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The Willcox has been an institution for more than a hundred years—so much so that it dropped the “hotel” designation from its name. Located just steps from the sprawling urban forest of Hitchcock Woods, The Willcox caters to the horsey set, with an equestrian theme throughout the rooms and even a horse concierge. Old-fashioned keys open the doors to the 22 rooms, each with with four-poster beds warmed by cashmere-covered hot water bottles, and pets are welcomed with their own “Guest of Willcox” tag. It’s not uncommon to see horses prancing down the streets of Aiken, once the headquarters for the wealthy Winter Colony riders of the 19th century, and the hotel is happy to indulge your passion to gallop, trot, or just enjoy a carriage ride. A saltwater pool and a range of spa services soothe tired muscles after a day in the saddle or tooling around the small-town center. The lobby bar and restaurant are favorites with locals, serving an American menu with a few Kiwi touches from the New Zealand–born chef.

This sheet-metal fever dream by architect Frank Gehry is like a rock-and-roll Guggenheim, home to interactive exhibits that span music, sci-fi, fantasy, animation, video games, and other scrambled bits of modern life. A hands-on studio lets kids and grown-ups mess with real instruments and studio hardware. Originally intended to honor Jimi Hendrix, the building’s design echoes one of the legend’s smashed guitars (most obviously when viewed from atop the Space Needle). Critic Herbert Muschamp once accused it of “looking like something that crawled out of the sea, rolled over and died,” but visitors often enjoy the jumble of color and distorted reflections—perfect for quirky selfies!

Giovanni di Piero Antinori became a member of the Florentine Winemakers Guild in 1385—and his descendants have been in the business ever since. Today, the company is overseen by Marchese Piero Antinori—the 25th generation of the titled family—and his three daughters, all of whom were involved in the seven-year project to build this stunning winery and visitors’ center. With a contemporary design crafted with materials like wood, terra cotta, and weathered steel, and featuring views out onto vineyards lush with classic Chianti grapes, the center houses a museum and art gallery, winery and cellar, shop, and rooftop restaurant serving gourmet pairing menus. Four different types of tours are available, ranging from general overviews tailored to the first-time guest (and including tastings of three signature wines), to more in-depth cellar visits (with upgraded cru tastings) and tailor-made experience for connoisseurs.

It’s hard to visit Old Faithful and not immediately start planning how you’ll manage to afford absolutely everything in this wildly desirable modern day general store, from elegant pencils from Public Supply and Tuthilltown Bourbon barrel maple syrup from Québec to hand-sewn Horween leather iPhone sleeves and scented candles in copper votive cases. I can never visit without buying something, even if it’s just a gorgeous design magazine full of even more things to drool over!

Most people recognize Eugene, Oregon as the home of the “Oregon Ducks” because of the sports programs at the University of Oregon. But Eugene is so much more. Take for instance the Inn at the 5th, a luxury boutique hotel built and owned by the Obie Company who developed the 5th Street Public Market next door. The hotel reminds me of the “Little Engine That Could” an endearing 1930’s children’s book teaching the value of hard work and optimism. And the Inn at 5th presents those core values to guests in a stylish and polished package.

