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  • 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.)
  • 3735 Capilano Rd, North Vancouver, BC V7R 4J1, Canada
    This 27-acre attraction in North Vancouver gets the heart racing with a suspension bridge that bounces 230 feet above a forested river gorge. Even more spectacular, however, is the Cliffwalk, a labyrinth of walkways along the granite flank of the valley. Get a bird’s-eye view of the area during the Treetops Adventure, a canopy expedition through the upper tiers of 250-year-old Douglas firs. The experience doesn’t come cheap at $46.95 per adult, but it does include free shuttle service from downtown and mini-tours that cover the flora, fauna, and First Nations involvement in the park. From late November to late January, Capilano strings holiday lights around the canyon and decorates the world’s tallest living Christmas tree.
  • 6400 Nancy Greene Way, North Vancouver, BC V7R 4K9, Canada
    Part of the North Shore mountain range, this 4,039-foot peak offers jaw-dropping views of the city. It’s busiest in the winter, when four chairlifts service 33 ski runs, but remains popular in the summer thanks to the steep, 1.8-mile Grouse Grind hiking trail. Those wishing to skip the sweat can ride the gondola to the summit—the ticket price includes access to lumberjack shows, the grizzly refuge, and guided eco-walks. Pay extra to zip-line, throw axes, or ascend Eye of the Wind, the world’s first and only wind turbine with a viewing pod. Afterward, hit one of the eateries like the self-service Lupins or The Observatory, which serves upscale West Coast cuisine.
  • Thatch Hill Rd, Ocho Rios, Jamaica
    With a 20-foot waterfall, a deep turquoise pool, and underwater caves, the Irie Blue Hole is a special find. You’ll need to hire a guide in nearby Ocho Rios to bring you up the mountain to explore this off-the-beaten-track place, but it’s one of Jamaica’s most stunning swimming holes. The lush setting, surging blue waters, and options for cliff-jumping will keep you there for hours. This gorgeous blue hole is now attracting more visitors, but it never feels too crowded. Yet!
  • 39221 Woodward Ave, Bloomfield Hills, MI 48304, USA
    On the first Friday of each month, Cranbrook’s Science Institute is open free after 5:00 p.m. It’s a chance to roam with dinosaurs, gaze at stars through powerful telescopes, chill out in the ice age exhibit, learn more about the history and cultures of American Indian peoples, dig into anthropology, study minerals, and better understand water—amongst a few other things! It’s a diverse collection of learning experiences unlike any other place in Michigan. It’s remarkably hands on, and, while targeted at children, incredibly fun for adults as well.
  • 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.