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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.

Montréal’s main artery, rue Ste-Catherine, runs for seven miles along the length of the city. From its origins as a dirt road lined with farmhouses and orchards, the street today is now a thoroughfare passing through a number of neighborhoods. The best-known stretch runs roughly from rue Guy to rue Aylmer, where La Baie department store stands. This is the heart of the city’s busy downtown shopping district, with a mix of familiar international brands and only-in-Canada department stores and shops. Continuing east, the street passes through the Quartier des Spectacles before forming the main street of Montréal’s Gay Village. There, it is closed to cars in the summer, and patrons of bars and restaurants spill into the streets.

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.

As the old truck lumbered down the highway we talked about the type of photography I normally like to do and he was able to narrow down some key stops for our morning where I’d be able to get some great shots that fit my style. It really is rare to get this kind of personalized treatment; this is where small town hospitality comes in. There’s no better way to photograph a region than going with a local who actually knows the region. Derek picked me up at the DesBarres Manor Inn after breakfast. He was not just a local who had grown up in the area, but he also was a photography enthusiast and was privy to some of the best views of the area. That morning he drove me all over the region – to the high points, the abandoned buildings and bridges, and some gorgeous wetlands that I never would have known existed. During the whole time he and I chatted about the progress of state of Guysborough, and the region in general. It was not only a great way to get photos that most visitors would never find, but it provided a super local insight into the region. More Information: Contact the DesBarres Manor Inn to scheduled a personal photography tour. http://www.desbarresmanor.com/

With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.

Pidgin may be known for their deceptively simple East-meets-West Asian-inspired menu with a decidedly French edge, but their cocktails are all kinds of fantastic too, and in a casual but cool spot like this, it’s most fun to combine the two. Try their addictive chicken wings finished with a gochujang-based BBQ sauce with a bourbon-based Van Horne, and the plate-lickingly wonderful smoked taramasalata with an onsen egg with their much-loved carbonated sake and gin-based Mary Ellen Smith. For dessert? Try the beautiful watermelon-infused tequila One Eye Samurai as it comes served with a spoon of silky granita.

The forested Laurentian Mountains north of Québec City have long been popular with skiers and hikers. Get a quick look at the region by taking a half-hour drive to Lac-Beauport, the name of both a town and the lake it sits on. The easygoing town with some 8,000 residents offers restaurants serving Québecois fare; afterwards, you can swim in the lake or go for a hike in the surrounding area.

Possibly one of the finest cocktail bars in North America, everything about the Hawksworth Bar experience dazzles: from the Damien Hirst artwork on the walls to the soft cream leather couches, and the exceptional hospitality and wonderful quality of the drinks. No, it’s not an inexpensive experience, but it’s one worth having if you’re a fan of excellent cocktails created with love. I adore their Hotel Georgia, a beautifully frothy kiss of gin, orgeat and orange blossom water.

Jasper National Park recently received a solid boost to its tastebuds when Jasper Curry Place opened its doors. It’s the first indian-inspired restaurant in Jasper and its been a booming success it opened its doors in June 2015. The lunch menu is a series of entress from Butter Chicken to Korma Masala, while the dinner is served buffet-style with a rotating selection of mains.

New to Yaletown, I adore this hidden speakeasy of a bar that has no sign and is tucked away down two flights of stairs on Hamilton Street in the corridor next to the barbers. Once you’ve managed to track it down, you’re in for a treat, there’s an open mic night on Tuesday, Rebel Bingo on Wednesday, and the London Calling cabaret perform twice a month on Thursdays. If you’re boozing on a budget there are daily drinks deals from Tuesday till Friday, but if money is no object, maybe try their bottle service or ‘Champagne Parade’. I recommend their Gincident, a herbaceous-citrus cocktail with gin, chartreuse and basil.

Just south of the historic center of Québec City, the Battlefields Park is one of the most important historic sites in Canada. Here, the dream of New France—a more than 200-year-long project by the French to colonize North America—was dealt a fatal blow. In 1759, during the Seven Years’ War, British forces under General Wolfe defeated the French troops led by General Montcalm. The battle on the Plains of Abraham lasted roughly 30 minutes. (The very biblical sounding name, by the way, comes from the fact that the land where the two armies clashed was owned by a farmer, Abraham Martin.) After defeating Montcalm (who died in the battle), the British took control of Québec City. By 1760, all of France’s territory in North America had fallen to the British, and in 1763, the French officially ceded their claims. History buffs make a beeline to this national historic site, but Québec residents mostly consider it a lovely urban oasis of 255 acres alongside the St. Lawrence River. In the summer, it’s the setting of outdoor concerts; in the winter, there’s an ice-skating rink (free of charge, and skates are available for rent) from mid-December to mid-March.

You’ll find people queuing outside the doors in Gastown throughout the week to take advantage of L’Abattoir’s excellent bar-only Happy Hour from 5.30-6.30pm which offers half-priced appetizers from their award-winning menu, daily red and white wines for $6, beer for $5, and cocktail specials for $7. Away from the Happy Hour the bar program at L’Abattoir is one of the best in the city with an exceptional bar team shaking (and stirring) up classics and their own creations. My tip? Start the night with a light, bright Gastown Swizzle and end it with a deliciously boozy Donald Draper.

Squint your eyes and Sugar Beach looks like a David Hockney painting come to life: a cobalt-blue sky above and pale yellow sands below, lined by even rows of pastel-pink umbrellas. It’s an Instagrammer’s dream. But look around and you’ll notice the beach’s surroundings are far from bucolic. This award-winning park, built atop a parking pier in a waterfront industrial zone, overlooks the Redpath Sugar Refinery, which comes complete with a towering chimney. Sun worshippers lounge the day away in Muskoka chairs (that’s Canadian for Adirondack chairs), and come dusk, the city’s right at hand.

There are plenty of things to love about Uva, but one of my favourite things is its daily happy hour which lasts from 2-6pm, offering buck a shuck oysters, delicious bruschetta (my favourites are the ricotta, and the devilled egg), and excellent prices on well-crafted cocktails, beer and wine. Must-trys on the regular cocktail menu include the herbaceous Chartreuse Milkshake, and the superby smoky spirit-forward Peater Rabbit. Live music at the weekends and a buzzing late night scene make this idea for fun in the evenings, but it’s a fantastic place to chill with a book or your laptop during the day when it’s quieter.

Atop Cap Diamant (Cape Diamond), at the city’s highest point, the Citadelle overlooks Old Québec, the St. Lawrence River, and the Plains of Abraham. There have been defensive structures here as early as the French period—in fact, the location of Québec City was chosen because Samuel de Champlain saw the strategic advantages that Cap Diamant offered. The fortifications you see today, however, date to the 19th century: They were built after a failed attempt by Americans to conquer Québec City during the War of 1812. Students of World War II history may be familiar with the Citadelle as the site of the Québec Conferences, when Winston Churchill, Franklin Delano Roosevelt, and Canada‘s prime minister, William Lyon Mackenzie King, met to plan their countries’ strategies during the war. The Citadelle is still an active military base; the museum inside is devoted to the 22nd Regiment, which makes its headquarters here.