More and more cruise ships are arriving to the well-known Greek islands for day exploration. And while that is a boon to the local economies; crowded restaurants and beaches are not what you have come to experience. Some of these popular islands actually have very few year-round residents as the cruise visits are seasonal. So that “real Greek” town that you came to see, really isn’t. The solution? Try one of the lesser-know but equally beautiful Greek Islands like Ios in the Cyclades Islands. Here you’ll find five-star hotels, mom and pop inns, historical monuments, miles of sparkling beaches, dynamite restaurants, vibrant mountain towns, incredibly reasonable shopping, breathtaking vistas, and local wines, but most of all Ios can be your own paradise. The island of Ios is still a place where real people live and work, but there is plenty of support for tourism (sometimes it’s party central at Mylopotas Beach) and you will find true hospitality, safe streets to wander and new activities like the recently opened hiking path system. Imagine walking at your own pace to archeological sites, beaches, churches and mountain villages just like the early inhabitants did for centuries? The Greek Cultural Mountaineering Club of Fyli has long wanted to repair and connect the ancient paths and a few months ago the project was completed with the help of volunteers and the Municipality of Ios. Over thirteen kilometers of paths are open and well-marked by signs connecting other paths and old roads of Ios for you to enjoy. Not a hiker? The shopping is sublime. Not for the collectors of designer handbags but those desiring handmade leather sandals, precious gem jewelry and smart local-style clothing designs. Lounging by the pool is always a favorite. Stay at the elegant Liostasi Suites and you will be pampered like a jet-setter. Wish for a low-key stay? The Pavezzo Hotel and Suites is painted in beautiful colors and embellished by flowers offering family-style rooms, rooms for one or two and vantage points with sea views set on the side of a mountain with cooling breezes and the friendliest owners. If you are a fan of Greek cuisine there are many terrific restaurants, some right on the ocean like Drakos Taverna at the end of Mylopotas Beach. A favorite in Chora, the town above the Ormos harbor which is completely accessible on foot, is Elia. Visit the cathedral and one of old windmills the island is famous for while wandering the maze of winding stone streets that spill down from top of the hill. Or down in Yialos by the harbor pop into one of the very casual tavernas. Be sure to visit the food shop called Mosenta at the port to watch them create, and for a taste of sesame seed and honey cakes. They also package local wild herbs and make a great body cream that is made from their own honey and olive oils. Insider Tips: Go in Fall for peace and quiet and best rates on rooms. There is no airport so take the ferry from Pireaus, Athens or Santorini. Images Kurt Winner Photography

Designer Francisco Cancino is, like many of his contemporaries, interested in ushering in the new era of modern Mexican fashion, and he’s acquired plenty of admirers in the process. Stop by his Polanco atelier for his women’s clothing: all sleek lines, ample room to move, and seasonless patterns, and made in Mexico.

Located along M Street in the heart of Georgetown’s hustle and bustle is the oldest extant home in DC. Built by a Pennsylvania cabinetmaker/carpenter in 1765 using locally sourced rock, timber, and earth, the Old Stone House still retains its rugged stone appearance even after being threatened with demolition in the 1950’s. It was the urban legend that President Washington and city designer Pierre L’Enfant met here to plan the layout of DC that saved the building. Today, guests can tour the three-story structure to learn about its history and late 18th century colonial living in the DC area.

One of Canada’s most iconic hotels, the Fairmont Chateau Lake Louise is cradled by the Rocky Mountains, its grand, castle-like structure surrounded by towering peaks and the pristine, protected wilderness of Banff National Park. The hotel was founded in 1890 by Cornelius Van Horne, the general manager of the Canadian Pacific Railway, who envisioned creating a refuge for “the outdoor adventurer and alpinist.” What began as a one-story log cabin ended up helping to kick-start tourism in the Canadian Rockies, launch the Canadian mountaineering scene, and draw a host of notable names to the region, from Marilyn Monroe to Queen Elizabeth II.

Today, guests arrive in a grand lobby outfitted with imposing chandeliers and sweeping staircases. Common areas are decorated with old-timey photos from the hotel’s past, while the 552 spacious rooms and suites are all about showcasing views of the stunning turquoise lake and snowcapped Victoria Glacier. There are plenty of activities to enjoy year-round, from canoeing, hiking, fishing, rafting, and horseback riding in warmer weather, to skiing, snowboarding, ice skating, and snowmobiling in the winter. In between, savor everything from European alpine dishes, authentic Italian fare, and Canadian comfort food to a large selection of bourbons and whiskeys at the seven dining outlets, or head to the spa and health club for a pampering treatment or dip in the indoor heated pool.

