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Winchester primers are the hardest to ignite. I have no trouble, however, in my S&W 686+ which is the closest thing to what you are shooting.
Did any of them fire on the second try? If so, they are not seating completely.
There is no adjustment on the Classic Turret for priming depth. It is fixed by the bottom position of the ram. The only thing I can think of is that there might be some cleaning media stuck in the flash hole, or were they, by chance, AMERC brass? If so, that stuff is junk and anything can happen with primer seating depth.
Some old military brass that has been deprimed and the primer pockets reamed can be troublesome too. I find a few occasionally that hold the primers very loosely. If you have old military brass you might want to separate it out from the other cases.
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