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You might hear Long Street before you see it—this bustling artery is the heart of Cape Town, home to some of the city’s most popular restaurants, bars, and boutiques, all within a few blocks’ radius of the Grand Daddy Hotel. Built in 1895, this landmark building has been transformed into one of the city’s quirkier havens, though it somehow manages to walk the fine line between campy and classy. It’s a spot that’s beloved by tourists and locals alike (don’t be surprised to stumble onto a local fashion shoot in the gilded Daddy Cool bar).

Behind the stately gray exterior lies a whimsical world: snuggle into crisp white sheets in one of the 26 colorful rooms or suites, or settle into a stylishly appointed Airstream in the rooftop trailer park. And speaking of the rooftop: there’s no better place to take in the view of Table Mountain presiding over the city.

The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls’ reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas “glamping” tent, heritage home, or modern apartment until they wake up to birds and boats the next morning.

Located in Park City‘s renovated Masonic Hall on historic Main Street, the Riverhorse caters to a high-end fine-dining crowd. Seth Adams, the executive chef and co-owner who drives the seasonally appropriate creative menu, has brought home prestigious awards, including a few that were firsts in the state of Utah. While the Riverhorse has a great selection of wine, it does allow patrons to bring in their own bottles for a $25 corkage fee. The restaurant is family friendly, with healthy selections on the kids’ menu. Dress is “mountain casual,” and reservations are strongly encouraged.

Austin’s very own grand dame, this landmark hotel opened in 1886 as the city’s first iconic hotel, both a testament to and display of the success of cattle baron Jesse Driskill, who wanted to build his beloved frontier town a palace to rival those in New York, Chicago, and San Francisco. The city fared better than Mr. Driskill did; financial troubles forced him to sell the hotel just two years after opening, and he died of a stroke just another two years later. After some initial ups and downs, his hotel ultimately flourished, housing a rotating cast of Texas elite and hosting important political events in Austin—in particular, gubernatorial inaugural balls—in the 20th century. President Lyndon Johnson had an especially close relationship with the hotel, from his first date with his wife to awaiting presidential re-election results in one of the suites.

Multimillion-dollar renovations in 2008 restored the hotel to its original grandeur, maintaining its historic charm alongside all the amenities of a modern luxury hotel. Brave guests might request a room on the reportedly haunted fifth floor. And, no stay at the Driskill is complete without a cocktail in the elegant Driskill Bar, where cattle, oil, or railroad barons would still fit in.

Not to be mistaken for the popular izakaya of the same name (and same owners) down the street, on Boulevard Saint-Laurent and Avenue des Pins, this Big In Japan is on the corner of Boulevard Saint-Laurent and Rue Rachel. You may not notice the sign, or even the door – it adds to the sense of mystery of this high-class drinking establishment (look for the black door near the fast-food restaurant Patati-Patata). From the vaporous curtains to the long shiny U-bar, the atmosphere here is distinctly speakeasy, and the classic cocktails maintain that illusion. The champagne cocktail will never go unwanted, and the Tom Collins is fizzy and tart, as it should be. Or you could dip into the house specialties: sakes, prune wines and Japanese whiskeys, used bottles of which serve as the basis for this stylish spot’s contemporary lamp fixtures.

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.

Formerly the 1888 Hotel.
What used to be a wool shed in the middle of a sheep farming area is now a youthful hotel that celebrates the Pyrmont district’s heritage while featuring the full suite of modern amenities. Opened in 2013, the hotel is an extravaganza of wool, which is found in the felted black lampshades attached to old pulleys in the lobby, in the lower wall panels in the hallways, and as carpeting throughout the building. The old Wool Brokers Arms is visible across the street from the heritage rooms on the west side of the hotel. Modern and cheeky touches also abound at this boutique property, known as the world’s first Instagram hotel. There’s an empty “Selfie Frame” hanging amid mismatched furniture in the lobby, and guests with at least 10,000 Instagram followers are offered a free night’s stay. (Mere Instagram mortals have a chance to win, too, by using the hashtag #1888hotel to be entered into a monthly photo contest.) 1888 is also a leader in sustainability; the hotel preserved the building’s original ironbark beams and built desks from recycled floorboards. The minibar is more conscious than usual, too, stocked with Alter Eco chocolates, Charlie’s juices, coconut water, and fresh milk. The best things about 1888 are the little surprises. Even the hotel’s name has a double meaning: 1888 was the year the building was constructed but was also the year that the Kodak camera debuted.

This airy, oceanfront restaurant can get crowded, so expect a wait whenever you go. It’s worth it, however, for the stellar menu of Hawaiian seafood dishes, plus the tropical cocktails. Pair a ginger mojito or strawberry piña colada with pupus (appetizers) like macadamia-crusted calamari and soy-ginger ahi poke, topped with local Surfing Goat Dairy cheese. Then move on to entrées like citrus-herb grilled fish tacos or the coconut-crusted catch of the day. If you’re not one for seafood, there are also excellent burgers and a teriyaki sirloin on the menu.

