Are you heading to Calgary/Regina specifically for the frame? Seems like a roundabout route to take to get to Sturgis from Colorado.
Sturgis continues to elude me, but I have been to Biketoberfest in Daytona, and if Sturgis is that x 100, then I wouldn't be terribly interested. Beautiful country to say the least - been through the Black Hills on my way from Winnipeg to Santa Fe, and I'd love to head back with my bike, but I think I'd go in September or May/June and skip the summer heat and crowds.