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  • 233 S Wacker Dr, Chicago, IL 60606, USA
    Willis Tower—originally known as the Sears Tower—was the world’s tallest building for 23 years until it was unseated in 1996 by the Petronas Twin Towers in Kuala Lumpur. The 110-story skyscraper is still mighty impressive. Its “bundled tube” design by architectural firm Skidmore, Owings & Merrill was originally inspired by a handful of cigarettes and the innovative bundling changed the construction of supertall, wind-resistant buildings thereafter. The tower’s height is even more thrilling when measured from the 103rd-floor windows of the Skydeck observatory and the Ledge, a glass-enclosed box which juts more than four feet out from the side of the building so that visitors can (gingerly) walk out and stand 1,353 feet above the street.
  • 2 Sun Valley Rd, Sun Valley, ID 83353, USA
    Why we love it: An intimate property with updated rooms and a historic restaurant

    The Highlights:
    - Newly renovated rooms and amenities
    - An iconic restaurant with live piano music at night
    - Convenient shuttles to Bald Mountain and Ketchum

    The Review:
    Located next door to the extravagant Sun Valley Lodge, the intimate Sun Valley Inn provides a quieter, less flashy retreat. Don’t expect drab accommodations, however. All 97 rooms were refurbished for the 2018–19 winter season with irresistibly comfy beds and sumptuous carpeting. The iconic Ram restaurant and bar were also remodeled, while preserving their extensive woodwork (the building dates from 1937, when Sun Valley became one of the first ski resorts in North America). Amid antler chandeliers, Austrian cowbells, and velvet drapery, diners enjoy steaks and fondue—minus any canned Muzak. Come evening, a pianist tickles the ivories of the Ram’s baby grand. The restaurant also offers a rotating lineup of “heritage dinners,” which highlight the Ram’s historic favorites, such as Hungarian goulash (on Saturdays) and schnitzel (Wednesdays).

    The inn’s meeting spaces attract conventioneers, and the heated pool appeals to families with school-aged kids. Teens also enjoy roaming the resort campus, which extends beyond the Sun Valley Lodge to Dollar Mountain (Sun Valley’s original ski hill that now includes beginner slopes and a terrain park). Guests can also hop on the buses connecting the Sun Valley Inn to Ketchum’s downtown and to Bald Mountain, Sun Valley’s main ski area.
  • 1108 E 6th St, Austin, TX 78702, USA
    Why we love it: A hipster hotspot that’s as stylish as it is affordable

    Highlights:
    - A range of room types for all travelers
    - Local hangouts like the on-site diner and pool bar
    - A prime location in one of Austin’s coolest neighborhoods

    The Review:
    While locals are committed to keeping Austin weird, there’s nothing strange about the new East Austin Hotel, a soon-to-be hipster haunt where millennial pink accents and midcentury chic mix with details that embody the city’s independent spirit. Here, guests find a variety of accommodations to suit all types of travelers, from cabin rooms with shared bathrooms to poolside suites with private balconies, but all feature Scandi-inspired furnishings and quirky touches like turtle-shaped ottomans, Moroccan pillows, and retro Victrola radios.

    Vintage pendants hang over the bar at on-site restaurant Sixth & Waller, a self-described “global diner” that serves international comfort food like family-style latkes, chicken-fried steak, and mango cream pie. Equally stylish is The Upside, a rooftop bar with cocktails inspired by the Caribbean and Central and South America, and Pool Bar, which welcomes both guests and locals with frozen drinks and Instagram-friendly dishes like gochujang queso and jackfruit bánh mi. The hotel also boasts a stylish gift shop with local gifts like handcrafted ceramics and leather goods, but if you’d rather venture out, stop by the concierge desk and grab a curated map that highlights neighborhood hotspots with live music, authentic food, and more.
  • 315 Four Seasons Dr, Lake Ozark, MO 65049, USA
    Why we love it: A lakeside resort made for family getaways

    The Highlights:
    - Spacious rooms with balconies for taking in lake views
    - A full-service, on-site marina for boat rentals
    - A Japanese-style spa with an infrared sauna

    The Review:
    Imagine you had a wealthy friend with a fabulous lakeside property, and you’ll understand what it feels like to stay at the Lodge of Four Seasons. At the waterfront resort, guests mingle around the lobby bar—which boasts circular seating, live piano music, and carefully crafted cocktails—much like they would in a fancy living room. When it’s nice outside, they hang together at the lakeside pool bar, or stroll down to the on-site marina and get out on the water. Here, it’s all about starting traditions with families and friends, whether over dinner at one of two restaurants or a round of golf on the championship course.

