One listing in two CPTs or categories?

Can one listing be used in two CPTS, or in the categories of two different CPTs?

For example, I currently have a Trails CPT. Under that I currently have thee subcategories, Hiking, Biking and Horseback.

However, because Biking is a subcategory, those trails don’t show on the map as Biking Trails. Only the parent category, Trails, shows on the map.

I’m thinking of creating a separate CPT, Bike, with categories under Bike to include Trails, Shops, etc. so that each category shows on the map.

I imagine a visitor who’s interested in biking would search under the Bike listings for trails, bike shops etc. and expect to see them displayed on the map.

But I also know that visitors are conditioned to look for Trails, then look for whether they can bike on that trail, so I’m trying to cover both bases.

But do it by creating only one listing that can be used in both CPTs. (We have dozens and dozens of trails.)

Is this possible? (Or do I just make Biking a a category under Trails, instead of a subcategory?)

Trying to figure out how the categorization displays and the most logical way for the visitor to the site.

Thanks!