Quiet Sunday so excuse the length of the post
Much depends on the age of your bike and what sort of riding you want to do
I love a bit of merino, warm, comfy and at the end of a long ride doesn't wiff as if something has died in it. I happily ride in wool jerseys all year round.
However, it does soak up the rain and pockets can get a bit baggy if heavily loaded. Modern waterproofs are much better than the old stuff so best to have one with you if the forecast is variable.
Given your current stable of bikes:
For 70s wool. There are lots of retailers of modern reproductions
These are pricey, but if you shop across the net you can find some big reductions. I got a Belgian jersey at half price from the UK and an Italian one at 70% off in Belgium ( a few years ago when prices were lower).
http://www.demarchi.com/en/replica-retro-cycling-jerseys-man
These are stunningly well made in high quality pure merino.
http://www.magliamo.be/product-category/jerseys/
For the 80's and gaudy designs, plus some classics but in modern materials
https://www.prendas.co.uk
I don't have any wooden shorts so can't comment except to say that modern wooden shorts have modern pads in and so should be comfy. Here's an example
http://www.juracycleclothing.co.uk/merino-cycling-shorts/merino-wool-cycling-shorts
Concerning shoes, if you have toe clips and straps you can pretty much wear what you want.
I have an old pair of road shoes with nailed in cleat, comfy on the bike, not so good for walking and summer use only:but then so is the bike
If you want to use a clipless pedal then these beauties come in both two and three bolt varieties.
https://www.alwaysriding.co.uk/vittoria-lorica-1976-cycling-shoe-spd-sole.html
This all looks a bit spendy, but being in France if you rummage around the local flea markets, "bourse de vélos retro"
and local small adds you will no doubt turn up some good stuff.
