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Downtown Denver’s most playful hotel, The Curtis offers whimsy in spades. Guests are encouraged to unleash their inner child with board games, toys, and old-fashioned candy in the lobby, while each level riffs on a different pop-culture genre, from “Sci Fi” adventure to “Dun Dun Dunnnnn!” horror (fittingly on the 13th floor). Standard rooms are filled with pops of color; unexpected elements in themed rooms include green ectoplasm-inspired floors in the Ghostbusters room and a wall-mounted sailfish in the Jimmy Buffett room (perhaps you’ll finally find that lost shaker of salt). The Corner Office restaurant and martini bar is retro-cool, with plaid upholstery and ‘60s-mod light fixtures, and the menu highlights street and comfort food favorites from all over the globe alongside inventive housemade cocktails and Colorado craft beer. There are also 24-hour business and fitness centers, but nothing about the hotel takes itself too seriously—except, of course, when it comes to showing guests a good time.

This sleek, silver structure looks as if an alien spaceship had landed in the middle Seoul. It all makes sense, however, when you realize it’s the work of the late architect Zaha Hadid. Completed in 2014, the Dongdaemun Design Plaza (known to locals as DDP) set several new design standards—there are no straight lines or angles to be found in the entire cultural complex. Today, the building and surrounding park provide a space for the exchange of ideas through exhibitions, conferences, and pop-up shops. It’s also the site of Seoul Fashion Week. For a magical experience, visit at night when the entire building is illuminated in a patchwork display and the field behind Exhibition Hall is aglow with more than 25,000 LED white roses.

Opened in time for the 2000 Sydney Olympics, the Establishment is a pioneering 31-room boutique hotel housed in an 1890s steel plant near the modern-day stock exchange building downtown. Managed by the hospitality group Merivale—which started as a fashion house specializing in fascinator hats and mini skirts—the hotel is popular among brand executives who book the 328-square-foot Loft Penthouse for product launches and photo shoots. Rooms feature wood furnishings, swinging metal doors, animal hides, and suedelike daybeds as well as such amenities as Apple TV, Bose surround sound, and Lululemon yoga mats. Bathrooms are particularly luxurious here, with marble floors, freestanding tubs, Bulgari products, and tall windows that open up to Sydney’s bustling business district. The best part about the Establishment, though, is the internal access it offers to some of the city’s hottest bars and restaurants, which are housed within the same complex as the hotel. And after enjoying live music and a few stiff cocktails at the speakeasy Palmer & Co, guests are welcomed to bed with Sleep Tight tea and a homemade chocolate chip cookie.

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.

Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.

Once known as Casa Cohen, Dôce 18’s eighteenth-century structure has been painstakingly restored and is now the city’s chicest forum for fashion, design, art, hotel-going and fine dining. Shopaholics go nuts, especially for the delicate, enigmatic bijoux at Sangre de Mi Sangre; fair-trade fashion at Amor y Rosas or the fabulous artisanal tablewares at Estanzuela. The on-site hostelry, L’Ôtel, is a claque of just ten impeccable habitats, exquisitely furnished, complete with rooftop pool. Restaurant Jacinto 1930 by Oaxacan chef Israel Loyola is the top table at this writing. Or kick the evening off with a tequila—we’re talking the good stuff—in the sleek Casa Dragones tasting room.

Shopping at this store in the Montmartre feels more like visiting a young Parisian fashionista’s flat, with independent designer duds spread out across various furnished “rooms.” Around 20 brands are carried here—and most of the items are made right in Paris by fledgling designers you likely won’t find anywhere else. Look for delicate leather jewelry by May & June, timeless dresses from Oh Suzy! and sparkly bags from Paillette Thérapie.

If you are a fan of the old-fashioned brick-and-mortar bookstore, then you’ll be in heaven at the Strand, on Broadway at 12th Street. The store boasts that it has 2.5 million books, or 18 miles of them. While we aren’t sure how they measured books in miles, if you are looking for something to read, you are sure to find it here on one of the emporium’s two levels. Most of the goods here are used, though the Strand also has new copies of all the latest popular releases. There is also a separate rare-book room for serious collectors in the building next door (ask at the information desk for directions). The Strand also hosts regular signings and readings.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

Located a few blocks from Courthouse Square and Whiskey Row in downtown Prescott, about 100 miles north of Phoenix, the Motor Lodge is ideal for a retro road trip. The 13-room lodge began life around 1910 as summer cabins. After a century of serving as all manner of accommodation, it was purchased in 2008 by Joe Livingston and Brian Spear, who set out to prove it had at least one more life as a modern boutique hotel, complete with comfy beds, tastefully eclectic decor, flat-screen TVs, and free Wi-Fi. One of the few hints that this is no longer an old-fashioned motor court is the bright yellow exterior doors and other splashes of color that suggest a more modern era. Still, there are throwbacks—some delightful (the room porches which are close enough together, and few enough in number, that chats with people who might otherwise remain strangers seem the neighborly thing to do) and some not so much (the tiny bathrooms in most of the rooms that would have passed without comment in earlier decades). Mostly, though, the two hosts seem to be striving for, and achieving, a hospitality that often becomes a guest’s strongest memory.

