When you poke around on the internet, you can find packing list suggestions for every destination in the world. Want to know what to pack for a week in Thailand or a month in Norway? You'll find a whole list of suggestions for that.
Lists that go from the extremes of -- looking like a local to looking like a traveller complete with money belt, dresses that convert into 100 different styles and pants that convert into shorts. You aren't blending in, you are wearing a red flag saying I AM A TOURIST.
I'm not really sure just how someone picks a style specific for a destination. Any city, even a small town, the locals will have a bunch of sub-cultures and styles. Hell, the town I'm living in at the moment is tiny and you have styles ranging from extreme bogan to retired professional.
And, do you really want to blend in with the locals? Are you going to buy a whole new bunch of clothes for every destination to which you travel?
When I went to Europe last year, everything I read about travel, especially to Italy, said that the locals are super stylish. I got there and most of the girls I saw wore t-shirts and leggings. Maybe I went to a different places to the super stylish (I am known for that).
I've never really tried to blend in, to be honest. Hell, I travel so much to Japan that blending in isn't really an option. Too tall, too big, too white. And let's not even talk about boobs.
Even if I could, I wouldn't want to fit in to a culture where most women wear pale pink, ruffled covered outfits and high heel shoes two sizes too big. Outside of the Harajuku subculture, Japan has rules on fashion that I could never accept. Not wearing bright colours - forget about it.
In Italy, I never tried to fit in but people kept asking me for directions, in Italian. I thought, at first, it was some kind of scam designed to distract me while they stole my all my worldly belongings but either they were really crap pickpockets or they were genuine.
Do I look Italian? I don't think so. The key to looking like a local in Italy is to smoke.
I'm never going to wear "travel" clothes. Look like a tourist and you may as well wear a sign saying steal my stuff, scam me. I'm gullible. Why would you buy pug-fugly clothes that have the sole function of "travel".
Technical fabrics are not for me, unless I'm running -- and even then it'd have to be significant (10+ km) run and I'd change out of them the minute I could. Synthetic fabrics are horrible. I don't care if they are quick drying and easy to hand wash. There are laundrymats most places in this world.
Any article of clothing that is "convertible" screams out that it looks shit in any incantation.
But I have no desire to fit in to some random fashion guide either.
Of course, local considerations are always important. You don't want to be that person who wears shorts and a singlet no matter, especially if that is going to be an insult to the local culture. Fitting in, when it means keeping yourself safe and being non-offensive is only sensible. The weather is also an important consideration.