RideTheCity.com hosts OpenStreetMap.org based cycling-specific mapping sites, and are looking at opening a Calgary site. You may try it out right now "unofficially" -- please post any missing bits of bike connectivity in your region. If you're interested in learning how to edit the OpenStreetMap.org data directly (it's like WikiPedia, for mapping data) you may read all about it.

Try out RideTheCity in Calgary.