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The province of Quebec is notorious for its quaint, picturesque villages. The compact forests and the thousands of lakes in the Laurentides region certainly make for the picture-perfect Canadian postcard, including the beautiful lakeside chapel in Saint-Alphonse or the wholesome locals of Old-Town Saint-Sauveur. On the other hand, the rolling hills of the Eastern Townships are as bucolic as it gets: villages like Hudson, with its gourmet market, microbrewery and century-old houses have a slight England feel, as does nearby Sutton. However, the ultimate wintery escape from Montreal surely is Quebec City, with the snow-capped Château Frontenac, 400+ year old historic center and festive winter Carnival every February.

You’ll want to spend hours in this cheerful second-floor boutique, trying on everything in sight with the help of the knowledgeable staff. The unique collection of goodies includes Montreal fashion brands like Pajar alongside international favorites including Citizens of Humanity, James Perse, J Brand and Free People. The seasonal lookbook is casual, sophisticated, adaptable and fresh, with a focus on natural, flowing textiles and muted colours, with a few punches of high-octane hues. The accessories collection alone is worth the trip, especially the handbags.

Did you know this is a Montreal-based brand? This menswear maker, specializing in shirts and suits hip professionals actually like to wear, has conquered indie circles all over the world with its web store, but over the past couple of years it has also opened flagship stores in Vancouver and Toronto. The Montreal store was the original, though, and you can soak up that cred in a stylish wood-and-iron shop on Mile End’s Rue Saint-Viateur. You’ll find Frank & Oak’s signature check shirts in both long- and short-sleeve, as well as suits and accessories like ties and a beautiful range of house-designed bags, whose combination of rugged canvas and thick leather has made them a favorite among women, too. Photo: Jocelyn Reynolds

Where in Montreal can diners hope for an affordable meal that isn’t drenched in oil or entirely free of flavors? At L’Gros Luxe, that’s where. This stylish neighborhood watering hole may look like a hip, Victorian-inspired and overall super cool place but the truth is that anyone is welcome; from ladies who lunch, young families who brunch or friends out to celebrate a birthday. Portions at L’Gros Luxe are smaller than a regular meal but bigger than tapas, and yet prices are always under $8 per plate. L’Gros Luxe strives to bring its customer the freshest, locally-sourced produce available, and the way they can afford to cut back on prices is by making literally everything in house - from sauces to veggie patties from scratch. Their poutine is quite a mouthful - tater tots, cheese curds, veggie gravy and green onions. A nice change, and something poutine aficionados should not deprive themselves from. Their legendary Ceasars, which are topped with a mini grilled-cheese, are simply mindblowing. And easy on the wallet.

In the middle of Montréal, walking up Avenue McGill College toward the Mountain, you can’t help but run into the 65-person polyurethane sculpture “La Foule Illuminée” (“The Illuminated Crowd”). Sculpted by Franco-British artist Raymond Mason, this public art has stood in front of the BNP/Laurentian Bank Tower since the mid-1980s. In the words of the artist: “A crowd has gathered, facing a light, an illumination brought about by a fire, an event, an ideology—or an ideal. The strong light casts shadows, and as the light moves toward the back and diminishes, the mood degenerates; rowdiness, disorder and violence occur, showing the fragile nature of man. Illumination, hope, involvement, hilarity, irritation, fear, illness, violence, murder and death—the flow of man’s emotion through space.” Get up close, eye-to-eye with some of the details, and you’ll see why this sculpture still generates both controversy and bemusement in the middle of this vibrant city.

Handily situated two minutes from the subway, and at the junction of three of the city’s most popular tourist neighborhoods, the Hotel Place d’Armes makes for an easy, car-free vacation. Situated in a beautifully restored stone building with intricate gargoyles, pillars, and oversize arcade widows dating back to 1870, it was originally the Great Scottish Life Insurance Company building. The rather masculine formal lobby gives way to plenty of cozy nooks and inviting couches, with a pool table on offer for those who fancy a game. Guest rooms feature original, exposed brick and stone walls, and the earthy natural palette is brightened by deep-red leather chairs and couches. The Place d’Armes has an easy upgrade policy, so it’s worth asking for one upon check-in; most guests will get an upgrade on request, depending on availability. Throughout summer, the hotel’s rooftop Terrasse is one of the city’s most popular outdoor hot spots.

The atmosphere alone in this Iranian restaurant is a wonderful introduction to any day. The sunny, high-ceilinged space on Avenue Laurier Ouest is decorated with nice wooden furniture and traditional Middle-Eastern patterned pillows, for your ultimate comfort as you sip sweet mint tea served in small gilded glasses and decide what to order. Will it be the selection of flatbreads served with fresh herbs, nuts and fresh cheese? It comes with a selection of house-made jams like kiwi and passion fruit or orange blossom. The “omelets” are also very special – they’re actually scrambled eggs mixed with ingredients such as feta cheese and dill. Photo: Frédérique Ménard Aubin

This place is nothing short of a local institution. Bo-Bec has served countless cones and ice cream sandwiches since it opened in the late 1980s, but the owner never changed the warm, genuine smile he offers every customer who walks in. And that makes all the difference. Bo-Bec doesn’t serve just any ice cream. Everything is handmade, and about half of the flavors available at the counter are original concoctions, be it maple nougat or rose water strawberry. They even have vegan ice cream! The perfect spot for a post-dinner treat or to take away and eat in the massive park around the corner.

