I have a couple routes I fall back on. For weeknight rides up to about an hour and a half, I stitch together various roads and backroads in Woodside and Portola Valley. I can add or subtract a couple miles based on which I choose, but for most of the summer I was doing one particular 25 mile route, which I used to compare my embarrassingly large collection of bikes. All these routes start on the same road, at one or another parking place, based on the wind that day - when it's not too windy, I park 4 miles farther north.
Weekend rides are 3+ hours, riding from home. I have a 55 mile route that is my standard, and which includes the weeknight route(s), but adds at both ends, and I can add another 10 or more to the route easily.
I don't mind riding the same routes over and over. Familiarity breeds content.