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  • 4282 Mountain Square, Whistler, BC V0N 1B4, Canada
    Whistler Blackcomb doesn’t do anything small, so it was no surprise that Whistler Bike Park quickly emerged as the global go-to, lift-access, downhill-biking destination. The park even has its own massive festival, Crankworx, a 10-day rock-hopping frenzy every August. Walking among the armored throngs rolling their studded-tired bikes toward the lifts, you could forget that it snows here at all. Any thoughts of summer being the off-season have vanished. You don’t have to be a millennial—though it helps—to get dirty here; there are more than enough green and blue runs to provide a serious rush for youngsters and boomers. Sign up for the park’s outdoor clinics for critical insights into your technique.
  • Gastown, Vancouver, BC, Canada
    The Gastown neighborhood dates back to the Victorian era when “Gassy Jack” Deighton opened a saloon in a burgeoning sawmilling settlement. Now its grand heritage buildings—in Romanesque, Edwardian and Victorian Italianate styles—and brick-paved streets are home to art galleries, design shops and stylish eateries. Don’t miss the statue of the storied tavern owner in Maple Tree Square and Water Street’s famous steam clock, built in 1977, which sounds off every 15 minutes.
  • 200 Rue Saint-Paul O, Montréal, QC H2Y 1Z9, Canada
    If you grow tired of tasting your way around menus of typical Québecois dishes, Stash Café is an appealing alternative in Old Montréal. This budget-friendly Polish restaurant has the feel of an inviting tavern, with seating in old church pews. The menu consists of Polish favorites: perfectly prepared pierogis, kielbasa, and hearty borscht. If you are in Montréal on a gray winter day, it’s a menu that will warm you up before you bundle up again to continue your sightseeing.
  • 1105 Avenue Cartier, Québec, QC G1R 2S6, Canada
    A little beyond the city walls, and just a few blocks from the Musée National des Beaux-Arts de Québec and the Plains of Abraham, Avenue Cartier offers a different shopping experience than what you’ll find in Old Town. This is a part of the city more popular with locals than tourists, and instead of shops selling sweatshirts with moose and maple-leaf designs, you’ll find upscale stores and boutiques. The street is also known for its dining and nightlife options, offering a wide selection of restaurants, pubs, and bars where you can take a break from the hard work of shopping.
  • 168 Rue Saint-Paul O, Montréal, QC H2Y 2Z7, Canada
    Le Petit Hotel is housed in a former leather merchant’s building that dates back to 1867 and boasts original stonework arches and pillars at its entrance. Truly a “petit” hotel, its 28 rooms are spread across four floors and divided into S, M, L, and XL. Although it’s small, the hotel packs a stylish punch, mixing century-old exposed brickwork and stone with funky hardwood floors and modern-day luxuries—from free Wi-Fi and iPod docks to platform beds and multi-jet massage showers. In the guest rooms, splashes of bold, sunny orange and black accents create a contrast to the fresh white walls. Situated in the heart of Montreal’s fashionable Old Port area, guests are just steps from much of the city’s best shopping, dining, and art.
  • 59 Rue Beaubien E, Montréal, QC H2S 1R1, Canada
    This homely but homey little spot tucked away on Rue Beaubien makes an all-day breakfast that draws people from afar every weekend, and locals every day of the week. Saddle up to one of their handful of tables for their variety of eggs Benedict, all served with tomatoes fresh from the nearby Marché Jean-Talon and golden, chunky home fries. Or if you’re in a lunchy mood, try the BBLAT sandwich: brie, bacon, lettuce, avocado and tomatoes pressed together into an answer to your stomach’s prayers.
  • 1100 Rue de la Montagne, Montréal, QC H3G 0A1, Canada
    Parisian Brasserie dining, and a few hundred bottles of good wine standing sentinel for good measure. It didn’t take me long to get used to afternoons and evening at La Coupole. I had an equally delightful time at breakfast; a bit of yogurt and granola, some bread and cheese, and NHL highlights from the night before. I’m a simple guy, what can I say. Fine dining, good wine, and hockey fights go together like PB&J. In my book, anyway.
  • 1609 14 St SW, Calgary, AB T3C 1E4, Canada
    With five locations and a well-organized in-store digital database, the friendly staff of family-run Fair’s Fair used bookstore can easily find what you’re looking for, and they have the best selection of popular and hard-to-find books in the city. The cavernous basement of the Ninth Avenue location is for anyone who’s more interested in the journey than destination. They also offer cash for books you want to sell, or twice as much as in-store credit.
