One issue is nose wheels. They have a lot of problems. Attempt to touch down too fast, and you "wheelbarrow" which can result in converting the airplane into a ball of aluminum scrap. A little slower and you land "flat", but it doesn't take much to get into the boing boing mode and stuff the nose gear through the firewall. Too slow and you drop it - depending on how far and the type of airplane, this can be an issue. Plus passengers seem to think a big drop and bounce is a bad landing (go figure). So, the solution is to land somewhere near (but not below) stall speed with the nose up - that protects the fragile nose gear, lets you touch down reasonably softly, and the airplane is less likely to try and fly again.
With a taildragger, you don't have the nose wheel problems so you can wheel land at a bit higher speed and still stick to the runway - no big deal. Under some conditions, in some aircraft, that is the easier way to land.