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  • 1411 E 53rd St, Chicago, IL 60615
    Hyde Park is happening. Catering to the University of Chicago crowd and its visiting dignitaries, the five-year-old Sophy takes inspiration from hometown literary and musical heroes, whose artworks ornament the walls in the popular and always convivial Mesler restaurant. Taking the title of the first boutique hotel on Chicago’s South Side when it opened in 2018, the property occupies a prime spot on 53rd Street—a vibrant commercial hub lined with shops and restaurants owned and frequented by a diverse population that range from academics to local politicians to the city’s cultural influencers. Former UofC professor Barack Obama’s home (and his under-construction presidential library) are nearby.
  • Kampa Island, 118 00 Prague-Prague 1, Czechia
    Kampa, in Prague’s charming Malá Strana district, is Prague’s largest island. Tucked between the Vltava River and the romantic Čertovka channel, the island’s park comes alive in the warmer months with picnickers, dog walkers, and friends gathered on the greenery desperate to catch up on their vitamin D. With direct views of the Vltava’s roaring rapids and the city’s famous Charles Bridge, Kampa is also home to the Kampa Museum, a former mill turned modern art museum dedicated to 20th-century Central European art. Artist David Černý’s gigantic crawling babies are outside the building, while the inner courtyard and galleries showcase other freestanding works, sculpture, paintings, and photographs.
  • 119 08 Prague 1, Czechia
    After strolling through the Prague Castle complex and seeing the Cathedral and square, the traveler is further rewarded with a beautiful view of the city from a high point. Parts of Lesser Town can be seen among the sea of red-orange rooftops and greenery.
  • 280 Rue Notre-Dame Est, Montréal, QC H2Y 1C5, Canada
    Just across the street from Montréal’s City Hall (or Hôtel de Ville), the Château Ramezay has been witness to almost three centuries of history. It was first built in 1705 by Claude de Ramezay, then governor of Montréal, as his official residence. While the building principally served as the home of later governors, it was also briefly the headquarters of the Continental Army when American troops occupied the city. (Benjamin Franklin spent a night in the house during that period.) In 1895, it began its current incarnation, as a portrait gallery and history museum. The collection includes prints, drawings, photographs, and other works of art, as well as humble household objects, that shed light on the daily life of the city’s residents and First Nations peoples in Québec over the centuries. Be sure to leave time to explore the small kitchen and pleasure gardens, as well as the orchard, for an introduction to the horticultural practices of settlers in New France and residents of 19th-century Montréal.
  • 95 Rue Saint-Paul, Québec, QC G1K 3V8, Canada
    This busy restaurant sits on Rue Saint-Paul, a street in Lower Town that’s lined with antique shops, hence the name. Buffet de L’Antiquaire is a classic diner—but with a Québecois twist—that has been a mainstay of the city’s dining scene for more than 40 years. The reasonably priced menu lists traditional dishes like boudin (blood sausage) and pork stew among the entrées and sugar pie and crepes among the desserts. (You can also order more typical diner fare, from burgers to omelettes.) It is open early to late, from 6 a.m. to 10 p.m. seven days a week, adding to its popularity.
  • 35 East 76th Street
    This Upper East Side legend opened its doors in 1930 and, since then, has offered big-city accommodations to a legion of luminaries, from John F. Kennedy and Ingrid Bergman to the Duke and Duchess of Cambridge. The hotel’s famed restaurant Café Carlyle is where much of the action—and longstanding history—exists, having consistently hosted top talent like Woody Allen, Alan Cumming, and Rita Wilson since opening in 1955.
  • Tanglin Rd, Singapore
    Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.
  • Piazza San Marco, 30124 Venezia VE, Italy
    Since few areas within the city of Venice afford high perspectives of the entire city, take the elevator (no stairs) to the top of San Marco’s Campanile in Piazza San Marco. You may have to put up with a few elbows to get a spot against the railing, but it is all worth it for the spectacular panoramic views of Venice and the lagoon. While here, contemplate the history of this spectacular bell tower and observe the view from the same spot where numerous doges have stood, as well as Galileo. It was here that he introduced his telescope to the doge!
