I love Milestones. This is my favourite chain restaurant, and I'd pick it any day over the other few similar restaurants.
I have a few go-to dishes, especially love the California spring salad with some chicken on top. I recently went on a Wednesday on 'Date Night', and I thought for $50, the meal was a steal (one appetizer, two entrees and one dessert). I ordered the scallops, and my date had the steak. All of the food was cooked just perfectly with a lot of flavour. They even have a small gluten free menu now with a g-free hamburger selecition.
The Southcentre and Market Mall locations definitely keep up Milestone's reputation, however the downtown location always seems too busy, understaffed, and as other people have mentioned, the food quality isn't on par.