Knowing whether to take your umbrella out with you is one of the first world problems that needs an elaborate and unnecessary novelty solution : and here it is :
1. The Umbrella is a thing connection to the internet-of-things (say 3G?) - it also has GPS.
2. It peridiocally (configurable) checks
the internet for the local (location-based from it's GPS data) weather.
3. Using an e-ink display on its handle : it should the show the estimated chance of rain. If the chance is high (configurable) it should also glow red or something.
Then when you leave it in the hallway - you'll have an idea of whether you should bother taking it with that day.
Or: buy a smaller 'dumb' umbrella which isn't that burdensome to carry around. Or check the weather on your smart phone first.