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  • 215 Chrystie St, New York, NY 10002, USA
    Hotelier powerhouse Ian Schrager is behind this Lower East Side concept, which is located near some of downtown Manhattan’s coolest shops, restaurants, and nightlife. The hotel itself is also home to some dining and drinking gems, however, including all-day café and market Louis, restaurant Public Kitchen, and The Roof, where the cocktails are as elevated as the surroundings. Swiss architecture firm Herzog & de Meuron is responsible for the property’s clean, utilitarian design across 367 rooms, each of which comes with all of the high-tech creature comforts of home (electronic blackout shades, 50-inch Samsung flat-screen smart TVs, intelligent in-room systems for lighting and temperature control, and Bose wireless Bluetooth speakers). After dinner at Public Kitchen (and at least one order of chef Jean-Georges Vongerichten’s popcorn-cheddar frico), guests can set a wake-up call for rooftop yoga the next morning—a series of sun salutations overlooking Manhattan.
  • Piscina S. Moise, 1459, 30124 Venezia VE, Italy
    Gothic and grand, this 18th-century former nobleman’s home stands proudly on the banks of the Grand Canal in the San Marco district. Venetian-born owner and interior designer (among her many talents) Francesca Possati has restored this historic home to its regal glory. She has worked with local artists to breathe new life into original woodwork, ornate trompe l’oeil ceilings, and silk wall hangings, resulting in a once-again polished and posh palazzo. The distinctly Venetian rooms—many with canal views—are styled with rich fabrics, bold wall coverings, and pristine period antiques and illuminated by Murano glass chandeliers. Of course, they’ve been updated with the latest modern perks (like Italian marble and whirlpool tubs in the bathroom).

    Stroll the art-filled hallways, splurge for a tasting menu at the elegant restaurant, and watch the gondolas float by from the red-awninged terrace. La dolce vita, indeed.
  • 267 Darlinghurst Rd, Darlinghurst Sydney, Australia
    Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.
  • Main Street
    Thomas Crean, a member of Shackleton’s Endurance crew, came home to Annascaul to start the South Pole Inn as a pub and inn. Great pints of Guinness, a wonderful meal and plenty of chips for all to enjoy! For a small price, a room is also available above the inn. Come see pictures of the Antartica expedition that made and created history!
  • Keizerinnendreef, Keizerinnedreef, 3080 Tervuren, Belgium
    Head outside the city centre, to the commune of Tervuren, for one of the most beautiful parks near Brussels. Just behind the Royal Museum for Central Africa (pictured here) is a large garden. Joggers and walkers frequent the network of paths through the forest and lakes are populated with fishermen on weekends. The park is home to Flanders largest Giant Redwood tree and there is a good deal of wildlife inhabiting the lake and trees. It is particularly lovely in autumn, as the leaves are changing colour, and in early spring, as the sunshine filters through the newly sprouted leaves.
  • Rue de la Loi 200, 1049 Bruxelles, Belgium
    Although Brussels is most famous for its Art Nouveau architecture, is has some notable modern buildings as well. One of the most recognisable is the love-it-or-hate-it Berlaymont Building, at the Schumann metro stop. Known by its detractors as the “Berlamonster,” this huge glass and metal lopsided X-shaped structure is home to the European Commission. Whatever your feelings about the Berlaymont, its imposing stature is impressive. EU flags representing the EU member states, line the back of the building. Wander through the EU district at lunchtime and see the Eurocrats in their ‘natural habitat’ in the surrounding restaurants and cafes.
  • St Kitts & Nevis
    Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.
  • Race Course, Oracabessa, Jamaica
    Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

    Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.
  • Jl. Bisma, Ubud, Kabupaten Gianyar, Bali 80571, Indonesia
    Nestled in the jungle near the center of Ubud, Komaneka at Bisma is a minimalist boutique hotel that celebrates Balinese artistic expression. Local artisans made most of the wooden objects and furnishings in the suites and villas, which emphasize rich woods, cool marbles, and floor-to-ceiling glass walls that look out at emerald rain forests. Daily deliveries of fruit, flowers, and cookies make guests feel like family, but high-tech conveniences such as in-room Apple TVs help them stay connected with loved ones back home. The Komaneka Gallery at the Monkey Forest property showcases one of the world’s largest collections of art from the archipelago; Bisma guests can arrange a tour, which is included in the price of their stay. You can also stay on site and choose from a lineup of activities, including rice paddy cycling tours and wood-carving lessons.
  • 39221 Woodward Ave, Bloomfield Hills, MI 48304, USA
    The Cranbrook Educational Community is one of the most revered names in Michigan, and under the umbrella of that name is an art museum, a secondary school, a graduate program, the institute of science, a research center, and historic homes with extensive gardens. The Cranbrook Art Museum was one of the earliest institutions in the U.S. to feature contemporary art. A few of the more recent exhibitions have included the works of George Nelson, the Italian design factory Alessi, and Danish ceramist Anders Ruhwald. There is also an annual graduate students’ art show. Even the building that houses the esteemed museum is worth a visit, with its mixture of neoclassical, art deco, and contemporary architectural details.
  • 75, Oupalath Khamboua Road, Ban That Luang Village, Luang Prabang, Laos
    The latest sign that Luang Prabang, the once-undiscovered unesco World Heritage city on the Mekong River, now fully caters to upscale tastes, Villa Maly is in the former residence of Prince Khamtan, grandson of a 19th-century Lao king. The hotel’s 33 rooms, furnished with four-poster mahogany beds, rain showers, and parquet floors, surround the 1938 French colonial–style home in seven comfortable cabanas. During my stay, I fought the heat by spending time on the dark-wood pool deck ringed by tall palms and tropical flowers. It’s a five-minute stroll to the town’s historic center—and a five-minute stroll back to the hotel’s onsite spa for a massage. —This appeared in the December/January 2010 issue.
  • 1531 Melrose Ave, Seattle, WA 98122, USA
    You’ll want to arrive early at Sitka & Spruce to allow time for browsing the other shops inside Melrose Market: Calf and Kid’s artisanal cheeses, Rain Shadow Meats’ sausages and steaks, Glasswing’s home decor, and Marigold & Mint’s fresh flowers. At Sitka & Spruce, chef Matthew Dillon features a rotating menu of hyper-local Northwest cuisine in shareable small plates and mains. The artfully arranged charcuterie platter is a must-try, and don’t skip the bread — the Columbia City sourdough loaf with whipped butter is a local favorite. Just want a snack? Try Bar Ferd’nand next door, also co-owned by Dillon, for a glass of wine and simple bar snacks, or take home a bottle.
  • Rua de Baixo – Casa da Pedralva, 8650-401 Vila do Bpo., Portugal
    Aldeia da Pedralva is more than just a hotel. It’s an actual village hidden away among the wildflowers and beaches of Portugal’s Vicentina Coast. The owner Antonio Ferreira was looking for a career change and when he stumbled upon Pedralva village (at the time no more than a pizza place and abandoned, dilapidated houses) he began to buy them up and rebuild them. It took Ferreira and his wife Filipa more than two years to find the original owners and get permission to buy their homes. Today, Ferreira has turned a former ghost town into a destination eco hotel with a restaurant and grocery shop stocked with produce from the on-site vegetable garden. Each of the 31 restored homes has a rustic charm and was furnished by a designer friend of Ferreira. The best part of staying at Aldeia da Pedralva is that you feel like part of a community. Ferreira’s Newfoundland dog Urso often greets guests. Dinner often features fresh seafood caught that day and plenty of Portuguese wine. A stay here is a lesson in how satisfying simplicity can be.
  • Verbier, 1936 Bagnes, Switzerland
    The charming Swiss village of Verbier is a breeding ground for fearless, thrill-seeking mountain bikers. Be warned, though: Even a rockstar mountain biker from Colorado or Utah will feel like he needs training wheels when he tackles these mountains. In town, local bike shops outfit cyclists with bikes and Transformer-like protective gear. A gondola whisks cyclists to the top of the mountain where they can tackle trails of varying degrees of difficulty in La Tzoumaz Bikepark. Less death-defying trails wind around the mountain past quirky sculptures such as a giant penguin and a huge skeleton of a wooly mammoth. Apparently, a mountain-biking battle wound is an essential Swiss souvenir. I took home a double-fractured finger after launching over my handlebars (A note: Men who get injured apparently get stitched up by a hot Swiss nurse. I got a scholarly Swiss doctor, but I also didn’t get a bill). For something a bit more low-key, rent an electric mountain bike and cruise around town past the fancy hotels (Verbier W opened in 2014) and charming homes. Just a touch of pressure on the pedal makes you feel like Lance Armstrong ascending the hills.
  • 1521 10th Ave, Seattle, WA 98122, USA
    The Elliott Bay Book Company is the Seattle bookstore and, thankfully, survived its move from Pioneer Square to Capitol Hill with soul and towering cedar bookcases intact. Elliott Bay lost a significant chunk of square footage during the move but gained a home right in the heart of Capitol Hill. Which makes it even easier to execute the ideal lazy Sunday afternoon combo: new novel + Fonte latte and one of the book-size housemade muffins from the on-site café (if it’s sunny, make a beeline for the grassy Cal Anderson park, just across the street). The food is northwest downhome—unpretentious salads with local greens, wholesome soups—but the abundant outlets and cozy café vibe make up for any food misses.

    Try it there: The lemon crepe

    Bring it home: Thomas Pynchon’s Inherent Vice and tickets to a Neptune Theater reading