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  • 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.
  • 550 Bayview Ave, Toronto, ON M4W 3X8, Canada
    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.
  • 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.
  • 145 Queen St W
    Opened in 2006, the Four Seasons Centre for Performing Arts right in the crux of downtown at Queen and University is a gorgeous forum for performances from the National Ballet of Canada and the Canadian Opera Company (COC). For those looking for a frugal experience, the COC holds free concerts most Tuesdays and Thursdays at noon, and some Wednesdays at noon or 5:30 p.m. in the Richard Bradshaw Amphitheatre. Though the National Ballet’s most famous performance is The Nutcracker, performed, of course, during the holiday season, the company also performs other family-pleasing ballets including Sleeping Beauty and Alice’s Adventures in Wonderland from time to time.
  • 550 Wellington St W, Toronto, ON M5V 2V4, Canada
    The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.
  • 946 Queen St E, Toronto, ON M4M 1J7, Canada
    Located in Leslieville in the East End, Swirl is in a small, converted apartment above a dog store in Leslieville. I love the decor here, from the tables made from doors or antique sewing machine bases to the artwork by local artists FAME. It’s a tiny place but it packs a punch. There’s no kitchen, so they have these amazing appetizers and desserts preserved in small Mason jars. Wine prices are affordable (and they have about three beers available now). On top of all of that, they host theme nights. For instance, you can watch Mad Men whilst sampling accurate cocktails from the era; board game nights; bubbly nights; and cinema Sundays. Suffice it to say, it’s one of my favorites. Warning: it’s tiny in here. Not meant for a big group, but perfect for a date.
  • 4320 Sundial Crescent, Whistler, BC V8E 1G6, Canada
    If you’re looking for accommodations that are more geared toward longer-term or family stays, check out Pan Pacific Mountainside. All 121 rooms include fully equipped kitchens—perfect for longer visits when you’ll need to cook the occasional meal for yourself. Suite sizes range from studios to two bedrooms, meaning there’s plenty of space to bring along the kids or travel in groups.
  • 801 W Georgia St, Vancouver, BC V6C 1P7, Canada
    This hotel is on our list of The 10 Best Hotels in Canada.

    Originally opened in 1927, Vancouver‘s Hotel Georgia was the celebrity haunt of everyone from Elvis and the Rat Pack to Errol Flynn and Katharine Hepburn. The hotel closed in 2006 for a multimillion-dollar restoration project and reopened as the Rosewood Hotel Georgia in 2011. Elvis may have left the building, but the old-school glamour remains—with a modern twist. The spacious rooms glow with a soft palette of warm gold, vanilla, and cocoa. Rain showers, heated marble floors in the bathrooms, and fine linens add to the hotel’s luxury appeal. The wood-paneled lobby buzzes with guests and locals en route to the acclaimed Hawksworth restaurant. The hotel has a large private art collection and there are pieces on display from founders of Canada’s modern art movement and famous international artists; the reverse-perspective Patrick Hughes piece opposite the reception desk is fantastic—walk back and forth to see the painting “move.” At the gleaming bar, guests can try the Hotel Georgia cocktail—a modern take on the original Prohibition-era recipe.
  • qathet Regional District, BC V0P 1P0, Canada
    This hotel is on our list of The 10 Best Hotels in Canada.

    One luxury of this wilderness retreat owned by the Klahoose First Nation is its location. Accessed via a 60-minute seaplane ride from Vancouver or 45-minute boat transfer from Lund, B.C., the resort is surrounded by more than 2,500 acres of Klahoose territory that the community has protected for centuries. Here, glacial waterfalls plummet down snowcapped mountains and evergreens border the Homfray Channel. The four lodge rooms and three cedar cabins all face the sea, where guests might glimpse humpbacks blowing at sunrise. Activities include Indigenous-led grizzly bear tours, wood-carving lessons from Klahoose interpreter Klemkwateki Randy Louie, and—perhaps the most meaningful experience—a participatory smudging and brushing ceremony around a fire.

