In the 50 plus forum, there is a thread
Favorite route, loop or out/back ?
And while I often will be on the same roads/trails, sometimes I do an out/back, sometimes a loopy, but frankly, usually spaghetti.
I usually stop more than one place. Even out on "joy" rides I always have the messenger bag with locks. I nearly always stop at a cafe and stop off at a couple of other somewheres to pick up a thing or two.
Anyhow, I was curious, so I dug out my Metro Boston riding (focused on the three cities, Boston/Cambridge/Somerville):
Neither loopy nor out-and-back, though there are a few loopies and some out-and-backs too.
-mr. bill