Unlike plain-text formatting, this Rich Text Format can display different text styles, fonts and colors within a message. Certain messages sent from the Microsoft Outlook mail program (or a Microsoft Exchange server) may arrive with a winmail.dat attachment if your own mail program is not set up to handle mail in the Microsoft Outlook Rich Text Format. The winmail.dat file usually appears because various mail programs handle message formats differently. Why does this happen, and what can I do to fix it?Ī. I sometimes receive e-mail messages with a “winmail.dat” file attached that I cannot open.