It looks like Benjamin and Eleanor were in Rhode Island by at least 1907, according to the 1910 census: https://familysearch.org/pal:/MM9.1.1/M2KQ-9PF?cc=1727033
They were living in Hyde Park, Massachusetts, but their oldest son had been born around 1907 in Rhode Island. Then their next son was born around 1908 in Canada, so they either moved back briefly or Eleanor visited to be close to her family around the time of birth.
They were in Massachusetts until at least 1913/1914, when their daughter Eleanor was born. Then the family appears in the 1915 Rhode Island census, in Providence. According to his WWI Draft Card, he was working for the Rhode Island Power Station as a utility man.
I've started profiles for Benjamin and Eleanor with these sources listed, and if anyone has more information, please share it here and on the profiles! (I've added Benjamin's profile to the original question.) Kevin, we'd be glad for you to consider joining us here at WikiTree, it's a great place to gather and share research and the profiles make it easy to put together an ancestor's story. When you join, message me and I'll make you the manager of the Skidmores' profiles.