I owned a Henry Golden Boy for a month or so then sold it. It was pretty to look at but was very barrel heavy due to the octagonal barrel, had an aluminum alloy plated reciever with the plating beginning to peal off in one small area (it was brand new) and a strange line in the barrel possibly from the rifling tool. Wasn't a fan of the sights either.
I also owned and still own a Winchester 9422 that is head and shoulders above the Henry. It's an incredibly solid feeling rifle, looks classic, has nice checkering on the stocks (something I missed on the Henry) nice bluing and feels great in my hands. Easier to clean too with the single screw take-down feature.
The Henry shot just as well as the Winchester, and had a smoother action, but there was something I liked or was used to about the levering of the Winchester that felt better. I would take Winchester over Henry.