  • Monserrate Bogotá, Colombia
    The peak called Monserrate towers over central Bogotá and lends its name to the church that tops it. Perched more than 10,000 feet above sea level, the sanctuary—dedicated to the Passion of Christ—has beautiful gardens showcasing marvelous highland vegetation, and the city views from here are spectacular (sunsets are especially recommended). Ascend Monserrate by cable car, via railway, or on foot (this last is only for the fittest and those already acclimated to the altitude). That beautiful white house on the mountainside is Casa Santa Clara restaurant, a better-than-expected, special-occasion-suitable venue at which to try traditional Bogotá favorites like ajiaco, a thick potato-and-chicken soup.
  • Far above the city streets on the 52nd and 53rd floors of the Roppongi Hills building, the Mori Art Museum houses contemporary works by primarily Japanese and East Asian artists in a range of mediums, including photography, design, fashion, architecture, and video installations. There’s also an observation deck on the 52nd floor with an open-air Sky Deck, a lounge, a café, and a restaurant with outstanding views of the city. Keep in mind, though, that there are a myriad other dining options as well on the lower floors of the Roppongi Hills building, one of the tallest in the city.
  • Kungstorget, 411 17 Göteborg, Sweden
    The city’s most historic food hall is housed in a grand old building with a distinctive arched roof of copper and glass that lets light flood into the bustling interior. Come here to browse the 40 or so stalls and buy cakes, cheese, fish, meat, and vegetables to take away, or better yet, perch at a counter and eat right there amid all the hubbub of the market. The building was completed in 1889 and was landmarked as one of the country’s important buildings in 1985.
  • 400 5th Ave, New York, NY 10018, USA
    Many temptations are under one roof at the Langham, New York, Fifth Avenue. This polished hotel bucks the trend of tiny Midtown hotel rooms with spaces that begin at 420 square feet and stretch up to apartment-style accommodations with full kitchens—an ideal setup for families. The style is modern and refined, from the sweeping staircase that connects the lobby to the Michelin-rated Ai Fiori restaurant of chef Michael White on the second floor. The hotel doubles as an art gallery for the work of American artist Alex Katz, whose bold figurative paintings hang on the walls throughout the hotel. There’s also Chuan Body + Soul, a day spa based on the principles of Chinese Medicine.
  • Plaza de la Constitución, Centro Histórico de la Cdad. de México, Centro, 06000 Ciudad de México, CDMX, Mexico
    Its massive size, centrality to daily life in the capital, and easy accessibility (a Metro station opens up right onto the plaza) makes the Zócalo an ideal place for large-scale temporary exhibits. The government hosts occasional exhibits and makes entry free for residents and visitors alike. Past exhibits have included Gregory Colbert’s “Ashes and Snow,” a show of large-format photos of animals and people, and Willy Souza’s “Mexico en tus sentidos” (“Mexico in your senses”), lush, vivid photos of people and places around Mexico. To see if a show is planned during the time you’ll be visiting, check the website of the Secretary of Tourism.
  • Overhoeksplein 1, 1031 KS Amsterdam, Netherlands
    The trendy Amsterdam-Noord district is home to the city’s newest outpost of the famed burger joint called the Butcher. Set inside the hip designer hotel Sir Adam, the sprawling, dual-level space is pure fun, with table tennis, pinball, billiards, and live DJs five nights a week. Open 24 hours on Fridays and Saturdays, and until 1 a.m. Sundays through Thursdays, this is where you’ll find chic young locals devouring gourmet burgers and fries and sipping fancy cocktails. The waterfront terrace offers excellent views of the IJ River. It’s a free five-minute ferry ride to the restaurant from Amsterdam’s main train station.
  • Barrio Pie del Cerro, Avenida Antonio de Arévalo, Carrera 17, Cartagena de Indias, Bolívar, Colombia
    A short walk from the city sits imposing Castillo San Felipe de Barajas, covering almost the whole of San Lázaro Hill, 135 feet above sea level. The castillo bit is something of a misnomer, as the structure is not technically a castle but a fort; it happens to be one of the most impressive the Spanish ever built, resisting a number of land and sea attacks. Allegedly its tunnel system was engineered so that the slightest sound anywhere within it would reverberate a warning of approaching danger or attempted escape. Audio guides, available in English, Spanish, and other languages, recount the full story. The castle also happens to be one of the best spots in the city from which to watch the sunset.