Having read through the Canada comments.... I'm an American that goes to Montréal often. I've used my ApplePay in Montréal at pizza places, drug stores, supermarkets, ... you name it. My preferred card even in Canada is American Express. (If you use the right Amex Card there is no exchange surcharge.)
Amex is accepted at Apple (of course), Starbucks, Canadian Tire, Rogers, Telus, most restaurants, gas stations, Air Canada, the list goes on. Yes I've run into a few places like LoBlaws, IGA, Pharmaprix ... that do not take Amex. I would have to say that around 25% of the time I need to use my Apple Pay with a Visa card. C'est la vie.
The interesting thing to note is that the limit on NFC payments including Apple Pay, varies by merchant. IGA only allows NFC up to $100 CDN, the local butch shop had no limit (didn't try over $300 though).