Over the years I have owned maybe 6-8 handmade WInslows. These are the ones that are marked E,D,C,B,A. All of mine were no higher than a B grade. The E's smoked just as good as the B just the B had nicer grain.
Every Winslow I ever owned was a great smoker. The only reason I sold all of mine was because they all had acrylic stems and they were all pretty heavy. I have no experience with their lower grade pipes but I would be willing to bet they make a great pipe for around 100 bucks.
Jason, when I first began buying Winslow's back in 1998 or so they only made high end hand made pipes. The grading went from E-A back then and they didn't have the Private Collector grade either. The first one I bought was a C grade and it retailed for 500.00. It wasn't until maybe 9 or so years ago that they began making more affordable pipes.
That C grade Winslow was like the 3rd pipe I ever bought. My buddy who owned the tobacco shop where I bought it gave me 20 percent off. It was a great smoker for a lot of years. The sucker weigh around 100 grams though.
I have a Winslow Poker, the 90-100 dollar one. Pretty sure it's a Viking grade, which means it may be machined but finished by hand. It still has a Made By Hand stamp. I love it and it is one of my work horses!
The above grades E is the lower and A is the higher. But as noted, they might smoke similar but have nicer briar.
I have just bought a Winsløw Crown 200 straight apple (almost like "lollipop") and I wasn't expecting for such a high quality pipe. It has a small bowl but it has a wonderful taste and it smokes excellent. My new favourite and I'm sure that I will buy more from him. I can compare it to my Savinelli Ghibli, similar smoking capabilities. The only minus is the weight, but it is a very good quality, dense briar. My Petersons are not even near to this Winsløw and the Sherlock is a more expensive category. I totally recommend it.
The 300 series is bigger than the 200 in general? I would prefer something in the same size category as my 200 apple, as most of my other pipes are king size and I need shorter smokes as well. Or the difference is mainly in the quality/pattern of the briar?
I'm already searching for at least one more Winsløw pipe, maybe some "flower shape" freehand or a rusticated, bent type. Maybe something darker.
This duckhead is a funny one but I think I couldn't use it as an everyday pipe, not really my taste.
I have a Savinelli minuto (poker/cherrywood) for that reason, it is a nice pocket pipe. I also like petite series from them, maybe one day I will buy one. But the best would be if I shape a pocket pipe for myself, so it could be the size I need.