I’ve spent a lot of time in ChiangMai.
Here is the weather:
Jan-Mar, hot in the day cool at night, sky choked with smoke from slash and burn agriculture methods of hilltribes.
April-June, hot as balls and humid.
July-October, rainy season. Due to much of Chiang Mai being very low there is a ton of flooding, so be careful where you rent.
Last millennium Chiang Mai would be my top choice all things being equal for where to live in Asia, but in the last 13 years the amount of tourists, cars, and scooters have choked the downtown and most of my friends there now live in ‘mubangs’ (gated communities) outside the city and have little to know interest in venturing to the city centre.
It has become a hip place to set u shop to the point where it is borderline cliche.
But if you go with your family, drive a car and live in a gated community, you can have a very comfortable existence, the days of safely zinging around on a scooter (relative of course) are long gone and the semi-empty, well kept streets were part of its charms.
Too many blue hairs too, and they drive up the price of everything, putting money in the pockets of the big chains while the little man, who made Chiang Mai special, suffers.
And if you want to date, your prospects have all likely spent time in the pros.
Taipei’s normalcy is highly underrated.