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Someone please correct me if I'm wrong, but my understanding of these type of events is that they are an opportunity to bring old into the new. I picture riders of all ages and backgrounds coming together to ride vintage bicycles on rolling hill routes similar to those in Tuscany. The events upcoming (or at least the one being held in California) doesn't state that the cyclist must ride a vintage bike, however all riders must ride something that looks "historic" or is in fact vintage, as well as dress in attire of the vintage-bicycle era.
Although I don't currently own any vintage bicycles, I cannot help but want to attend this event. My curiosity is taking over and I'm attempting to figure out a means to travel in less than a week to California to be able to ride what seems to be an interesting route. I think the Hillborne could be classified as a "historic-looking" bicycle to some people, right? Okay, maybe I'm stretching a bit, but in all fairness, it isn't common to see lugged steel sitting in most bike shops these days. Additionally, it doesn't fit the requirement of having vintage drive train equipment, so I think it is very quickly eliminating this as a possibility for me, sadly.
I would expect that there would be many vintage bicycle lovers attending and participating in this ride and I am dying with curiosity to know what sort of bicycles will be ridden. While I don't know that I care for all of the necessities of the ride (see the Regulations section through the above link, if you're curious) and the exclusions, I can still appreciate the desire to bring out some of the beautiful bikes of the past.
In a day in which most bike manufacturers turn to modern materials, I think it's an interesting idea to bring to the front the materials used in the past.
Have you attended and/or ridden in an Eroica ride in the past? What was your experience? Would you want to ride a vintage bicycle on a long, rolling hill route, or are you happy to have your modern bicycle along with its modern components?