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  • A popular hangout, Kits Beach—as the locals call it—faces English Bay, and in the summertime it buzzes with beach activities. Volleyball players and Frisbee tossers mingle with sun worshippers, windsurfers and skim boarders. For sand-free dips and swimming lessons, there’s a heated saltwater pool that’s open when weather permits. Also in the vicinity is the Boathouse Restaurant, which serves peel-and-eat shrimp, tasty chowders and fresh grilled fish on a patio with panoramic views.
  • 199-206 High Holborn
    Following the success of its first hotel in the vibrant Shoreditch neighborhood, The Hoxton group opened this second outpost in 2014 in the less “happening”—but super-central—Holborn area, just a short walk from the British Museum, Covent Garden, and The Strand. Set in a former telephone exchange building (part of which is historic Victorian, the other part mid-century concrete), the hotel encourages socializing and working in its open-plan lobby, which is outfitted with library-style wooden tables, book-lined shelves, retro couches, and a couple of guest-use computers, plus plenty of places to plug in. You can order drinks and coffee all day in the lobby, three meals of large-portioned favorites (from fish and chips and burgers to banana splits) in the industrial-chic Hubbard and Bell restaurant, and rotisserie chicken and sides in the speakeasy-feeling basement Chicken Shop.

    These communal spaces come in particularly handy if you’ve checked in to one of the smaller rooms—the 174 accommodations come in sizes from Shoebox and Snug to Cosy and Roomy (which is not all that much bigger). The spaces are cleverly designed to feel larger than they are, though, with large, circular mirrors, bespoke wallpaper printed with Charles Dickens scenes, comfy beds, and artwork by students of the prestigious Central St. Martins university. There are also useful perks like free Wi-Fi and one hour of international calling, a light breakfast delivered to your door daily, complimentary water and milk in the mini-fridge, and beer and wine available at the front desk for regular grocery store (not hotel) prices. If you want to linger, late checkout is available for an additional £5 per hour.
  • 240 Summit Ave, St Paul, MN 55102, USA
    Scattered with Victorian mansions, St. Paul’s tree-lined Summit Ave. is one of the most beautiful residential streets in the Midwest, with famous former residents including author F. Scott Fitzgerald and early railroad entrepreneur James J. Hill. Guided tours are offered from the James J. Hill House Wed–Sun, but it is also a worthwhile independent stroll. Make sure to start or end at the gorgeous St. Paul Cathedral, overlooking downtown St. Paul.
  • 1 Sunshine access Road
    Most people travel to Canada in the winter to ski the famous big resorts like Whistler and Lake Louise. But 20 minutes from downtown Banff is a little “hill"—as the Canadians like to call their mountains—called Sunshine Village. The resort, located on the continental divide of the Canadian Rockies, spans more than 3,300 acres and has three mountains to explore. I visited in mid-March (locals say March conditions are often best) and we had perfect powder. The resort stays open through late May for those looking to extend their ski season. The ski-in, ski-out Sunshine Mountain Lodge is a perfect base for those who want to get first chair in the morning. Rooms have great views of the surrounding mountains and loft-style rooms with Murphy beds are perfect for couples or families. I liked the lodge’s unique offerings such as hot tub bingo night and new yoga and ski retreats. The mountain has terrain for all levels. Serious skiers and riders will want to go off-piste and experience Delirium Dive. A check-in gate ensures skiers and riders are equipped with a beacon and safety gear before they tackle the Dive. On Lookout Mountain, you’re likely to find powder stashes on some of the steep tree runs such as Little Angel, and Horot’s Revenge. And don’t miss the frozen waterfall on the way down the Waterfall run off the Wawa chair.
  • 201-5 Banff Ave, Banff, Alberta, Canada
    You can find a respectable beer selection at most Banff Avenue restaurants, but a well-crafted cocktail requires a little more intel. For a fabulous mixed drink, head to Block Kitchen + Bar on Caribou Street, an intimate venue specializing in all things shaken and stirred. With concoctions like the Gin Beetroot Sour and the Coffee & Artichoke Negroni, you’ll be glad you ventured off the main drag. You can grab tapas and gourmet sandwiches here too, like the Red Devil Calamari appetizer with spicy Thai sauce or the Kuterra Salmon on ciabatta bread. Keep in mind this teeny spot has limited seating, so arrive early or roll in fashionably late to get a seat.
  • 301 Front St W, Toronto, ON M5V 2T6, Canada
    Since it was built back in 1976, the CN Tower has topped the must-visit list of most Toronto tourists. Until recently, a visit was pretty standard; hop in elevator, shoot up to the observation deck, and ogle the city from a hawk’s vantage point. While this was certainly fine and enjoyable, the since-developed EdgeWalk experience has ramped up the Tower’s bucket-list potential. Thrill-seekers can now do a hands-free, breezy circumnavigation of the tower’s roof, up at 1,168 feet. And, yes, they do perform sky-high weddings complete with elasticized rings and special attire for the big day.
  • 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.
  • 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.
  • 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.
  • 112 Academy Dr, Austin, TX 78704, USA
    A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

    Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.
  • Woodstock, Cape Town, South Africa
    A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.
  • 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.