What a cool thing to find in your home! What train company is it from?

No, "light faced" and "dark faced figures" do not refer to race in this document. There are a few reasons that lead me to this conclusion.

The terminology isn't right. I have never encountered those terms in any of the primary sources I have used from the early 20th century in the US or elsewhere in the Anglosphere. White people in the US would have been referred to as "white" or, having been assumed to be the default, would not have had their race indicated. Black people would have been referred to as either "colored" or "Negro." As /u/UrAccountabilibuddy explains here, treatment of non-Black racial groups varied a lot over time and place. I've seen non-Black people of color referred to at the time in color terms as "red" or "yellow," for instance, or in more specific/pseudoscientific terms like "Malay," "Mexican," or "Mongoloid," but in places in the US where white and Black were the predominant categories they were often left out of the discussion altogether. But "light faced" and "dark faced" are nowhere in the primary literature on race.

Racial segregation wasn't a thing in Connecticut and Massachusetts trains c. 1909. Immediately after the debut of trains in Massachusetts in 1836 until the early 1840s, train cars were racially segregated. But, given that Boston was a major hub of abolitionist agitation, this quickly came under harsh scrutiny. The Massachusetts legislature was on the verge of outlawing racial segregation on railways in 1843--the Commonwealth's Senate had already passed a bill to that effect--when the last holdout segregationist rail company, the Eastern Railroad, saw the writing on the wall and ceased its policy of segregation. Connecticut outlawed segregation on public transportation in 1905.

So what are the "light faced" and "dark faced figures"? They're Roman (non-bold, non-italic) versus bold fonts to indicate morning or afternoon times. Note that the reference to "light faced" and "dark faced figures" comes in a section that explains what other typographical signs, like a dotted or black line, means to readers of the train schedule. The typesetter has even helpfully put "dark faced figures" in bold for emphasis. It looks like non-bold font is used for train times from 0100 to 1259, and bold is for train times from 1300 to 0059. Seems to me like a strange way to indicate A.M. vs. P.M., but what do I know?

Thanks so much for sharing your find and asking this question; it sent me down some fun rabbit holes!

Sources & further reading:

• Luxenberg, Steve. "The Jim Crow Car: The North, the South and the Forgotten Origins of Racial Separation." Washington Post Magazine, February 20, 2019. https://www.washingtonpost.com/news/magazine/wp/2019/02/20/feature/the-forgotten-northern-pre-civil-war-origins-of-jim-crow/.
• Ruchames, Louis. “Jim Crow Railroads in Massachusetts.” American Quarterly 8, no. 1 (1956): 61–75. https://doi.org/10.2307/2710298.
• Stephenson, Gilbert Thomas. “The Separation of The Races in Public Conveyances.” American Political Science Review 3, no. 2 (1909): 180–204. https://doi.org/10.2307/1944727.
• Thomas, William G. "The Origins of Segregation." Railroads and the Making of Modern America. University of Nebraska, Lincoln, 2017. https://railroads.unl.edu/topics/segregation.php.