Chef Chuck Hughes’ first flagship restaurant remains one of the best good-time spots in Old Montreal, featuring a blackboard menu full of seasonal dishes and insane cocktails. The Caesar is a must-try and comes with a salad’s worth of vegetables and a whole snow-crab leg sticking out of a monster mug. After feasting on lobster salad, short ribs with cauliflower mash, or pan-fried sea scallops with carrot butter, hang out in this dimly lit joint and watch the night turn into a party, with the drinks flowing and the music thumping louder and louder as the cooks and waiters from nearby restaurants file in after their shifts.

If you only have a day in the city, go to Mont-Royal park for the views. But if you have more time, I strongly suggest you also visit Laurier Park, just a stone throw’s from Laurier metro station. It’s the park Montrealers enjoy the most. Mature trees, beautiful architecture in the surrounding streets and tons of take-away restaurants nearby (not to mention free wifi) make this park incredibly popular from early March to late November, from the first to the last rays of warm sunlight. It really is a great place for a picnic, for a tanning session or even an impromptu volleyball game.

The cute pun of the name (“chouchou” means “favorite” in French) will give you an idea on the appealing collection within this Rue Sherbrooke shoe store. They carry some standard brands, like Stuart Weitzman, but also a bunch of unusual ones that it’s nearly impossible to find in Montreal, such as Ash, Neosens and Barbara Milano. They specialize in Italian designers, and feature a wide range of shoe, from the most vertiginous stilettos to totally wearable – yet chic – walking shoes. The prices are reasonable to boot, which is always a nice surprise in this neighborhood.

What started out as a crazy musing during a family dinner has turned out, surprisingly, to be one of Montreal‘s most appreciated establishments. Indeed, when Francine Brûlé mentioned that she was thinking of taking on a new project, nobody could predict the huge success Les Enfants Terribles would be become—not even her. And yet, with the help of chef Guillaume Daly and partner Serge Bruneau, this Outremont eatery is now a frequent hideout for the cool, hip, urban youngsters of Montreal. It’s a place where people go to see and be seen, but most importantly, to have a good time. Les Enfants Terribles revisits the classics of French cuisine, all while crafting innovative dishes with a festive, flavorful, and unorthodox touch. For example? Chorizo corndogs, gouda mac’n’cheese, shepherd’s pie with truffle oil, and a coco pana cotta. I have visited this restaurant many, many times and not once was I disappointed.

Perhaps due in large part to the city’s notoriously harsh, never-ending winters, Montrealers have a profound appreciation of their green spaces, always jumping at the chance of spending a couple of hours outdoors, basking in the sun. The Mont-Royal Mountain is the most popular, however, simply by its size (529 acres!), its fabulous views over the city and its architect — Frederick Law Olmsted. Parc Lafontaine and Parc Sir Wilfrid Laurier are also local favorites, where sunbathers, young families, BBQ-ers and joggers mingle happily, enjoying every minute of the all too short summer months. The two parks are located near delicious take-out counters (Ma poule mouillée and Lapin pressé, respectively) making it a perfect pique-nique opportunity.

Almost unchanged since 1912, the Théâtre Corona (Corona Theatre) in Little Burgundy was built to host showings of silent films accompanied by live music and comedy shows by local troupes. You can still find an orchestra pit and the original dressing rooms under the stage, but since the late 1990s—after coming close to demolition—it has served mainly to host live music, by acts like Buck65, La Roux, and Arcade Fire. The heritage décor, with painted ceiling, gilded columns and heavy jacquard brocade curtains, and the relatively small capacity for 700 spectators, make this a singularly intimate place to see a show. The best sightlines are from the balcony, but there’s nothing like the feel of a smooth wooden dance floor beneath your soles.

Wilensky’s is sort of an institution in the Mile End. Family-owned since its opening in 1932, the place is famous for its extremely cheap snacks, no-nonsense approach, and retro decor. Pressed tin ceiling, Kik Cola clock, ring-up cash register, old-fashioned soda fountain—this place sometimes feels like a time warp or, at the very least, a museum. Perhaps what makes Wilensky’s so special is, incidentally, the Special ($3.90): “All-beef salami with all-beef baloney grilled to mouth-watering perfection on a tasty roll with a hint of mustard.” But don’t try to change anything in it—the owner, Ruth, will not have it. The Special is what it is, and no amount of money will make Ruth change it. Hell, she even wrote a poem about it: When ordering a Special, you should know a thing or two. It is always served with mustard; it is never cut in two. Don’t ask us why; just understand that this is nothing new. This is the way that it’s been done since 1932. Amen to that.