GreatMathsGames.com has a comprehensive Roman numeral teaching system available for free online. SuperTeacherWorksheets.com and HomeSchoolMath.net both offer free and subscription-based worksheets, teaching tools and lessons.
GreatMathsGames.com's Roman numeral instruction is spread over 19 lessons. During the classes, students cover the history of Roman numerals, additive and subtractive principles, examples of use in real life, and the lack of a need or symbol for zero. The website also offers crossword puzzles, worksheets, games, study guides, printable classroom charts, bingo tables, bookmarks and jigsaw puzzles as free downloads for later printing and project purposes. The site also features a number to Roman numeral converter and a light historical overview of the Roman empire's major events and landmarks.
SuperTeacherWorksheets.com features a number of worksheets and flashcards available for download. Only one worksheet is available for free, and it covers the basics of Roman numerals. Joining the site costs $19.95 per year and gives users access to additional games, projects, advanced lessons and corresponding worksheets.
HomeSchoolMath.net allows users to create an unlimited supply of free printable Roman numeral worksheets in PDF or HTML formats. Worksheet types include writing Roman numerals as normal numbers, writing normal numbers as Roman numerals, and addition and subtraction problems with Roman numerals.