250 will be a stretch for me again without any cold weather gear, so I'll stick with that and add 5%, so I'll shoot for 262.5 miles in October. I'll commit to commuting everyday where Google reports the weather is over 55F in the morning. Otherwise instead of 25 miles round trip I'll put in a 10 to 15 mile ride in the evenings. One benefit of that is, if I continue to get up at 5:45 and out the door at 6am, I can realistically leave work earlier in the afternoon to get more light and heat in the evenings.
What do I do when it rains? I haven't ridden a bike in the rain in like 25 years!