More difficult than cords or chinos, I'd say. I once had a pair of Brooks Brothers woollen trousers which I used to wear with, mostly, a dark green Pendleton golf cardigan, less often with a similar coloured Paul Stuart Shetland - another 'off-duty golfer' look (or Bob Hope perhaps). Loafers to go with it.
More to my liking for everyday wear were a pair of navy trousers my father handed onto me. They looked like jeans but were actually a lightweight wool. I wish I could remember their make.
I don't know about you but I think tweed trousers are probably a touch inflexible and probably look better as the bottom half of a good Ivy suit. I once bought a Brooks three-piece but got the sizing wrong so handed it on.
I seem to remember Jimbo mentioning Sir John Lally wearing tweed trousers at the Ivy Shop - around 1987?
Forget to number this. Bollocks.
I’ve got a couple of pairs. Nothing hugely exiting - brown and grey herringbones. Brown ones go really well with green knitwear. The only trick really is that everything else should be as plain as possible. Even with brogues or a cable knit it can all come across as too busy for me.
They do pair well with loafers. But if it’s cold enough for heavy wool trousers, is it loafer weather?
Plain grey and navy I wear a lot. But do find that unlike chinos they can’t be dressed down. Simple as it sounds, I don’t think I’ve ever found the ‘perfect’ grey wool pair.
I’ve got some navy blue trousers in a light Donegal tweed that my Latvian sewing lady ran up for me. It was a successful outcome and she incorporated little details I wanted like a v-notch in the waistband and a gig line tab. They look great with a bright coloured shetland and loafers, but matching with a jacket is more tricky.
A gig line. Is that not suggestive of a military background?
Agreed about a jacket BTW, although, if feeling bold, a padded Harrington might do the trick. More G4 territory than G9, though, I'd guess. Leaving the jacket off and relying on the sweater is probably a better option.
AFS - ‘ A gig line. Is that not suggestive of a military background?’
I’m sure it is one of those tailoring details that originated from uniforms. My personal military experience only extends to three years in the Sea Scouts.