When choosing a cycling hat you need to think about how it will be worn. Thin hats and ribbons that cover the ears are good for cool springs / autumns. For colder rides, I would recommend choosing hats with some moisture-repellent, but breathable and warm material and ventilation in the back, because even in colder weather, it can be hot with a non-breathable hat during more intense riding. Classic cap style hats will be a good choice for summer trips.