That's a great picture. So this is in Kentucky? Also, I didn't realize your last name was Shain -- is that Irish? One of the people I work with in Ireland has the last name McShane -- her family comes from what is now Northern Ireland and the family was closely related to the famous O'Neills (lords of Tyrone, leaders of various rebellions, etc.).
Great shot and a great piece of history. Women enjoying a pipe was probably not nearly as novel then. Judging from the script at the bottom the photo appears to document some family gathering. That's a nice piece of family history to have. The roadster isn't too shabby either.