Accessible only by boat, and with a daily rhythm determined by the tides, this beach resort co-founded by Scottish fashion and costume designer Ellis Flyte sits on the southwest part of Pemba Island, a 30-minute flight from Unguja, the main, more touristy island of the Zanzibar archipelago. The 18 thatched-roofed, canvas-walled rooms and suites are set directly on the white-sand beach, shaded by the surrounding mangrove forest, or perched on the hillside above, providing panoramic Indian Ocean views. A wooden jetty extends over a long, shallow drop-off, enabling guests to swim in front of the hotel at low tide. But the best beaches and snorkeling are 15 minutes away by speedboat off Misali Island, a conservation zone with more than 300 fish species, giant sponges, sea fans, and fields of old-growth cabbage corals. More sites reachable by boat offer a variety of reefs and drop-offs for experienced divers. Other activities include sunset dhow cruises, kayak trips through the mangroves to the ruins of an Omani fort, windsurfing, water skiing, wake- and knee-boarding, dolphin watching, and deep sea fishing. The resort’s informal vibe encourages guests to go barefoot even at the dinner table, but bring wading shoes to protect your feet against sharp coral and sea urchins.

A brief description of Skansen—a 75-acre open-air museum with historic buildings and a zoo—doesn’t convey just how much fun it is. You can easily spend a happy half-day here, looking at wolves, reindeer, moose, seals, and other Nordic creatures, then popping into old buildings that have been brought here from all over Scandinavia and reassembled. In some you can talk to people in costume who are playing the roles of the original inhabitants. Elsewhere you can watch glassblowers at work and visit old-fashioned stores. Open since 1891, it remains one of Sweden’s top tourist draws.

In recent years the construction of Roppongi Hills Mori Tower and Tokyo Midtown has made Roppongi a high end shopping destination. Tokyo Midtown and Mori Tower combine art and fashion. Tokyo Midtown tauts stores like Pleats Please Issey Miyake, Boss Orange and museums including 21_21 Design Sight and The Suntory Museum of Art. While Mori Tower has The Mori Art Museum, and designer shops including Alexander McQueen, Diane Von Furstenberg, and Kate Spade. Both complexes have a rich assortment of traditional Japanese restaurants and global cuisine. Sukiyabashi Jiro Sushi is the Roppongi Hills sushi restaurant run by the son of Takashi Jiro, Tokyo‘s famous sushi chef featured in Jiro Dreams of Sushi.

You don’t have to be a guest at El Fenn’s hotel to relish the eclectic surroundings of its gallery and boutique—all ruby red tadelakt around a gleaming silver bar, with a chest-high fireplace and a trompe l’oeil of strutting pink flamingos. As spaces go, it’s a work of art in and of itself. Put it on your list for lunch, dinner, or drinks so that you can also delight in the frequently changing exhibits of contemporary Moroccan and international artworks. Recent highlights featured a showcase of the best of Essaouira art naïf painters and the late, great photographer Leila Alaoui’s moving portraits entitled simply The Moroccans. Peruse the boutique for a carefully curated selection of made-in-Morocco housewares, fashion, and gift items by local designers and artisans before heading upstairs for a long, lazy lunch of market-fresh salads and grilled meat and fish served family style on the rooftop. If it’s too cold for dining alfresco, grab a perfectly crafted negroni from the bar and snag a spot by the fire for an intimate tête-à-tête.

Gonçalo Alves and his wife, Marta Fonseca, spent eight years turning an abandoned chicken farm on Portugal’s wild Costa de Prata into their dream retreat. “We wanted a big house to share with people,” says Alves. Their hotel, located a 45-minute drive north of Lisbon, is a whimsical escape with a hippie vibe. Each night Alves and Fonseca invite guests to join them for wine and traditional folk music around a bonfire. The architecture is modern, but the interiors have a fashionable flea-market feel. Inside the 10 rooms and four villas you’ll find bedding, rugs, and light fixtures from Morocco and India, driftwood-frame beds, and fireplaces that hang from the ceiling. Doubles from $345. 351/2-6193- 6340. This appeared in the October 2013 issue.