Two trains of thought here.  

First, I think Boulder Lake is probably the easiest (but also pretty and fun) trail system nearby.  

Second, that being said, depending on where you live Lester might still be the best choice.  Don't get me wrong--I remember when I first started skiing there after a 15-year post-childhood hiatus, and I found some of the hills there terrifying.  But the path out of that is to ski a lot, and the closer to home you ski the more often you'll probably go.  If you stick to the main trail between A and C, there are no big hills--the only significant hill that really comes to mind is the bend near the "1.0" in the attached map.  Admittedly that does come with a curve associated with it, but there's plenty of opportunity to take it slow and wide.  If you go up to F or beyond, it's a different story, and the loop that heads down to the playground is often kind of sketchy.  But that A-C stretch is wide, pretty flat, and for me was a good place to build up my skills and confidence.