Thanks to all those that replied to my "Midtown Dinner" request for suggestions. I did end up going to Trapper's Restaurant for dinner that nice, it was a good choice for a medium sized group.
The atmosphere is nice and intimate, it's not a very large restaurant. Classic and comfortable with it's cream coloured layout.
Typical Canadian fare (a variety of seafood and game). Ordered the Bruschetta and Grilled Calamari to share, a couple orders amongst 7 people. The Calamari was done well, flavourful and the seasoning not too overpowering. The bruschetta could have been better though, the bread should have been toasted more because when I bit into it it seemed a bit stale. Quite a number of people from my group had the french onion soup, and they all declared it to be delicious, it looked very appetizing. For my main I had the filet mignon wrapped in bacon with mashed potatoes and medely of grilled mushrooms. The filet was very tender, however I was disappointed to see that my medium-rare was more of a medium-well. The mushrooms were fabulous though, full of flavour and not too salty. For dessert I had their four fruit pie, which was quite a disappointment for me. It sounded appetizing, but tasted more like a fig newton. It wasn't a fresh fruit pie, but more like a pie made with dried fruit.
All in all it was quite a good experience, the price was not too expensive, the wait-staff was very helpful and attentive, and if you are going with a group of four or more there is an online coupon for 15% off food items. It's quite popular as we found out, the restaurant was pretty much full from when we got there at 7 until after we left at 10.