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  • Calle Las Damas, Zona Colonial, Santo Domingo 10210, Dominican Republic
    A UNESCO World Heritage site, this hotel was the home of Hispaniola’s first governor, Nicolás de Ovando, and one of the first colonial structures built at the top of cobbled Calle Las Damas (the first paved street in the Americas). Built in 1502 and connected in 1974 during a reconstruction ordered by then President Joaquín Balaguer, the three stone buildings retain their original coffered ceilings, massive arches, tile floors, and brick and stone walls. In addition to 92 rooms and suites, including a dozen Imperial Club rooms overlooking the Ozama River and Don Diego Harbor (Room 4015 has a particularly stunning view and gorgeous bathroom), you’ll find a lovely reading nook, gourmet restaurant, lobby mojito bar, and tranquil garden, which features herbs and fruit trees used by the hotel kitchen.
  • 790 Co Rd 25, Tannersville, NY 12485, USA
    Tannersville’s Deer Mountain Inn looks more like a gigantic personal home than it does a hotel, but therein lies its charm. Set on 168 acres in the Catskills, the gorgeous property features six rooms in an Arts and Crafts-style summer home dating back to 1880, along with a couple of cottages for groups or those seeking extra space. Each room is individually decorated with details like big stone fireplaces, wood-paneled ceilings, and wainscoating, and most have lovely views of the surrounding lawn and forest. There’s no shortage of hiking trails on and around the property and the hotel can arrange bicycle rentals on request. For something a bit more relaxed, there’s a cozy game room with an antique pool table, and regular outdoor painting sessions for the artistically inclined.
  • 58775 County Road 48
    Perched on stilts above its own patch of sand, Sound View Greenport is a peaceful retreat, offering a variety of rooms and apartments with up to two bedrooms. Bright and airy, accommodations come with either shared or private sea-facing decks, which provide direct access to the hotel beach. Other amenities include a pool deck with plenty of loungers for guests to sun themselves, plus a bocce court, putting green, and multi-purpose sports court. For meals, Sound View’s gorgeous seafront restaurant, The Halyard, features gourmet dishes inspired by sea and land. There’s also a charming piano bar, decorated with wood-paneled walls and nautical oil paintings. Adding substance to style, the hotel hosts a smattering of cultural events, including musical performances and educational talks.
  • Riedweg 156, 3920 Zermatt, Switzerland
    This family-run micro-village in Valais offers 36 rooms across six separate chalets. Huddled together on a hill above the popular ski resort of Zermatt, the buildings reference the area’s traditional architecture, from the timber frames to the hunting-themed decor.

    Have dinner on the hotel’s terrace in the summer, when clear skies afford a picture-perfect view of the Matterhorn. The modern menu pulls inspiration from traditional Swiss cuisine.

    All the rooms have balconies or terraces to make the most of the superlative views. Rent a whole chalet to accommodate up to 10 people. These come with separate living and dining rooms, and wellness areas (sauna, massage room) as well as open fireplaces.
  • Orrego Luco 023, Providencia, Región Metropolitana, Chile
    Le Rêve rises up like a dollhouse from a street lined with bars and restaurants in the leafy neighborhood of Providencia. Completely renovated in 2011, this pretty boutique hotel works on a B&B basis, the idea being that guests make the most of the surrounding eateries. However, tea, coffee, and snacks are always available, and there is an open kitchen so guests can poke their head in the fridge when peckish. This gives the hotel a unique, homey feel.

