooks, but this is not gte best way to do what you want. Your best bet is to upload your documents from your Vista machine to Google docs. It might struggle converting ms works format, you may need save them in a different format first - perhaps rtf or doc.
Once you can view and edit your documents in Google docs, they will work fine on your new chromebook.
Once you can view and edit your documents in Google docs, they will work fine on your new chromebook.