Best Date Night Restaurants in Oakville

Initially I was reluctant to go here since it is a hotel restaurant but the weather was not good so we went. Good choice! My wife got the burrata caprese salad and I had mushroom and black truffle soup. The caprese was delicate and the soup was rich and perfectly prepared. For main courses my wife had la classics lasagna napoletana, which was firm and deeply meaty, quite delicious. I had the tagliatelle don Alfronso, which was to die for. The sauce with their home grown tomatoes was exquisitely sweet and the home made pasta perfect. I’m of Italian ancestry and have been eating Italian food my whole life and I cannot recall something this delicious, even when we’ve been in Sorrento. The service was attentive and helpful and the owner interested in our thoughts. Highly recommended.

I have been wanting to go back to Annie gunn’s for years and we finally made it and it was well worth the wait! Every meal was exceptional, our service was the best I’ve had in a long time, and the wait times for each course were perfect (we did app, entrees and dessert). I cannot wait to go back!

We had an incredible dining experience! Justin was super thoughtful. He knew we were splitting one of the meals and had the kitchen do two separate plates. He brought out a special drink for our 21yo birthday as well as let them pick a dessert! We love Olive + Oak! Justin was the perfect server for us!

No negative comments at all. Server was very friendly and personable. Food quality and temp and cooking was excellent. Presentation good. Wine options by the glass was limited but choice was good. Would highly recommend

Great place! We have been there twice now. Our last time was with our children during the snow storm. They were open, serving amazing food and took great care of us on a night when no one was open and all I wanted was some good food and wine. My kids ate the pizza and I had the most delicious pasta. Thanks for being open.