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Set across from the University of Pennsylvania, the Inn at Penn holds its own against the new Center City crop and is one of the most technologically advanced hotels in Hilton’s portfolio. Built in 1999, the hotel was renovated top-to-bottom in 2011, solidifying a stuffy-enough Ivy League air. Above an efficient wood-paneled check-in, a double-fireplace library lined with classic tomes creates a sophisticated lobby-cum-cocktail lounge. A Frank Lloyd Wright–inspired aesthetic is pervasive with geometric lamps, wood-paneled walls, Craftsman wood furnishings, and the hotel’s riff on the architect’s iconic font on all signage. The Inn is teched out with free, fast Wi-Fi; TeleAdapt MediaHubs connecting phones, tablets, or computers directly to high-def TVs; and iPads accessing hotel services and information in multiple languages. The Inn’s environmental stance is also impressive: fabrics, wall coverings, and bathroom tile are made from recycled materials; energy-efficient lighting, heating, and cooling is state-of-the-art, and WaterSense showerheads ensure no water is wasted.

The 245 guestrooms and suites are classy, efficient, and relatively spacious, though it’s worth upgrading to a suite for a separate sitting area. Gold, leather, and wood hues are complimented by pops of red and orange with large work desks. Thanks to the 2001 renovation, the bathrooms are big, have glass-encased showers, and are stocked with Crabtree & Evelyn amenities.

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

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.

With artist Mark di Suvero’s 48-foot-tall Ad Astra installation—the only indoor public display of the artist’s work in the world—rising from the central atrium, it’s clear that this is no ordinary shopping mall. And that’s just how the founders planned it: Opened in 1965 by the Nasher family—who also founded the world-class Nasher Sculpture Center in the Arts District—NorthPark Center helped define retail shopping in the Southwest with its modern architecture, state-of-the-art facilities (at one point, it was the largest climate-controlled mall in the world), private art collection, and upscale shops. Over the years, it has remained a popular retail option for locals—and one of the city’s top tourist destinations, welcoming more that 26 million visitors a year. Following a $250 million, 1.2-million-square-foot expansion in 2006, it now features an upgraded cineplex, more drinking and dining options, a central garden, and hundreds of stores from both mass-market international brands and luxury labels; there’s also been a Neiman Marcus outpost here since the beginning. When you get tired of shopping for pretty things, there are pretty things to look at, too, including works by Andy Warhol, Frank Stella, James Rosenquist, and more.

Dubai isn’t just about shopping and architecture. The Sheikh Mohammed Centre for Cultural Understanding offers enriching and intellectually stimulating tours, meant to engage and inform visitors about Emirati history and culture. Visit the center for a communal Emirati breakfast followed by a walking tour of the surrounding Bur Dubai neighborhoods, where Dubai’s rulers have lived since the early 20th century. And if you’re eager to visit a mosque, the center runs the only mosque tours for guests of all faiths. The center is close to several historical and cultural attractions, including Al Fahidi Historical District and Al Bastakiya.

Between 15th and 16th streets on Ninth Avenue in Chelsea, the Chelsea Market is a food court with New York attitude. Its restaurants and shops sell Australian meat pies, banh mi, and lobster rolls. These are no fast-food chains—this is a place to find cheese from upstate or that spice you can’t find at your supermarket. There is now a Posman Books and an Anthropologie outpost, but most of the places here stay true to the market’s culinary roots with Sarabeth’s, Ronnybrook Dairy, and Berlin Currywurst as good places to pick up food to eat on the spot or to take home. If you are looking for a hard-to-find kitchen gadget, the Bowery Kitchens store is almost sure to have it. The market is also ideally located if you want to purchase picnic supplies before ascending to the High Line if the weather is good.

Under 20 minutes by car from Québec City (or, if you are feeling ambitious, less than an hour by bike, with most of the ride on a well-maintained path), Chute-Montmorency (Montmorency Falls) is the area’s most impressive natural wonder. If you visit the Musée National des Beaux-Arts du Québec before you go, the sight will look familiar: Montmorency has long been a popular subject for local painters. Think Niagara is impressive? The cascade here is a full 99 feet higher—272 feet to the Horseshoe Falls’ 173 feet. In winter, spray from the falls freezes into a hill at its base, known as the Sugarloaf, and snowshoes are available for rent if you want to explore the nearby trails. In the summer, there’s a zip line for those in search of an adrenaline bump. Year-round, a cable car carries passengers to the top of the falls, providing bird’s-eye views en route.

