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  • 55 Rue Saint-Jacques, Montréal, QC H2Y 1K9, Canada
    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.
  • 1499 Avenue Laurier E, Montréal, QC H2J 1H8, Canada
    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
  • 624 Connaught Dr, Jasper, AB T0E 1E0, Canada
    Opened in 2005, the Jasper Brewing Company was the first brewpub within a Canadian national park. It is now a local’s staple hangout. Seven different beers—like the Rockhopper IPA and Honey Bear Ale—are brewed on location, so make sure to order a brewery tour along with a fresh pint. The food menu is pub fare with a special flare to help bring out the flavors of the beer. The brewpub, open daily from 11:30am to 1:00am, is child-friendly, too, as the venue is divided into two, with both a restaurant and pub. Beer from $5.50. Contact 1-780-852-4111.
  • 1196 Voie Camillien-Houde, Montréal, QC H3H 1A1, Canada
    Not unlike the Eiffel Tower in Paris or the Empire State Building in NYC, the Mont Royal acts as a natural landmark for orientation-challenged travelers. The “mountain” (some would call it a big hill) overlooks the entire city and offers unparalleled panoramas of downtown and the Eastern Townships south of the city. The entire mountain is actually a city park, with many things to do besides admiring the view: tam-tam jams, bird watching, cycling, forest treks—and even skiing, snowshoeing, ice skating, and sledding in the winter. Brownie points if you make it to the Kodiaronk lookout at dawn, in time to see the sun rise behind the skyscrapers.
  • 1300 Avenue Laurier E, Montréal, QC H2J 1H3, Canada
    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.
  • 84 Rue Saint Paul Est, Montréal, QC H2Y 1G6, Canada
    Let’s start with this. The province of Quebec produces over 80 percent of the world supply of maple syrup. You’re welcome. Which means we know our stuff; we know precisely how to use it, with what ingredients and in what quantities (that is, with everything and as much as possible). The Maple Delights shop is definitely for tourists to spend money, but that doesn’t mean that money won’t be well invested. Visitors can either opt for an on-the-spot treat, like ice cream, macarons (yes, you read that correctly), and even maple beignets, a traditional Québécois dish. Others can load up on take-away products like maple butter, all kinds of spreads, teas, and of course syrup. All of these can be gifts for your loved ones back home, or gifts for yourself—for absolutely no reason other than you being fabulous and in Montreal.
  • 312 R. du Square-Saint-Louis, Montréal, QC H2X 1A5, Canada
    The Carré Saint-Louis (also known as St. Louis Square) is one of Montréal’s most important literary streetscapes. Famed Québecois poets Émile Nelligan and Gaston Miron called this home. Brightly painted Victorian/Second Empire graystone rowhouses line the square—one of the best leafy spaces in the city. (It’s been called “the closest thing to a European neighborhood square you’ll find this side of the Atlantic” by the Project for Public Spaces.) A few blocks away is the fabled Schwartz’s Deli. Grab a “smoked meat” to go, then come here to chow down by the fountain, surrounded by trees and 19th-century façades. (The nearest subway is Sherbrooke station on the Orange Line.)
  • 8341-8351 River Road
    From mid-May through early October, an Asian-inspired street market springs up in the Lower Mainland on Friday, Saturday, and Sunday nights—and holiday Mondays, too. Just steps from the Canada Line’s Bridgeport station, the market also offers more than 1,000 free parking spots. Adventurous eaters can graze from 100-plus food stalls, serving everything from poutine and spiral-cut “potato tornado” on a stick to creamy octopus takoyaki (a circular-shaped Japanese snack). Finish with Mango Yummy’s shaved ice desserts or a box of Dragon Beard candy—similar to floss halva and spun sugar—to take home. Then, shop over 200 retail stalls or hit the carnival rides and live entertainment.
  • 24 Wharf St, Wellington, ON K0K 3L0, Canada
    Ontario has another wine destination, Prince Edward County, affectionately named “The County.” This cluster of towns, about 2.5 hours east of Toronto, is home to some of Ontario’s best wineries. But never was there a great place to stay until summer 2015 when Jeff Stober, the hotelier behind Toronto’s stylish Drake Hotel, opened a rural clone, the Drake Devonshire. It’s the ideal retreat for travelers wanting their Drake by Lake Ontario. Once a 19th-century foundry, the building is now a contemporary farmhouse-cottage, decked out with 11 individually-designed hotel rooms and two suites in the quaint town of Wellington. The property offers coziness all year round in the communal living room and out back over a lakeside fire pit and s’mores. Guests can hang in the barnlike Pavilion for musical performances, sommelier seminars, seasonal events, or just to gawk at the floor-to-ceiling mural by Brooklyn artist FAILE. It doesn’t hurt that Sandbanks Provincial Park—known for its 60-foot sand dunes—is practically the backyard of the Drake Dev.
  • 505 College St, Toronto, ON M6J 2J3, Canada
    Bar Raval looks ordinary from the outside, but inside, the sinuous lines of the floor-to-ceiling mahogany woodwork—bar, walls, window frames—instantly bring Gaudí to mind. Created to mimic the spirit of Barcelona’s pintxos bars (in addition to the Catalonian influence of the decor, platters of food are laid out on the bar, as is the Basque pintxos tradition), the space is often packed. In the mornings, patrons sip lattes and enjoy doughnuts finished with a lick of chocolate and spiced hazelnut.
  • 794 Dundas St W, Toronto, ON M6J 1V1, Canada
    Suddenly, grub that is both Chinese and Jamaican is a thing. Chef Craig Wong, third generation Chinese-Jamaican himself, has taken over a Dundas West space and done quite the number on the local dining scene, turning out a cuisine of his own that manages to encapsulate all that is Toronto. Pick from eats like the Jamaican patty double down — chef’s take on the famed KFC number — and the dirty fried rice with red sausage and peas. For a small group, go with the so-called Whole Shebang and test out Wong’s take on jerk chicken. Dinner can be reserved, but if you’s aiming for brunch, be there when the place opens and tuck into the Hong Kong-style waffles and the luscious maple butter French toast.
  • 170 Rue Saint-Paul O, Montréal, QC H2Y 1Z7, Canada
    Montreal’s very own Prince of Darkness is best known for his mastery of soft, buttery black leather and his play with textures and details such as zippers and horse hair, but he’s expanded his recent collections into a less gothic and more widely accessible styles that have even branched out into color ¬– albeit dark browns and blues. The women’s wear designer has created collections for off-the-rack store Bedo, but to get a real sense of his unique vision and approach to form, best head down to his sleek boutique on chic Rue Saint-Paul in Old Montreal. Here you’ll find statement pieces to be worn to your next gala as well as rugged wear you can integrate into your everyday.
  • 2490 Rue Notre-Dame Ouest, Montréal, QC H3J 1N5, Canada
    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.
  • 698 Eau Claire Ave SW, Calgary, AB T2P, Canada
    A two minute walk from the bustle of downtown Calgary, Prince’s Island Park—which is surrounded by the Bow River—is home to festivals all summer long. The Calgary Folk Music Festival and 52,000 of its closest friends rock and/or folk out on the park the last weekend of July.
  • 34 Avenue Fairmount O, Montréal, QC H2T 2M1, Canada
    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.