What’s your travel style: serendipity or advance planning?

I’m surprised the added cost last minute arrangements can be hasn’t been mentioned. Or, maybe I don’t know the secrets to avoiding that - I’m all ears!

Seriously, the hotels I tend to book are generally cheaper a month or more farther out (holiday times/ special pricing periods excluded) and same with airfares for the destinations and carriers I use. I often have to travel last minute and have several regular destinations, so notice large differences. I do have certain carriers and hotel chains I frequent, maybe if I looked more widely I wouldn’t notice the difference. Anyone???