  • 6 Powell St, Vancouver, BC V6A 1E9, Canada
    A clandestine spot to imbibe in Gastown, the Diamond is the speakeasy when you’re in Vancouver. Bar none, one of the best bars I have been to on recommendation from Nathan at Judas Goat. They will make you anything here, like a tasty pisco sour. Plus, they give you these really cute glasses with flowers on them. We didn’t try the menu, but if it’s anything like the drinks, I’ll be returning for a meal.
  • 50 Gladstone Ave, Toronto, ON M6J 3K6, Canada
    IndexG B&B was an art gallery before the owners renovated the second floor into a four-bedroom bed and breakfast. Housed on a sleepier stretch of Gladstone Avenue but close to the action of both the West Queen West and Parkdale neighborhoods, this family-run B&B offers affordable rooms and minimal amenities. Art is displayed throughout the hotel, and it is all available for purchase. With much to do in the area, this is a well-located hub from which to discover the best of Toronto.
  • 1037 Rue de la Chevrotière, Québec, QC G1R 5E9, Canada
    A good start to your visit to Québec City is a stop at the Observatoire de la Capitale, just past the Parliament Building. The observation deck on the 31st floor of the Marie-Guyart Building stands 725 feet high and offers 360-degree views of the city. From here, the highest building in the city, you can get a sense of the lay of the land—Old Québec jutting out into the St. Lawrence River, Cap Diamant to its south, the Louise Basin marina and St. Charles River to its north. New signage added in 2016 provides cultural, economic, and historical background on the sights below. After you have surveyed the city, descend and explore it on foot.
  • Place Jacques-Cartier, Montréal, QC H2Y, Canada
    Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.
  • Mt Lemmon, Arizona 85619, USA
    On the northern edge of Tucson, you can drive through a condensed version of western North America’s ecosystem in about half an hour. On the way up the Mount Lemmon Highway (also known as “Catalina Highway” or “Sky Island Scenic Byway”), you traverse almost all of the different life zones you would encounter if you were to actually drive from Mexico to Canada: starting with the saguaro-studded Sonoran desert, up through grassland, junipers and oaks, pines, and finally a mixed-conifer forest with stands of aspen. You begin at about 2500 ft. and end up at almost 9100 ft. above sea level (about 760 to 2770 meters). In the summer, especially, southern Arizonans love this road: “thirty miles, thirty degrees cooler,” as the saying goes. When it’s 105 degrees down in the city, it’s a perfect 75 up on the mountain. In the winter, you can go skiing in the southernmost ski resort in the U.S.
  • 2491 Rue Notre-Dame Ouest, Montréal, QC H3J 1N6, Canada
    This Little Burgundy mainstay is the headquarters of chefs David McMillan and Frédéric Morin, the acclaimed and enterprising minds behind an evolving blackboard menu that has been known to feature smoked meat croquettes, house-cured ham with truffles, lobster spaghetti and horse meat steaks. The duo is known to do absolutely everything in-house, even brew their own beer and distil their own absinthe. Stroll down Rue Notre-Dame, past their other restaurant, Liverpool House, to the nearby Lachine Canal after an evening at this inviting space with vintage wooden chairs, leather banquettes and a permanent air of celebration.
  • 110 Rue Notre-Dame Ouest, Montréal, QC H2Y 1T1, Canada
    A church—or, at least, a small chapel—has stood on the site of the Basilica of Notre-Dame since shortly after Ville-Marie (Montréal’s predecessor) was founded in 1642. The current building, however, dates to 1829 and was constructed in a soaring Gothic Revival style. At the time, that aesthetic choice raised some eyebrows—Gothic designs were associated more with Protestant churches than Roman Catholic ones. (Perhaps the fact that the architect was an Irish-American Protestant didn’t help the situation.) Whatever initial resistance there was evaporated in the face of the beauty of the completed building. In the decades that followed, Gothic became the popular choice for churches in Canada of every denomination in large part because of Montréal’s basilica. In the 1870s, in what was perhaps a case of gilding the lily, the basilica became even more stunning when its interiors were painted in bright colors to resemble Paris‘s Ste-Chapelle.