It says a lot about the values of Claridge’s that the hotel once refused Katharine Hepburn entry because she was wearing trousers (strictly not allowed for women at that time). Instead, one of the world’s greatest actresses was asked, politely, if she would enter through the back door. Though this outdated tradition no longer stands, there is much about the historic Mayfair hotel that remains timeless. The downstairs Art Deco lobby looks as elegant as the day it was built in 1931, thanks to a renovation at the turn of this century. And the staff, who got their moment in the spotlight when the BBC aired its Inside Claridge’s documentary in 2012, continue to busy themselves, discreetly meeting the wants and whims of every guest. Upstairs, the story is slightly different, with the hallways and corridors starting to show their age. But the hotel’s willingness to work with a trove of contemporary designers—Diane von Furstenberg, India Mahdavi, and David Linley among them—has ensured the rooms, and the hotel, have not been left to languish entirely in the past.

I couldn’t be a bigger fan of hotelier Liz Lambert and all that she’s done at El Cosmico. My last minute choice to head to Marfa meant that they were all booked up and I headed to the Paisano Hotel for a lovely, old school experience and one heck of a beautiful outdoor dining experience in the courtyard next to that sparkling fountain. A bike friendly location if you have one in tow, and famous for hosting the cast and crew of ‘Giant’ when filming in the 1950’s. Designed by architect Henry Trost, it was at first built to be lodging for cattlemen to make necessary business meetings and consultations. The space is warm, historical and classic and being in the heart of town it makes it easy to explore on foot at any point in your day. If you’re staying elsewhere in Marfa for your hotel, try to still bike or walk over to the Paisano Hotel for a drink and or dinner. The outdoor courtyard dining experience on a cool evening is a real treat.

For adventures in Old Strathcona, at the heart of Edmonton’s cultural, culinary, and nightlife scenes, book a night or three at the Euro-style Varscona Hotel on Whyte. Historic Old Strathcona is home to the iconic Stracona Railway Station (built in 1908), the Princess Theatre (the city’s oldest, built in 1915), and the Strathcona Hotel (built in 1891). The hotel has wonderfully appointed rooms, an excellent breakfast nook, a 24-hour business center, a fitness center, an “oak and leather” lobby with a chill vibe, and an attentive staff always at the ready with a recommendation for a cafe, coffee shop, or curio store. The hotel is within walking distance of Old Strathcona’s 100+ restaurants, cafes, bookshops, and music shops, and makes for a brilliant base for exploring Alberta‘s capital, especially when Edmonton is hosting one of its many festivals — one for nearly every day of the year, in fact, from the Edmonton International Fringe Festival (August 14-24) to Western Canada Fashion Week (September 18-25). [Flash traveled to Alberta courtesy of Travel Alberta.]

The Fireside Lounge is unapologetically, gloriously tacky — which is why we love it. Tucked away inside the Peppermill Casino, the little corner bar can be a bit hard to find, so it’s usually less busy. The banquette seats around the water-filled firepit (imagine a hot tub with an Olympic torch stuck in the middle) get snapped up first, but the cozy booth seats have individual TV screens playing music videos. This is the kind of place where you can, and should, order a drink served in a fishbowl-sized glass with gummi worms hanging over the side. Happy hour is M-F from 4-7 pm and features free shrimp cocktails with your drink purchase, and there are late-night specials after midnight.

As a former Renoite, I now get to enjoy playing tourist when I return, which includes staying at a hotel-casino. For my money, the Atlantis is one of the best choices in town. It’s located a bit south of downtown, very close to the aiport and far away from the traffic chaos that festival weekends can bring. The decor theme is a surreal fantasy undersea wonderland, as befits the Atlantean name. Toucan Charlie’s is my favorite hotel buffet, setting out a particularly extravagant spread for holiday brunches and dinners. Guests get full access to the tropical-themed indoor atrium pool, hot tub, and outdoor pools. They’ve even made the skyway to the parking lot an attraction, packed with video slots, a sushi bar, and an oyster bar. As shown here, however, the hotel’s rooms are understated and peaceful, far enough from the noisy racket of the main casino floor to get a good night’s sleep.

A hot lobster roll from Neptune Oyster is summertime heaven on a butter-soaked brioche, and bivalve lovers queue up daily to sample the two dozen varieties of oysters chilling in the front window of this diminutive North End restaurant. Fresh-off-the-boat fish and creative takes on New England seafood are the draws here—the clam chowder is made to order, the fish-and-chips uses Acadian redfish (not cod), and it’s probably the only place in town where you can get lobster tacos. Yeah, it’s pricey—hot or cold, the lobster roll will set you back around $30—but share the Neptune Plateau raw-bar plate with your friends and you’ll truly feel like the king of the sea.

The centerpiece of the city’s emerging Vulkan neighborhood, Oslo’s very first food hall is a culinary utopia. Let your nose guide you to one (or five!) of 27 eateries peddling everything from cupcakes to tapas to bento boxes. Can’t decide? Stop at the Torget stall and order the Taste of Mathallen menu to sample mind-altering dishes from the hall’s best restaurants. The communal wooden benches in the center of the hall encourage sharing, so you and your friends can divide and conquer. Finish your visit with a craft beer in the basement pub Smelteverket, which features Norway’s longest bar.