    An Ozarks-chic vibe extends across the 358 spacious rooms and suites, which all feature flat-screen TVs, custom embroidered linens, and private furnished balconies with views of the lake or Japanese gardens. Choose from guest rooms in the Main Lodge and Seasons Bay buildings, or opt for a one- or two-bedroom condo with a kitchen in the Avila complex. Settle in, then head to Spa Shiki, where you’ll find eucalyptus-infused steam rooms, an infrared Himalayan salt stone sauna, a salt-purified whirlpool, and a relaxation room with a fireplace for relaxing post treatment.
  • Av. Claude-Nobs 2, 1820 Montreux, Switzerland
    Building on Montreux’s growing popularity as a tourist destination in the early 1900s, two Swiss hospitality pioneers joined an existing hotel with a newly constructed palace section, creating what was then one of the most cutting-edge hotels around—with such “modern” touches as electricity, heating, and private bathrooms. Officially opened in 1906, Le Montreux Palace went on to host everything from glamorous masquerade balls to the signing of international peace treaties, and everyone from New York tycoons to Indian maharajas.

    The history lives on in today’s incarnation, which has been under the Fairmont umbrella since 2007. Following several years—and stages—of renovations, the Palace is as majestic as ever, with the 236 rooms and suites all featuring classic décor and balconies showcasing the lake or Alps. The hotel’s location at the edge of Lake Geneva is echoed in the seafood dishes at on-site restaurant MP’s Bar & Grill, where fresh catches (and fine cuts of meat) pair well with top Swiss wines. Additionally, both La Palmeraie and the seasonal La Terrasse du Petit Palais offer flavorful menus backed by spectacular views. Nightlife is big here, particularly at the Montreux Jazz Café and Funky Claude’s Bar, both of which serve casual cuisine, potent cocktails, and a good time. As a partner to the famous Montreux Jazz Festival, Claude’s also hosts live music six days a week, including jam sessions with festival members. Recuperate at the lakeside spa, which has indoor and outdoor pools, a gym, saunas, and a lengthy menu of face and body therapies.
  • Maritime Lane
    When you think of the word pub, chances are you picture something like this place. Housed in the old Cooperage of the Royal Navy Dockyard, this causal bar-slash-restaurant is all about cozy atmosphere; there’s even a fireplace that was originally a forge used to produce iron hoops for barrels. The menu showcases comfort food—fish-and-chips, savory pies, and brisket with Yorkshire puddings—not to mention some local touches like the pepper jam served with red-onion rings. Enjoy a pint or two of ale, pilsner, or porter from the onsite Dockyard Brewing Company (the most established of the breweries on the island). The hoppy offerings change regularly.
  • 726 St Peter, New Orleans, LA 70116, USA
    Preservation Hall occupies a worn Creole town house that was originally built as a home in the early 19th century, and that had evolved into an art gallery and performance space by 1961. (It was founded by a man of philanthropic bent who fretted that the great, aging New Orleans musicians no longer had a place to play.) It hasn’t changed much since the ‘60s—audiences cluster on benches or stand along the back wall to hear whomever is playing that night. Among the glories of New Orleans is traditional jazz, which is still very much alive here and never feels as if it belongs in a morgue—or even an intensive care unit. Check the schedule for upcoming acts, but don’t get hung up on specific performers; every night offers something worth stopping by for, and everyone leaves in a better mood than when they arrived.
  • Peninsula Papagayo, Guanacaste Province, Papagayo Peninsula, 50104, Costa Rica
    Occupying 28 ocean-front acres on the northwest coast of the Bay of Culebra, Andaz Peninsual Papagayo evokes its natural surroundings at every turn. Costa Rican architect Ronald Zürcher took an organic approach to the design of the buildings, modeling rooflines on shapes found in the shells and cocoons that appear on local shores and in the jungle canopy.

    Even standard rooms—which are sprinkled over a hillside that’s bookended with beaches—elicit a strong sense of place with hand-carved artifacts, forest views, and walk-in rain showers that open to large balconies, blurring the line between indoors and outside. (Luxury seekers can upgrade to a suite to take advantage of soaking tubs and private plunge pools.)

