Saw a thread from last year and since we have plenty of time thought it would be who of me to start a new one.
Here are a few of the ones I have personally done and really enjoyed:
http://www.mchenrybicycleclub.org/udder-century <--Was a little chilly last year, and windy, so we only got the 50 miler in. Plus it was early-ish in the season for me so I wasn't ready for a 100.
http://www.evanstonbikeclub.org/cont...dule_id=133508 <----My first century was this one in 2012, did it again in 2013, and will repeat yearly. It was a great ride and set the bar (for me) in regards to centuries. Fun ride with well run stops and it is late enough in the season that anyone can be ready for 100 miler.
Rides I haven't done but people I know have:
http://www.starvedrockcycling.com/pprpage.htm <---very scenic and the pie makes it worth it from what I am told
http://www.hillyhundred.org/ <---heard it is a good and challenging ride
https://applecidercentury.com/ <--- big ride with lots of riders but everyone I know who has done it tries to repeat it yearly
What rides do you all enjoy and repeat?