Each year I attempt to ride about 5,000 miles because it is achievable, but far from easy. I ride that much because I like to eat pretty much whatever I want and drink a pint of IPA once in awhile. Realistically, that means hitting 4,000 miles somewhere before the end of October to have a chance at 5,000 for the year. Otherwise the weather gets bad and the daylight too short to be able to get some long rides in to make-up missed mileage earlier in the year. Things like travel, illness, weather, work and injuries often make mileage a challenge.
Since I began keeping record, the earliest I have hit that milestone is September 2 and the latest is December 8. Last year was October 24 after I had switched over to cyclocross tires on my Superfly. This year seems to be about average - occurring on Septemer 22. Nothing heroic, just solid miles 18 - 20 at a time somewhere around 18 miles an hour if I am riding solo.
Someone popped in the shop the other day and asked if I was going to achieve 5,000 miles this year. My reply - I don't know. Last year was an all-out effort in December which came down to the wire. This year is about average for those in which I hit 5,000 - we will have to see how it goes.
See you on the road.