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  • Fearing a British takeover of its ill-gotten trading post, the Dutch East India Company built this star-shaped castle (known as Kasteel de Goede Hoop) between 1666 and 1679 to defend its territory. Now the oldest building in South Africa, the castle served as the center of Cape Town‘s civilian, political, and military life. The austere facade opens up to a striking central lawn and commanding buildings that, in their restored form, represent Dutch, English, and French architectural styles. History buffs will go nuts here: Check out the William Fehr Collection, the African pottery exhibit, and the Castle Military Museum.
  • Parque Forestal, Maipú, Región Metropolitana, Chile
    Parque Forestal is Santiago’s lung and central park. Created for the first centennial celebration in 1910, the park has become an iconic area of the city with elegant residential apartment buildings along the perimeter. One of the most enjoyable ways to spend an afternoon is walking under the century-old trees and then strolling the cobblestoned streets of the adjoining Lastarria area. Parisian-style facades, cafés full of intellectual life, boutiques, museums like Bellas Artes (a copy of the Petit Palais in Paris), restaurants, and bars all bring this neighborhood to life.
  • Piazza del Duomo, Milano MI, Italy
    The historic and modern center of the city, the Piazza del Duomo (the square surrounding the cathedral’s base) remains a popular meeting place, hangout and hub of Milanese life. Local vendors setup shop (selling fresh coconut in the summer, toys and tourist wares), kids run and play (free from traffic) and shoppers trickle in from the walking street surrounding the huge plaza. The statue of Victor Emmanuel II, the first king of Italy, is the best place to meet, sit, recharge and watch the city go by.
  • 217 West Colorado Avenue
    If you’re coming to Telluride to be part of the action, the New Sheridan might be for you. The town’s social hub for more than a century, the historic hotel features two dozen rooms and suites, done up in elegant but updated Victorian style. Interior rooms are the smallest but quietest, while third-floor accommodations offer the best views of Ballard Mountain. The Ballard Suite includes a separate living room and can be connected to two other guest rooms for a family or large group.

    New Sheridan guests enjoy free access to a 24-hour gym just a few blocks away, as well as ski lockers and boot heaters in the downstairs ski room, and discounted food and drinks at the on-site restaurants and bars. Virtually the same since 1895, Historic Bar is a local favorite, with regular drink specials, live music, and foosball and pool tables. On a fine summer day, however, The Roof is the place to be. There’s also Chop House Restaurant for prime aged beef and fine wine, and Parlor for breakfast and light meals. The New Sheridan even serves as a gallery and atelier for its artist-in-residence, Roger Mason, a painter who can often be found outside the hotel, working on another colorful Main Street landscape.
  • 4591 Blackcomb Way, Whistler, BC V8E 0Y4, Canada
    At the base of Blackcomb Mountain, Four Seasons Resort and Residences complements its sylvan surroundings with a kind of chalet-luxe style accentuated with natural materials. Public areas feature wood beams, granite, and limestone, and guest rooms in earthy tones include gas fireplaces and mountain views. Groups might prefer the private residences in the property’s adjoining condo; the largest has four bedrooms and a den, offering homey comforts plus the benefits of the facilities next door. The hotel curates experiences you won’t find anywhere else, including private dining in a cave in Canada’s largest ice field or customized ski tours with an Olympic athlete. Guests who want to embrace the healthy West Coast lifestyle can sign up for complimentary weekend fitness and yoga classes upon check-in.
  • 540 Park Ave, New York, NY 10065, USA
    A staple among Upper East Side hotels since it opened in 1963, the sophisticated Loews Regency boasts a Park Avenue address and location convenient to Central Park and Manhattan’s best museums. Following an extensive renovation, it reopened as a fresh and chic retreat in early 2014. The bones of the hotel remain classic, but the approach is modern, with touches that today’s traveler will appreciate, such as free Wi-Fi. Its elegant lobby—with a striking art installation from Brooklyn artist Nina Helm—impresses with its 24-foot ceilings and the on-site salon and spa, from acclaimed hair stylist Julien Farel, is a neighborhood destination for visitors and locals alike. No classic New York hotel would be complete without a standout watering hole; you’ll want to order a cocktail at the low-lit Regency Bar.
  • Monte Alegre 149, Valparaíso, Región de Valparaíso, Chile
    Built in the 1920s by a Croatian businessman, Palacio Astoreca underwent two years of refurbishment and restoration before opening its doors as a boutique hotel in 2012. The work was carried out to a meticulous degree, maintaining the original parquet floors, and adding splashes of color with art deco furniture and modern art, including one piece by Switzerland’s Frédéric Clot. The stucco-and-brick mansion rises up from the streets of Chile’s port city, Valparaíso, like a piece of red-and-white confectionary.