    Behind the white shuttered windows, communal areas include a lounge area with an honesty bar and a library stocked with international books. The dollhouse feel continues inside with details such as an elegant green velvet sofa, blue and white ceramics, and waitresses dressed in French maid outfits. Rooms are equipped with wireless Internet access.
  • West End Road
    Dining at one of Negril’s excellent cliffside restaurants is highly recommended, and the gorgeous setting of Ivan’s Bar & Restaurant at Catcha Falling Star makes it a very nice option. The longtime favorite has one of the best views along the coast and serves lobster dinners and classic Jamaican cuisine with a bit of a modern twist. Guests are seated under an open-sided thatched roof or out under the stars at private tables on a patio near the cliff’s edge. Another favorite choice for romantic cliffside dining is the restaurant at Rockhouse Hotel. (If you want more cocktails post-dinner, walk down to LTU Pub and mingle with the locals. Casual eateries and cliff bars along West End Road include 3 Dives and Sips & Bites.)

  • 276 Fox St, City and Suburban, Johannesburg, 2094, South Africa
    Sunday is the day to go when food vendors from nearby sell their eats in one place. Maboneng is the arts district of Joburg. Arts on Main hosts several galleries, shops and vendors to enjoy. Many of the galleries feature young and emerging artists of Joburg who are very talented. The picture shown features some of these artists’ works. Jozi’s art scene is rapidly growing and on the same level as New York and other big art cities in the world. We stayed at the 12 Decades Hotel for a few nights and explored Soweto (for history) and Parkhurst for drinks/eats. I also heard from a local that Rosebank has a great market for crafts.
  • 2435 Venice Dr E, South Lake Tahoe, CA 96150, USA
    Get up, up, and away with Lake Tahoe Balloons. The company launches its colorful hot air balloons not from land but from the surface of the lake via the Tahoe Flyer, the world’s only certified balloon launch-and-recovery boat. Trips begin with a 5:30 a.m. boat ride to the mid-lake launch site. Once the balloon is in the air, passengers and pilot float up to 3,000 feet above the water’s surface for bird’s-eye views of the entire Tahoe basin. On the clearest days, views extend southward all the way to Yosemite National Park. After the flight, everybody celebrates with a champagne toast—then heads back to their hotel for a nap.
  • 1606 Paseo De Peralta, Santa Fe, NM 87501, USA
    The work exhibited in this progressive and edgy nonprofit space is a far cry from the art in the galleries along Canyon Road. SITE Santa Fe, which opened in 1995, hosts provocative biennials as well as a wealth of multimedia productions and notable international and contemporary art exhibits. After the building’s striking renovation and expansion (by the New York–based design firm SHoP Architects), its dramatic new glass facade sits beneath a triangular front, welcoming visitors inside.
  • Carrer d'Avinyó, 7, 08002 Barcelona, Spain
    In this espadrille workshop that opened just after the Spanish Civil War, traditional footware meets playful modern design. The Barcemola line features creative motifs inspired by Barcelona monuments on what was once considered a humble shoe for farmers. The workshop still makes the espadrilles for the Catalan police’s dress uniform. Address: La Manual Alpargatera C/Avinyo 7 08002, Barcelona
  • Set amid lush, expansive grounds on the banks of the churning Urubambo River, this spa hotel is a luxurious base for exploring the Sacred Valley—or just relaxing in nature. For those heading to Machu Picchu, Tambo del Inka offers something that no other hotel can: a private train station on the Cuzco-to-Machu Picchu line. If you’re not sightseeing, there’s still plenty to do on the property, including watching hundreds of white butterflies dance against the backdrop of the Andes from the indoor-outdoor pool, or enjoying a farm-to-table meal next to the river. The highly regarded Hawa restaurant is a must for dinner and also serves a comprehensive breakfast spread with “detox” options, while the Kiri bar offers signature pisco cocktails and a full gin-and-tonic menu.

