I find one great thing for longer rides on those cold days is toe warmers such as the Grabbers brand or other similar brand products. Depending on how tightly your shoes fit you can put them right inside your shoes or they make footbed warmers that you can use by removing your insoles and putting in the footbed warmer. They sell them at most sporting good or outdoor stores and they work super well. I hate that they are a disposable product but they do keep you from painfully cold feet.
They sell hand ones that you can stick in your gloves as well. Personally I own a wide array of different gloves for different temperatures as I commute year round and what works when the temps are 20F won't be quite enough for below 0 days. I sometimes laugh at the crazy array of gloves in my closet but I don't enjoy being too cold or too hot so I've invested in lots of gloves over the years.



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