Visit Montreal in the winter, and expect freezing temperatures with a dose of hockey and history. We’re talking 1°F or way below-zero Celsius. Bring fur, thick socks, plentry of outerwear, and waterproof everything. I personally owe my survival to my leather, sherpa-lined L.L. Bean tall boots—stylish and, frankly, non-negotiable. We arrived via train after a record-breaking 30-inch snowfall, a winter wonderland—cute but cold.