Don't over fuss the gear.
Hill country farmers don't overdress or make a fashion statement when they go to the back paddock for the day.
They wear a bit of wool or polly close to their skin. Their footwear is robust with a bit of grip. They always take a decent rain coat regardless of the wx (any fool can take a coat on a wet day). And they take enough warm stuff for how much colder it could get, not for what its like when they head off.
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