The DW and I are retired and we may be a little different in that we travel in and enjoy the four seasons. We do not do much when the weather is extreme, especially high winds or heavy snow. We hardly go anywhere without a towed. Even if we were "avid" cyclists, we would take a towed. There are too many examples of adverse conditions to list here but I get the feeling from your responses you don't care and really don't want an answer to your question that includes using a towed. You are able to bike and will. By the way, if I was still able to ride my Cinelli in a century that was above 7500' and had a total of 5400 feet of elevation change, I'd take my towed.
And to answer the question, NO. We towed with our 27'.
