Shoes and boots are one of the few items where you have a ton of made in Canada options.
I’ve gotten pairs from a few different brands and the stand out value is the WM. Moorby line by Canada West. My set haave been durable, and look as good as boots I’ve bought at twice the price. They aren’t cheap ($300+) but they can be resoled so they should last roughly forever.
I have a pair of WM Moorby boots from Great West, they are excellent, probably 5 years old and still look and feel great. Highly recommend if you can afford them.