The Hamilton location is super easy to find. Once you get off the Lincoln Alexander Parkway, turn left onto Paramount Drive and you’ll see it on the left at Paramount Drive and Upper Mt. Albion Road. I’ve been to this location a few times, mainly because my parents love it and it’s a trustworthy franchise. I’ve steered away from chain restaurants recently, but Milestones is an exception. The exterior is sophisticated and modern with a large patio area, complete with a bar and fireplace. Inside, you’ll find elegant black and white décor, a beautiful bar/lounge area, and a glass wall on the far side of the restaurant to watch all the action in the kitchen. In the main dining area, there are a mixture of booths and tables throughout. The atmosphere is casual yet classy and the mood varies. Sometimes it could be quiet, calm, and relaxing, other times when it’s busy, it’ll get lively.
787 Paramount Drive, Hamilton | Facebook | Twitter | Instagram | Website | Menu | Map
During my last visit (end of May), I noticed they redesigned their menus (graphically). I’m not sure if they added new menu items but I was too distracted by the typography. It’s a refreshing design that’s still classic by adding a bit of fun through different typefaces. Wait… do you even care? This is a food blog… onto the food!

Our table ordered Ahi Tuna Tacos, 10oz. Prime Rib, Pesto Chicken Penne Asiago, Portobello Mushroom Chicken, and a bowl of Mushroom Soup. The seared pepper-crusted Ahi Tuna was light and complimented the fish well. However, the taco was overflowing with cilantro lime slaw with only 2 slices of tuna on each taco. At $16 for two tacos, I’d expect to see a more tuna. It was also seasoned with a light hand.

The Prime Rib looked magnificent on the plate but it was a huge let down My mom toughed it out because she hates wasting food. She’d rather eat it than see it get tossed in the trash. The cut of meat just had a lot of connective tissue that made it chewy. The yam fries were delicious though! We always substituted our sides with their yam fries because they’re the perfect size with the best crisp. The Pesto Chicken Penne Asiago ($17.75) was creamy, peppery, and luxurious. Asiago is a medium to strong cheese but it didn’t overpower the dish at all. There were a lot of strong balanced flavours with the right amount of seasoning.

My dad’s Portobello Mushroom Chicken was alright, nothing special. It’s a simple dish for those who enjoy a light, classic meal. Lastly, my grandma ordered a creamy mushroom soup. My grandma loves salt and salty foods but the soup was too salty even for her. Instead of sending it back and seeing it go to waste, she mixed the noodles from my dad’s Portobello Mushroom Chicken dish and finished her soup. She basically used her soup as a sauce for the noodles, perfect solution!

At the end of our meal, my mom mentioned to our waitress that the Prime Rib was disappointing. Our waitress was very sympathetic and immediately told her manager. The manager came to find out if my mom wanted another dish because she didn’t want my mom to leave hungry! She was super thoughtful and offered my mom to take home some dessert, so we ended up doing that! I appreciate it when the staff go above and beyond to make sure their customers enjoy their meals – that’s why we keep coming back. Their food is reliable and you’re able to enjoy your meal in a comfortable environment. They’ve got an interesting menu with a variety of dishes. Meals here cost a bit more than your average restaurant but they also explore and create dishes that are familiar yet interesting.
And I still haven’t tried their signature Bellini’s! I will… someday. I also noticed that they serve Walter’s Caesar! It’s a delicious cocktail to try out if you’re ever in the mood for a spicy fresh blend.