Boots tend to be better suited to cooler rather than warmer weather, for obvious reasons.
As you go more casual, thicker soles, less pointy lasts, and textured/drab leathers tend to look better.
The color chestnut itself, however, is fine for pretty much everything outside of weddings/interviews etc.
Thanks for the reply - and I don't disagree with anything you have said.
The Galway on the 82 last is dressier than many boots on the market (by virtue of its style and its last). But the color chestnut, IMO, makes it less dressy than many Galways (say, in Dark Oak or Bronze or Black). Add a Dainite sole and it is less dressy still. See link below:
Wondering if anyone has this boot, or a similar chestnut Galway (or other EG boot in chestnut), and their experience with it in terms of versatility.