If anything, there is actually an inverse correlation for the winter with Sept/Oct. The warmest Sept/Oct tend to have colder/snowier winters. You don't want November warm though (which it wasn't this year).
Just checking Boston really quick....their top 5 warmest Sep/Oct combos coming into this year was 2017, 1971, 2007, 1947, and 1961 (with 1983 close behind).