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Mount Royal Park starts at the edge of the city just beyond the McGill campus and runs alongside neighborhoods like Plateau before rising to the top of 764-foot-tall Mount Royal (Mont Réal), the hill that gives the city its name. The twisting roads and paths of this crown jewel of Montréal’s park system were initially laid out by Frederick Law Olmsted, who also designed New York’s Central Park. While Olmsted’s plan was not followed in all its details, the final result was true to his vision of a woody park that takes advantage of the site’s hilly topography. There are two belvederes with views of the city skyline and the St. Lawrence River, and one of Montréal’s iconic landmarks, a 103-foot-high cross, sits at its northern end. The park is most popular in summer, but residents flock here in every season, to enjoy the colorful foliage in the fall and the cross-country ski trails and toboggan runs in the winter.

The Rosedeer Hotel is one of the first buildings you see in Wayne, sitting squat on a narrow piece of land between the railroad tracks and the hills behind. It looks like a movie set, and has been. Running Brave, Shanghai Noon, and In Cold Blood were shot here along with numerous commercials and music videos. A ten-gallon hat riddled with bullet holes wouldn’t look out of place. Don’t expect fancy cuisine—burgers are the norm, and if you want a steak, you’ll be delivered the meat and instructions on how to use the BBQ out back. But people don’t come for the food. Wayne is an authentic Western outpost, built before the road and at one time a thriving town, thanks to the nearby Rosedeer Coal Mine. People come in now for photo ops, for a chance to see one of the few remaining holdouts of the Wild West, and because the 100-year-old hotel and adjacent saloon are said to be haunted. But owner Fred Dayman, who was born and raised in the hotel, won’t talk about it. Book a room, if you dare, and find out for yourself.

At the Big White Ski Resort there is more to do than ski and snowboard which is especially useful to know when you’re not a skiing Canadian like myself. Instead of hitting the slopes there are snowshoe excursions, ice wall climbing, sledding with inflatable tubes, ice skating, sleigh rides, dog sledding, and, even more importantly, delicious restaurants and bars full of beer and locally produced wine.

Whistler Blackcomb receives lots of press about its big-mountain features, but the resort offers plenty of terrain for every family member and skill level. The Whistler Blackcomb Snow School, among the best in North America, is great for both seasoned skiers and kids as young as toddlers. Even tweens and teens can enjoy small-group lessons, which offer equal parts socializing and instruction in the terrain parks and beyond. Welcome on the Whistler and Peak 2 Peak gondolas, non-skiers will have the village to themselves during the day. When back with their group, they can hang at one of the more than 25 on-mountain restaurants.

Pizzeria Antico’s Italian decor couldn’t be more bella, from the distressed chairs to the white marble bar to the vintage road bicycle perched above the open cucina. Flatbread aficionados will find familiar fare such as the Margherita, funghi, and quattro formaggi along with house-made pastas like gnocchi di Antico. The gnocchi, made with Pemberton potatoes grown nearby and dressed simply in a garlicky tomato sauce, are absolutely sublime.

It may not have the design flair of the nearby Magasin Général Bélangermartin, but this home ware store on Rue Dante is beloved citywide for its amazing selection of appliances, cooking tools and all-around useful stuff. Whether you need a meat cleaver, a new Le Creuset or an old school pressure cooker, you’ll find anything you need in the cooking department and more (there’s even a firearm counter dedicated to hunters). It’s become a true neighborhood social club over the years; manager Elena Faita-Vendittelli (mom to Stefano Faita, of the nearby restaurant Impasto) hosts popular cooking classes at the neighboring cooking school, Mezza Luna.

The worldwide success of this Montreal-born leather goods brand, which now has stores everywhere from Paris to Tokyo to Hong Kong, is no secret: m0851 bags are beautifully crafted here in the city by artisans who have worked for the Mamarbachi family for decades. The no-sweatshop mentality surprisingly doesn’t equate excessive prices, and the best thing is, these bags are designed to last, made in materials that change and improve as they age. Every year brings a new palette of beautiful earthy colors, and in addition to the bags and travel gear, there are coats and clothes perfectly suited to any Canadian season. This is the flagship location, but you’ll find three other sales points within greater Montreal.

Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.

Routinely crowned the city’s top seafood restaurant, Blue Water Cafe is also among the continent’s best. After honing his skills at Michelin-starred restaurants in Europe, executive chef Frank Pabst opened this Yaletown classic to marry fine-dining techniques with local, sustainable ingredients. Eventually, the restaurant became a founding member of the Ocean Wise program, which helps consumers make ocean-friendly seafood choices. When visiting, you can belly up to the bar—which boasts more than 200 whiskeys and 1,000 wine labels—or reserve a table in the elegant brick-and-beamed dining room, housed in a heritage warehouse. Come summertime, however, you’ll want to head straight to the patio for sushi and premium sake. Fancy a splurge? Go for the seafood tower, which showcases the bounty of British Columbia.

In a city like Houston, which is bursting with international flavor, it’s not difficult to find fantastic Indian food. But Anita Jaisinghani, co-owner of the beloved Indika, serves up the best of the best with Pondicheri. The menu here revolves around unique takes on India’s street foods, including pakoras and a daily selection of samosas. In terms of main dishes, the best way to sample what’s being offered is by getting the vegetable or meat thali—a daily selection of dishes and sides perfect for sharing. Other standouts include desi fries (French fries dusted with Indian spices), naan with roasted garlic, and fresh-baked cookies.

Heritage Park’s antique steam train thunders through the Living Historical Village, giving the park a sense of place in time that deepens the experience for visitors young and old. History comes alive on two wheels at Heritage Park, though numerous other attractions shed light on Canadian history from as far back as 1860. Many of the park’s exhibits are interactive, while the guides and costumed interpreters are knowledgeable and approachable. Still, it’s OK to admit that you came out West to put on your conductor’s hat.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

Set high above the St. Lawrence on Cap Diamant, overlooking Old Québec, this imposing yet inviting landmark is as much a lodging as it is a tourist attraction, borne out of its reputation as the most photographed hotel in the world. Opened in 1893 by the Canadian Pacific Railway to drum up luxury riders for its trains, the castle-like Fairmont Le Château Frontenac feels every bit as grand today as it must have when Roosevelt and Churchill secretly hatched plans for the invasion of Normandy here in 1943—and it continues to be the hotel of choice for A-list celebrities and other notables. A $75 million renovation in 2014 updated the 611 rooms with a more contemporary feel, draping spaces in chic furnishings and soothing shades of gray and cream, plus butter-yellow or soft turquoise accents. The spa features seven treatment rooms adjacent to an indoor pool, whirlpool, steam rooms, and a gym, but the hotel has become a destination for its food: Champlain restaurant is helmed by acclaimed young chef Stéphane Modat and offers a modern take on Québécois cuisine alongside magnificent views, while 1608 Wine & Cheese Bar highlights local wines, cheeses, and charcuteries.

The Evergreen Brick Works, a reclaimed quarry in the lush Don Valley, is a showcase for sustainable and green living, as well as for urban design. A community has been established in this once-derelict industrial site and former landfill. Toronto’s largest farmers’ market sets up shop on Saturdays, and spotlights food from all over the province. On Sunday, the market shifts its attention to crafts. A full schedule of activities and diversions make this a perfect weekend escape: There’s a children’s garden (with weekly programming), bike trails and rentals, and a hike that leads to a rewarding view of the city’s skyline.

This perennially popular bakery and sandwich spot can feel somewhat out of place. With its cozy atmosphere in a plant-filled space, and its menu of warm panini, delicious sandwiches on artisanal breads, generous salads, and perfectly executed pastries, it is the sort of restaurant you’d expect to find in one of Montréal’s cooler neighborhoods. Instead, it’s in the heart of Old Montréal. That is a definite plus for travelers visiting the city’s historic sights. It also means, however, that there is a lunch-hour rush when nearby office workers vie for tables. If you can plan on an early or late lunch—you’re on vacation, after all—you can avoid the worst of the crowd. Olive et Gourmando is open from 9 a.m. to 5 p.m., so if you are looking for a place for dinner, the same owners are behind the new Foxy (in the Griffintown neighborhood), which is quickly proving as popular as their first restaurant.