As part of a tour I took from Castle Rock to Ft. Robinson NE, there were a couple of segments in eastern Colorado that were nice rides. I took highway 86 from Castle Rock to Limon (pretty ride, lots of hills, no traffic), then up highway 71 to Brush and then Kimball NE. The Limon to Brush segment was ok, but the Brush to Kimball part was nice. Went through the Pawnee National Grasslands. Maybe you could string something together. I went in late June and wind was not much of a factor except for one day. Good luck and happy riding.