Good news from the rugelach wars: Winnipeg has a substantial Jewish population and at least one bakery that offers rugelach.
Now, I don’t live in Winnipeg, but I pass through twice every year on family visits. If you find yourself in Winnipeg and in need of rugelach, give the good folks at Gunn’s Bakery (Est’d. 1937) a call. If you get there early enough, you can even buy cinnamon buns sans raisins.