When I go out to ride with our local club, I get pretty serious. I like a challenge. I just started this season, and I liked that there were shorter rides available to me if I wanted to take it easy. But make the longer/harder rides available, too.

The less structure the better - but information is key. Good maps, an idea of what to expect, a recommendation for different types of riders (you could maybe use a heart icon for one type, a smilie icon for family friendly, or a plus icon for a challenging ride.)