I have moved on both a 1968 and a 2015 Dunhill.. while the 1968 was a very good pipe I just didn't smoke it.
That‘s not how prices on luxury goods work. For a linear increase in quality, you often pay a geometric increase in price. Plus, the “quality“ increase is almost never functionality, but aesthetics or rarity.Although I do not currently own a Dunhill, is the "quality" twice as good as a Castello (substitute any other quality brand), I don't see how it could be.
I assume you're referring to a new Dunhill. It's a personal preference. To me, the answer is no. I own a dozen or so older Dunhills and they're good pipes, not the best I've smoked, but good and a couple of them are exceptionally good. But, in my experience, they're not better than any other British factory pipes, not better than Barling, Sasieni, Charatan, Comoy, BBB, GBD, Ben Wade Leeds Era, nor any other British maker. When I started smoking Barlings, my Dunhills went in the drawer.