    A statement staircase winds up to the 23 rooms, some of which have stand-alone bathtubs. And the basement level is home to a small spa with an open-air, wood-fueled hot tub set alongside a living wall. The reception level and entrance hall open out onto a terrace where lunch, tea, and cocktails are served, allowing guests prime views over the hilly city and Pacific Ocean. There are quiet corners for those seeking a solitary moment, including a library and a piano bar, which comes to life in the evenings with live music.
  • 484 Perth Rd, Dundee DD2 1LR, UK
    A former Scots Baronial mansion, Taypark House was built in 1863 on serene garden grounds. The panoramic views across the Dundee Botanic Garden remain, but now the property also features 14 individually designed rooms, many with exposed stone walls, tartan armchairs, and freestanding bath tubs. The original library and drawing room have become an impressive café and restaurant, serving fresh fare, gourmet sandwiches, and homemade baked goods, while the old dining room functions as a fashionable gin bar, complete with craft cocktails and a roaring log fire. Just a mile outside the city, Taypark House offers the quiet of the countryside within walking distance of downtown. Thanks to its gorgeous gardens, it’s also a popular spot for weddings year-round.
  • 698 Eau Claire Ave SW, Calgary, AB T2P, Canada
    A two minute walk from the bustle of downtown Calgary, Prince’s Island Park—which is surrounded by the Bow River—is home to festivals all summer long. The Calgary Folk Music Festival and 52,000 of its closest friends rock and/or folk out on the park the last weekend of July.
  • Scandinavia
    Every detail at this former farm has been carefully executed to highlight the spectacular setting, a nature preserve near Norway’s southwest coast. The hotel’s nine wood cabins hover atop metal rods discreetly drilled into boulders above the Valldøla River—the architects’ solution for securing hard-to-get government permits while leaving the land virtually untouched. Purposefully spare yet stylish, each is furnished with only a bed and a couple of lounge chairs next to a wall of glass that encourage quiet meditation on the beauty of the Valldal valley and snow-capped mountains beyond. The concept continues in the spa, which is perched on a bluff overlooking the river and features a small outdoor hot tub and glass-enclosed steam room. Meals are served at a long communal table in a renovated cow barn; though breakfasts are included (the smoked salmon is to die for), three-course dinners are extra but worth the splurge thanks to locally foraged and sourced ingredients such as reindeer steaks.
  • 4000 N Drinkwater Blvd, Scottsdale, AZ 85251, USA
    The Saguaro Scottsdale is among the handful of downtown Scottsdale hotels that embrace the urban Southwest vibe. Although it began life as a 1970s chain motel—evident in its blocky structure and the compactness of most rooms—this now-hip address has blossomed into the visual equivalent of desert wildflowers at the height of a wet spring. Especially striking against the desert tan that coats just about every other structure in Scottsdale, both outside and in, are a riot of colors that go beyond orange and purple and pink and yellow to such wildflower shades as California Poppy and Red Desert Globemallow. Just as vibrant is the Saguaro’s pool-party scene, aided, no doubt, by water temps chilled or heated as the season dictates. A complete redo of the Saguaro’s rooms in January 2017 gave them a modern Southwest vibe (think pastel-colored prints of cacti and desert-hued furnishings), but not so much that guests will be asking the concierge where to shop for cowboy boots (which would be Saba’s, just down the street, in Old Town).
  • 10455 Sheridan Boulevard, Westminster, CO 80020, USA
    Westminster has a surprising number of lakes and ponds, all of which are man-made. The city says there are more than 40 that are at least an acre in size and together they account for seven percent of Westminster’s land area. City Park Lake and Standley Lake are two of the more popular ones. You’ll find interesting birds and other wildlife there.
  • Watamu, Kenya
    Nestled between pristine beaches and lush forest, the peaceful town of Watamu is ground zero for water sports in Kenya. One of Kenya’s most renowned kite-surfing schools, Tribe Watersports, is based here and offers three–day courses to get you skimming the warm waves of the Indian Ocean in no time. If you’re happier underwater, Watamu will also appeal. A maze of rich coral reefs skirts the shoreline, so giant turtles and exotic fish can be seen year-round, and at certain times of the year majestic whale sharks pass through this region, making it a snorkeling and diving haven. For accommodation, check out the eccentric and charming Watamu Treehouse.
  • Colebrook St, Dunmore Town, The Bahamas
    From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.
  • 301 Biscayne Blvd, Miami, FL 33132, USA
    One of the best spots to relax in Miami is Bayfront Park, 32 acres of lush grounds that include the Klipsch Amphitheater and the Tina Hills Pavilion. The Fourth of July fireworks and the New Year’s Eve countdown are just two of the community events that occur here throughout the year. From the beach you can watch dolphins jump and play while luxury yachts pass through Biscayne Bay, and you’ll also have great views of the cruise ships and marina. Take the renovated baywalk, shaded by oak and palm trees, past the rock garden and waterfall and several benches. Fitness classes are offered in the park during the week.