    The resort captures the drama of the surrounding mountains with soaring ceilings and Incan-style stonework through the public spaces. In the large, airy rooms, guests also enjoy balconies or terraces with river or mountain views, as well as elegant marble bathrooms with both tubs and standing showers. For even more space, spring for one of the suites, which include separate living rooms and butler service.
  • 211 Old Santa Fe Trail, Santa Fe
    The Inn and Spa at Loretto, one of Santa Fe’s iconic boutique luxury hotels, could easily be mistaken for the ancient Taos Pueblo. The hotel’s angular architecture, soothing desert hues, and romantic lighting draw heavily on the original pueblo. Rooms are outfitted with both traditional touches (handcrafted furniture, Anasazi pottery and artwork, kiva fireplaces, colorful textiles) and modern luxuries (slate-floored bathrooms, iPod docks, flat-screen TVs, private balconies). The restaurant and spa are among the best in the state, and the atmospheric lounge one of the coolest spots in town to sip cocktails and catch live music. And, as if it needed another dose of history, the landmark Loretto Chapel sits on the grounds, guaranteeing both excellent views and easy sightseeing access. Now, if only more pueblos were like this.
  • 182-21 Gwanghuidong 1(il)-ga, Jung-gu, Seoul, South Korea
    As ubiquitous as “mandu” (dumplings) may be in Korea, when in Seoul, seek out their Mongolian lamb-filled ‘ancestors.’ One theory says that meat-filled dumplings were introduced to the Korean peninsula during the Mongol invasions of the 14th century. If that’s the case, then “buuz” (Mongolian dumplings) have made a comeback in the 21st century. In recent decades, tens of thousands of Mongolians have immigrated to South Korea, and the neighborhood just to the west of the new Zaha-Hadid-designed Dongdaemun Design Plaza has become home to a Central Asian village. Seek out the Cyrillic lettering and look for “Ulaan Baatar” restaurant, on the second floor of an otherwise nondescript building in an alleyway. A plateful of “buuz” would make a hearty meal, but it’s best shared. Hand-cut noodles, al dente, stir-fried with carrots and mutton are another option. If you want a break from the seemingly non-stop chile-garlic-soy palette of Korean food, but still want a ‘local’ flavor, this is your fatty chance. My wife and I were the only non-Mongolians when we had lunch here. We followed the example of the other diners and ordered salty milk tea to go with our food. I couldn’t bring myself to dunk my dumplings in it, though, as everyone else was doing. (Beer and Fanta are also available.) By subway: at “Dongdaemun History and Culture Park” station, take exit 12, walk west and turn left at the next corner; look for the 10-story building with cyrillic lettering on your right.
  • 399 Lujiabang Rd, Huangpu Qu, Shanghai Shi, China, 200010
    Shanghai tailors are the best in the world, says fashion designer Christy Holzer, whose label, Dowry Designs, was inspired by the city. She suggests visiting the South Bund fabric market to order custom garments. DRESS: STALL 308 “A fun style to wear is the qipao [a centuries-old Chinese dress that got its form-fitting shape in the 1920s]. Traditional silk patterns make the garment look old, so request a solid-color silk.” SUIT: STALL 309 “If you want truly exceptional fabric, ask for 100 percent wool. Most of the wool fabrics they have are blends. Specify that they line your suit with 100 percent silk or cotton.” COTTON SHIRT: STALL 310 “Look at the buttons the tailors are planning to use, as they often choose cheap ones. If you don’t like the buttons, stop by a button stall at the market; it will be worth the extra investment.” Illustration by Michael Hoeweler.
  • 412 Lewers St, Honolulu, HI 96815, USA
    Superstar chef Ed Kenney tucked his fourth restaurant inside the Surfjack Hotel & Swim Club, a funky Waikiki outpost that pays homage to the area’s 1960s scene. The eatery sits beside the pool, where period films screen (sometimes against a background of live music or a DJ spinning albums). The vibe hits all the right notes, from the Hawaii Potters’ Guild bowls to the custom Tori Richard fabrics for the banquette cushions. Kenney—a five-time James Beard Award semifinalist—serves elevated home cooking that draws upon the best of local farms as well as sustainably caught seafood. Fan favorites include a tangle of bright veggies topped with perfectly charred he’e (octopus) and deep-fried avocado on tacos with smoked yogurt, shishito peppers, and pickled red onion.