  • 1150 Queen St W, Toronto, ON M6J 1J3, Canada
    Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

    But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

    When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.
  • 1709 Lower Water St, Halifax, NS B3J 1S5, Canada
    While modern Halifax has grown beyond its nautical roots, the 109-room waterfront Muir—a member of Marriott’s Autograph Collection of independent hotels and part of the city’s new $200 million Queen’s Marque district—offers a peek into its maritime past. In the lobby, walls of glass from an art installation glow like a lighthouse, and more works continue the theme throughout. Rooms are outfitted with midcentury modern–inspired furniture and custom-designed tartan blankets that nod to the province’s Scottish history. The restaurant serves Nova Scotia classics such as hodge podge, a hearty stew, and the hotel’s speakeasy BKS references the region’s rum-running past in cocktails like Her Majesty’s Displeasure.
  • 1214 Queen St. West, Toronto
    Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

    The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).
  • 1231 A Dundas Street West
    Tempt fate at the Monkey Paw’s Book-O-Matic machine, where for the price of a toonie you’ll be delivered an archaic tome in the vein of Elementary Arabic, Vol. 3. I’ll let you know how my studying gets on. The Monkey’s Paw is an eclectic vintage bookstore on Dundas with a collection of unique books, vintage maps, and bugs preserved in Lucite.
  • 405 Spray Ave, Banff, AB T1L 1J4, Canada
    This hotel is on our list of The 10 Best Hotels in Canada.

    Set in the UNESCO World Heritage-listed Banff National Park, the year-round Fairmont Banff Springs was the brainchild of Sir William Cornelius Van Horne, president of the Canadian Pacific Railway. On arrival at Banff, the tourism visionary made the canny observation, “Since we can’t export the scenery, we’ll have to import the tourists;” thus, he set about building a string of great railway hotels across Canada. The original wooden hotel that opened here in 1888 burned down in 1926, but was replaced two years later with the grander castle-meets-baronial-Scottish-hall structure that exists today. The public lobby spaces are vast, and there are countless nooks to curl up in with a book where guests will remain undisturbed. With its signature stone walls, turrets, and winding staircases, Van Horne’s gambit paid off: The Fairmont Banff Springs feels for all the world like an elegant and ancient castle, albeit one with all the modern conveniences.

    Rooms in the main building come with quirky period details such as chandeliers and crown moldings, while those in the Stanley Thompson Wing (the old staff quarters) are more spacious and a solid bet for families—who will also enjoy the kids’ club packed with activities such as campouts, science projects, and arts and crafts. The hotel also has 11 different restaurants, cafés, and bars, with the choices so diverse—from sushi, fondue, and Italian to Canadian steakhouse and southern U.S. barbecue—that guests are issued a food guide upon check-in to help them make the most of the hotel’s offerings. Of course, there are also a wide array of activities to help round out your time between meals, from skiing and rounds on the resort’s 27-hole championship golf course to downtime in the expansive Willow Stream Spa, which features indoor and outdoor whirlpools, a European-style mineral pool, and 23 rooms for therapeutic treatments.
  • 1 Old Lodge Rd, Jasper, AB T0E 1E0, Canada
    Opened in 1915 as Tent City—a string of luxury canvas tents along Lac Beauvert, with vistas of Whistlers Peak and Pyramid Mountain—the iconic Fairmont Jasper Park Lodge was possibly North America’s first “glamping” site. The destination proved wildly popular, and in 1922 a main lodge was opened, as well as a series of luxury log cabins spread across 700 acres in the heart of Jasper National Park, a UNESCO World Heritage site. Bristling with Douglas firs and pine trees, the property sees herds of elk nibbling the grass, chipmunks scurrying through the trees, and even the occasional bear. The 442 rooming options—all of which were renovated between 2015 and 2017—include cozy spots in the main building, fireplace-equipped Junior Suites, and bring-the-whole-family Signature Cabins, all with views across the lake or the forest and mountains. The newly introduced Estate Cabins, located near the golf course, feature a private gated entrance for a more residential feel. Classic lodge-style interior design is the order of the day in the cabins, with wood beams and a combination of earthy and granite tones, while rooms and suites are clean-lined and decked out in fresh white bedding and light wood accents.