    For the actively inclined, there’s a golf course, tennis course, and access to nearby zip-lining, though no one would blame you for kicking your feet up by a pool overlooking the bay; there’s an adults-only infinity pool as well. Ostra serves fresh seafood caught in local waters, while Chao Pescao offers the ultimate expression of pura vida with tapas and small plates, a first-rate mixologist, and live music and dancing on Saturday nights.
  • 1001 Broadway, Nashville, TN 37203, USA
    This Romanesque Revival landmark has become Nashville’s crown jewel. The city’s main train station from 1900 until the 1970s, when railway service was discontinued, the building sat vacant for decades until it was restored to its former glory and reopened as a boutique hotel in 2016. Now on the National Register of Historic Places, the hotel retains pieces of the past—including its iconic clock tower, an original arrivals and departures board, and the solid wood staircases—while providing all the comforts of the present. The 125 guest rooms skew contemporary, with soothing tones of gray and neutral walnut, as well as cowhide headboards and custom ironwork lights. By contrast, public spaces veer on the nostalgic: The atrium lobby has painted barrel-vaulted ceilings, 100-year-old stained-glass skylights, bas-relief moldings, and ornate crystal chandeliers. It’s an atmospheric backdrop for the hotel’s “Riffs on the Rails,” a weekly series of live music performances.
  • Lighthouse Road, West End, Negril ., Jamaica
    The Caves, just west of Negril, is aptly named. While the 12 cottages and one villa sit atop honeycombed cliffs, the Blackwell Rum Bar, a private dining venue, and the massage table of the hotel’s Aveda Concept Spa are actually in underground grottos open to the sea. The setup is very Treasure Island, and the flicker of candlelight and the echo of waves off cave walls make it uniquely romantic. Each of the thatch-roofed cottages is as colorful as a paint box, and each gives a sense of being alone at the end of the land. This is one of music mogul Chris Blackwell’s Island Outpost properties, so the vibe at the Jacuzzi, sauna, or salt-water swimming pool is hip but relaxed. Although famed Seven Mile Beach begins almost where the cliffs end, the hotel itself has no beach, which is why a tradition at the Caves is to begin the day by jumping from the cliffs into the usually calm Caribbean below—or at least thinking about it.
  • Cobenzlgasse 8, 1190 Wien, Austria
    It’s the wine. It’s not just the small houses with baroque detailing, or the cobblestoned streets with old trams that wind their way up the Vienna Woods foothills, that make Grinzing the most popular of all of the former villages that have been absorbed into present-day Vienna. The city has by some counts more urban vineyards than anywhere else in the world, and Grinzing’s famous Heurige (wine taverns) draw big crowds. The proprietors of Zum Martin Sepp, across from the parish church, welcome visitors to their cozy courtyard and tavern rooms. Guests enjoy Austrian specialties such as the Kaiserschmarrn pancake dessert and drink house grüner veltliner and other wines, while swaying to musicians wielding the signature folk accordion and playing old Viennese drinking songs.
  • 3551 N Escala Ct, Park City, UT 84098, USA
    At the Hyatt Centric, luxury amenities meet front-door access to 7,300 acres of ski terrain, including the 314 trails, 40 chairlifts, and six natural half-pipes that make up the Park City Mountain area of Canyons Village. For even more adventure, the hotel’s in-house activities company, Wasatch Adventure Guide, can arrange for dogsledding, fly-fishing, heli-skiing, hot-air ballooning, and even ice-climbing excursions. If you’d rather soak up some culture, there’s complimentary seasonal transport to Park City’s charming Main Street and its dozens of galleries. After a long day of exploring, guests can unwind in the resort’s heated outdoor pool, or in front of their own stone fireplace. The 120 guest rooms and apartment-style residences offer a home-away-from-home feel, with even the standard rooms featuring a partial kitchen stocked with china for four. In case you don’t feel like entertaining, the on-site Escala Provisions Company Restaurant & Bar offers après-ski fare like classic fondue as well as a dinner menu with dishes like a grass-fed beef burger with tomato jam, pork belly, and pommes frites.
  • 360 Kangding Road
    You don’t know you need a paperweight shaped like a dumpling until you see it. Hidden behind sliding doors on an unassuming street corner in Shanghai‘s Jing’an District, Spin is the best place in the city to buy modern Chinese ceramics. The shop works with artists in Jingdezhen, China’s porcelain capital, to make original, limited-edition works of art at competitive prices, from a small porcelain and wood display table to delicate celadon-green teacups and dainty chopstick rests shaped like chili peppers. Spin ships worldwide at a reasonable cost, so you don’t have to worry about lugging a vase the size of a small child through Asia.
  • 6757 Washington St, Yountville, CA 94599, USA
    In the Napa Valley—and in Yountville, in particular—most hotels err on the side of sophisticated luxury. Which makes the North Block Hotel’s quirky style such a breath of fresh air. With the look of a Mediterranean town’s cobbled street, complete with lemon trees and hand-painted tiles, one of Napa’s few modern boutique hotels also displays quirky pieces like The Big Book of Boobs in its lobby. It’s hard to pass through the lobby without having a friendly concierge hand you a glass of bubbly, and the umbrella-shaded “sidewalk” tables seem like places you’d actually while away the hours over bottles of good wine with good friends. The trendy restaurant channels a midcentury Italian cool that’s more Fellini than Michelangelo, unlike most Napa wineries’ inclinations, and the fact that it doesn’t have a Michelin star is actually a vote in its favor in sometimes stuffy, star-saturated Yountville. Of course, the spa is still as luxuriously pampering as any in wine country, and the understated rooms are as decked out with designer amenities as they ought to be—and you might actually be having enough fun to enjoy them.
  • Via della Scala, 18, 50123 Firenze FI, Italy
    Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

    A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.