Borrow a bike and get down by the Charles River to explore this popular linear park, which runs along the river through the Back Bay and the Beacon Hill neighborhood (albeit separated from both by the Storrow Drive expressway). A paved, 18-mile multiuse path popular with cyclists, runners, and in-line skaters helps connect the Esplanade to the parklands of Boston’s Emerald Necklace and provides easy access to landmarks like the Hatch Memorial Shell (the summer stage for the Boston Pops and other performers) and Harvard Bridge (aka the Smoot Bridge). The landmark Community Boating boathouse has kayaks, stand-up paddleboards, and sailboats for rent when you want to get out on the river.

José Clemente Orozco, one of the “Tres Grandes” of Mexican muralists (along with Diego Rivera and David Alfaro Siqueiros), is one of Guadalajara’s most famous sons and unlike another one, the architect Luis Barragán, many of Orozco’s most important works are in the city (at the Hospicio Cabanas, the University of Guadalajara, and other buildings). It may come as a surprise, then, that there is no museum dedicated to the painter and his works in his hometown. You might think, given its name, that the Casa Taller José Clemente Orozco would be it, but the house and studio was only used briefly by Orozco on visits to Guadalajara in the last three years of his life.

After his death, in 1951, his widow decided to turn it into a cultural center. There is only one work by Orozco on display in the building (La Buena Vida). Painted for the exclusive Turf Club, it shows a scene of festive debauchery, complete with scantily clad female dancers. Except for some perhaps veiled criticism, it shares little in common with Orozco’s more typical scenes of revolution. While the Casa Taller is not the place to go to learn about Orozco or see his works, it should be on your list if you want to see current works by contemporary Mexican and international artists. Its galleries regularly house temporary installations and shows by current artists following in Orozco’s footsteps by creating challenging socially engaged works. Admission is free.

When you’re in the mood for really fresh food made with clean ingredients straight from a farm (and when aren’t you?), The Farm at Al Barari can satisfy that desire and then some. Tucked away within the tranquil rich greenery and clear lakes of the Al Barari development, the award-winning restaurant called The Farm specializes in Thai and international cuisine. Various meats, curries, and salads can be enjoyed in a tranquil environment away from the hustle and bustle of the city. The Farm is especially perfect for a romantic dinner or a laidback breakfast or brunch with friends.

Tepotzlán is the perfect day trip from Mexico City. A strange and wonderful mixture of colonial heritage and architecture, new age spirituality, and peaceful mountain vistas, this town certainly deserves its UNESCO designation as one of Mexico’s “pueblos mágicos.” According to legend, this town sits on the birthplace of the Aztec serpent god Quetzacóatl, and its impressive pyramid (“Pirámide de Tepozteco,” built in honor of Tepoztécatl, the Aztec god of the harvest) is now a gathering place not only for pre-Colombian enthusiasts, but seekers of all kinds who believe it to be a generator of groovy vibes. The pyramid is located at the top of of a cliff above the town and the 2km hike is recommended only for the physically fit. If you do go, start out early before it gets too hot and bring plenty of water. Tepotzlán also offers plenty of more down-to-earth attractions, like a beautifully preserved historic center, a selection of nice restaurants and hotels, a bustling crafts market, an interesting monastery and museum, and a world renowned cooking school (lavillabonita.com). For breathtaking views of the valley and cliffs, have a meal at La Sibarita, which is perched on a hill high above town.

Mexico’s Pueblos Mágicos (Magic Towns) program was launched in 2001 by the country’s secretary of tourism, whose goal was to draw visitors to smaller municipalities that were typically under the tourist radar. Many of these towns have preserved their colonial architecture and traditional culture. Magic towns near Manzanillo include Nogueras and Comala, and a guided tour will introduce you to the charms of both.

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.

Considered by some as a Milan institution, Cantine Isole is a small wine bar/enoteca with a lot of history and great atmosphere. It’s located in the Chinatown neighborhood, near Garibaldi station and the Isola neighborhood. Expect a lot of character.

Start your day at Deus Ex Machina, a motorcycle store in an alley full of them, whose café is the perfect spot for a cappuccino and soft scrambled eggs while you ogle the Ducatis.