I thought I would use Shiny's strategy and begin by figuring out my footwear and going from there.

It looks like temps will be in the mid 50s.

I will be gone 10 days to Ireland, Scotland and one overnight and partial day in Paris. All for DH's business. The 3 days in Scotland is for our 25 year anniversary.

I can expect rain in Ireland at that time of year so what about my:

Aerosoles Ride Line boots
Converse
sneakers (I run in the morning for exercise or can I bag it because I will be walking all day?!?*) LOL
dress shoes for dinner out with bz assoc.
black puma mostros (can only wear with bootcuts,right?)

My DH is in meetings almost everyday so I walk all over by myself sightseeing and need comfortable but good looking shoes.

skinnies/matchsticks/bootcuts
tote
trench
Black cashmere cardigan
microcheck pants
button down
new fab BP camisoles

How does this look so far?

My trench is not warm. That may be a problem.

Also, what fun little things could I look for in drugstores etc to buy that are things maybe I can't buy here? I realize prices will be very high but it is always fun to explore.

Is there something you always buy when you are in europe?