A 1901 landmark in Hanoi’s French Quarter, the colonial-style Sofitel Legend Metropole has long been a celebrity magnet, welcoming presidents, ambassadors, and literary and cinematic royalty into its marble lobby. Somerset Maugham and Graham Greene both wrote books here (The Gentleman in the Parlour and The Quiet American, respectively); Charlie Chaplin and Paulette Goddard celebrated their honeymoon at the property; and Jane Fonda and Joan Baez took to the bomb shelter beneath the hotel during air raids (book the complementary Path of History Tour, held every day at 5 and 6 p.m., for a chance to see where they hid out).

The 364 guest rooms are divided between two wings: The historic Metropole section has decor shaped by French architecture and Vietnamese culture (think wood floors, louver windows, bird-cage lampshades, and porcelain light fixtures); the newer wing, opened in 1996 just across the traffic circle from the Opera House, has a strong Neoclassical edge with rooms in dramatic red, black, and white. With its green awning, filigree ironwork, and outdoor wood-deck seating, La Terrasse has the feel of a Parisian café, while Le Beaulieu restaurant serves classic French fare and a decadent Sunday brunch. Spices Garden showcases Vietnamese flavors, and three drinking dens—sleek Angelina, gentlemanly Le Club Bar, and poolside Bamboo Bar—appeal to every kind of spirits lover. Between the central courtyard garden and the pool sit the SoFit gym and Le Spa, with eight rooms for soothing East-meets-West treatments.

From the luxury Oetker Collection, Le Bristol is one of the first hotels in France to obtain Palace distinction. Occupying nearly an entire block on Rue du Faubourg Saint-Honoré near the Élysée presidential palace, this soulful property has been a gathering place for Parisians since 1925. The 190 guest rooms, which feel like private apartments, are decorated with precious fabrics, paintings, and 18th-century antiques. The on-site attractions include a spa by Le Prairie, a teak-lined pool resembling a yacht, and a courtyard garden fragrant with jasmine. For more than a decade, chef Eric Frechon has held three Michelin stars at Epicure, where menu fixtures include the macaroni stuffed with black truffle and foie gras. Frechon’s culinary dominions are a portal into French gastronomy itself: The hotel has its own chocolate factory, cheese cellar, flour mill, and boulangerie.

Two architectural wonders helped put Dubai on the map: the Burj Al Arab hotel, which resembles the sail of a ship out on the gulf waters, and the Palm Jumeirah, a residential development on a manmade archipelago that fans out in the shape of a huge palm tree. But in 2010, the sleek Burj Khalifa stole their thunder. Now the world’s tallest structure, the tower soars 830 meters (2,722 feet) into the sky. Visitors can zoom by elevator up to the 124th floor to experience incredible views and explore interactive displays on Dubai’s history and the tale behind the building of this futuristic marvel. Another observation deck is even higher, on the 148th floor.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

A who-knows-how-happily-married Diego Rivera commissioned this three-residence compound from Mexican artist and architect Juan O’Gorman in 1931. Jarringly Bauhausian for its time (especially in comparison to the surrounding San Ángel neighborhood’s mission revival gentility), it included separate buildings for Diego and his wife, Frida Kahlo, connected by a slender bridge (as well as a third dwelling for O’Gorman). Visits lead to interiors, showcasing Rivera’s studio and its fascinating collection of artworks, creative infrastructure, and amazing windows. Take time to wander the garden and pause to appreciate the property’s tableaux; then re-tox from all the aesthetic purity across the road at the San Ángel Inn, a gloriously indulgent hacienda bar and restaurant that takes you straight back to the country club—flawless margaritas and all.

Even though you may have never been here before, Montréal’s Place St-Louis, in the Plateau neighborhood off of rue St-Denis, will probably look familiar thanks to the many tourism posters and guidebook covers that display its image. The graystone Victorian row houses, with details in pink, purple, and other eye-popping hues, embody a certain Montréal attitude—grounded in history yet with a playful, contemporary edge. The square was laid out in 1876 and has been described as one of Montréal’s most beautiful, with a European elegance thanks to its tree-lined paths and fountain. Students of poetry may want to pay homage to Émile Nelligan. A monument to the beloved Québecois writer sits in the southeast corner of the square near the house on avenue Laval where he once lived.