Like a true New Englander, I’ve spent plenty of time in ski towns from New Hampshire to Vermont—and even a few in Massachusetts. I expected Quebec to feel different, but this Mont Tremblant ski trip surprised me with its quality and ease. Just a bit farther than Stowe, my usual stomping grounds, yet a completely different experience.

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.