You do know the Cowboy Trail basically parallels US-20 in Nebraska, correct?
I would suggest the McKelson rail trail in South Dakota and take some time around the Black Hills. Really nice.
Whatever route you choose, wishing you have a great time!
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Thanks for the info. I think we have decided to do a counter clockwise circle from Missoula to Lost Trail pass, then to Anaconda then back to Missoula via Rock Creek. 3 days. Just don't want to have a mess for the Rock Creek section.