I also did a ride via Reedsburg.  Two summers ago, I biked out of Madison NW to 
Reedsburg and stayed in a B&B there 3 blocks from the trailhead.  Great ride, 
aside from getting caught in some rain and some annoyingly busy roads around 
Baraboo.  (But going through Devil's Lake and sipping a cup of tea while 
waiting for rain to pass at a shelter there was great!)

Day 2 I rode from Reedsburg to LaCrosse, all on trails, with the final segment 
on a LaCross city trail which left me a block from the hotel my family was 
waiting to meet me at.  This was the first time I had ever done a multi-day, 
long-distance ride that wasn't part of a group ride with support. Day 2 was 
also my longest one-day ride (84 miles) to date.  I inhaled a steak at the end 
of it.  :-)

Peace and Prosperity,
Dipesh
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