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I can tell you with absolute certainty that I did not. There was a trip to Michigan in late May that I know I viewed afterwards in Location History when I couldn't remember the name of a restaurant we stopped at in Grand Rapids. Now there's nothing for that whole stretch of time.
I checked it again today and I'm still missing that huge chunk of the year. Just for the hell of it I decided to install this My Location History app and it DOES show all my location history from that period of time, which it's pulling from Google. So Google still has that information, but it just doesn't show up on this new Timeline view for whatever reason.
I'm going to drop them a line and see what's up.
Edit: Update from the next day in case someone stumbles upon this. I got the new Google Maps app and the missing history shows up fine on the timeline in that. Went to check out the website again and it shows only some of it. Like, it'll show the route I took but it has no idea which places I went to. I definitely think it's just a matter of the data propagating, so if you're in the same boat, you might just give it a few days.