Hubby and I are going to be in SE Wisconsin (Delavan) from May 10th thru 14th. I will be busy, so he will be on total free time and looking for rides, swim and other triathlon stuff to do. He’s training for a 200K road race in Italy May 22nd, so the emphasis will be on the bike.
He can go to Madison or Milwaukee.
Support Crew
My dad and my sister will be riding their Harley’s, but I don’t think that’s what your looking for. 
There is a little duathlon in Janesville (~40 miles south of Madison) Saturday, May 14, 2005 :: Janesville, Wisconsin: 18th Annual Janesville YMCA Duathlon Run 2 miles, Bike 15 miles, Run 2 miles Start Time: 8:00 am Location: Parker High School Phone: (608) 754-6654 x26 email: kittyruner@sbcglobal.net Register On-Line At: Active.com Price: Indiv: $25, Team:$45 after April 20: Indiv:$35, Team: $55 **Course Info: **Both run legs are on city streets, the bike route is on rolling country roads
Plus there is a cycling road race near Madison (Leeland) - its a great race - hilly and hard - but not too long (~50 miles) for the Masters race.
Thanks, both sound interesting. His Italy ride is in the mountains (and I do mean mountains, 9 HC climbs) so the road race might be a good warm up.
Support Crew
It’s a good road race - 700 feet of climbing per lap (4 laps) plus an out and back to the loop.
The race is about 45 minutes from Madison. There is also a GREAT crit in downtown madison on Sunday, so there probably won’t be many group rides on Sunday but one of the tri-groups might do a ride. i’ll post more here if i hear anything.