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Johnny's Pizza is an affordable place with tasty pizzas. You can try their panzerotti, as they are excellent. Forage Restaurant is a beautiful restaurant that offers both Canadian and Asian food. Suggest grilled calamari or beet and goat cheese salad, as they are unique and tasty.
Steakhouse 63 has a cozy and romantic atmosphere, which is perfect for your date. There is a wide choice of steaks, seafood, but also vegetarian-friendly food. It is considered one of the higher-end restaurants in Orangeville, which makes it perfect for a fancy date. Eat Like Sabby offers Mediterranean dishes so you can head there for lunch or dinner.
The Barley Vine Rail is an excellent place to visit after a theatre date. It is very close, so hop in for dinner and drinks. Service is unique, and so is the interior. It is an excellent place to discuss theatre and has a chit chat with your date.