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  • 1214 Queen St. West, Toronto
    Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

    The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).
  • 79 Carriage House Ln, Philipsburg, MT 59858, USA
    In 2007, hedge fund investor Jim Manley bought a working cattle ranch on the site of a historic silver-mining claim to stake as his bigger-than-life family retreat. In 2010, he opened up the Ranch at Rock Creek, a toy-filled haven in southwest Montana’s Big Sky Country, with 13 houses with one to five bedrooms, luxurious canvas cabins for “glamping,” or a nine-room granite lodge. All are decorated by designer Jet Zarkadas and feature Oriental carpets, deep leather chairs, cow skin and woven Navajo rugs, custom duvet covers, and period Western photos and memorabilia. Despite the remote location and 5,200-foot elevation, all accommodations have landline, working Wi-Fi, and cell phone coverage; some have moose antlers, a private sauna, outdoor hot tub, and indoor copper bathtub.

    Open year-round, the 10-square-mile property encompasses meadows, high country lakes, grassy ridges, and stunning vistas of the Pintler and Sapphire mountains. This self-contained adventureland offers horseback riding; heli-hiking; fly-fishing; river floating; high-tech mountain biking; rope courses; trap shooting; and archery on a 3D course using powerful hunting bows to shoot life-sized models of animals. Weekly rodeo and stagecoach rides underscore the Western theme; in winter, guests cross-country ski, ice skate, and snowshoe on-site. A kids’ club frees parents for spa time and other pursuits.
  • 34 Derb l'Hotel Bab Doukala، مراكش 40000, Morocco
    Haj Mohamed has made his name both as one of Marrakech’s top antique dealers and, for over three decades, one of its top tour guides, with clients ranging from U.S. presidents to celebrities like Nicole Kidman and Brad Pitt. Both of his passions come together at his 11-room hotel, which he crafted with teams of skilled artisans and furnished himself. Set in an 18th-century riad, it features a traditional central courtyard and pool as well as warm, intimate guestrooms, complete with rich textiles, carved wooden doors, and cushy, low-slung seating. The same welcoming aesthetic can be found in the hotel’s common spaces, which include a small plunge pool, various pillow-laden lounges, a rooftop terrace, and a courtyard where guests can enjoy live music. Riad Kniza is also known for its gourmet Moroccan restaurant, which features just nine tables and requires reservations at least one day in advance, as the chef purchases ingredients fresh from the markets each morning.
  • Filellinon 16, Athina 105 57, Greece
    Owned by the world-renowned art collector Dakis Joannou and smartly decorated by quirky Brazilian designers the Campana brothers, the New Hotel is the city’s coolest upscale design-centric property, with 79 rooms (including seven suites) and an intimate restaurant. Although centrally located, just a five-minute walk to Syntagma Square, it’s tucked back in a modernist building on a side street so it feels hidden and discreet. The interiors are both playful and smart; the Campanas created much of it with items recycled from the previous hotel. Imagine puzzlelike walls and chairs constructed of layered, repurposed wood intermingled with sculptural chairs of their own design. In the rooms, they had fun riffing on Greek cultural objects, like the Karagiozis, a shadow puppet, and multiple versions of the glass “evil eyes” used to protect against ill omen. Bottom line: stylish contemporary design, excellent location, and friendly service.
  • Strand, London WC2R 0EZ, UK
    Having built the Savoy Theatre, English agent Richard D’Oyly Carte opened a nearby hotel in 1889 to accommodate the wealthy American patrons who came to see the celebrated Gilbert & Sullivan operas. In the years following, the hotel welcomed such regulars as Winston Churchill, Coco Chanel, Frank Sinatra, Charlie Chaplin, Mel Brooks, and Katherine Hepburn; some of these famous former guests are now celebrated in the menu of theatrical Character Cocktails served at the hotel’s decadent Beaufort Bar, while others have inspired the nine elegant Personality Suites. Anecdotes abound at The Savoy, including the time Marilyn Monroe stopped by for a press conference in 1956 to promote The Prince and the Showgirl with costar Laurence Olivier and caused a media frenzy when she appeared in a black dress that, tantalizingly, revealed her midriff.

    But The Savoy, now managed by Fairmont, is not one to languish in the past. The hotel completed an ambitious $350 million renovation in 2010—in time to celebrate its 125-year anniversary—and now features timeless spaces with every modern convenience. The 267 rooms and suites include Art Deco or Edwardian décor, custom-made furnishings, bespoke rainfall showerheads, and Penhaligon’s amenities; many of the higher category options look out over the Thames or city landmarks, and have extras like claw-foot tubs or, in Deluxe Junior Partial Riverview Suites and above, the legendary Savoy Butler service. Rotating programming—from arts and culture events to a writer-in-residence series and expert-led masterclasses—keep guests engaged, while the six dining and drinking outlets include Simpson’s In the Strand (beloved for its Sunday roast), Gordon Ramsay’s Savoy Grill, and the Thames Foyer for the iconic Afternoon Tea.
  • 0130 Daybreak Ridge Rd, Avon, CO 81620, USA
    High above Vail Valley, atop Beaver Creek Mountain, is the oasis that is the Ritz-Carlton, Bachelor Gulch. You can’t beat the hotel’s ski-in, ski-out access, but a major makeover at the end of 2013 means the hotel offers even more perks. The new look (think rustic lodgepole pine beams and huge stone fireplaces) was inspired by the great lodges found throughout America’s national parks. The work of Colorado artists can be found throughout the hotel. In addition to a new restaurant called Buffalos, there’s the new Bachelors Lounge that caters to wine and spirits lovers and cigar connoisseurs. Stylish guests with an expense account can outfit themselves in fancy new gear sold at the outpost of the alpine shop Gorsuch. My favorite perk is returning to the hotel at day’s end and being greeted with a hot cup of cocoa.
  • 717 Orleans St, New Orleans, LA 70116, USA
    This gem right off Bourbon Street is close to the action but far enough (and insulated enough) to make you feel like you can get away from the frenetic pace of the city’s most famous avenue at a moment’s notice. Guest rooms are well-appointed and comfy, with plantation-shuttered windows, plush beds and sleek bathrooms. Plus, every guest gets a voucher for a welcome drink in the hotel’s smoke-free bar, the Bourbon O. Be sure to catch live music there on Friday nights, as well as bartender Cheryl Charming, whom a local magazine named Mixologist of the Year in 2014. Back at the hotel, the Roux on Orleans restaurant can satisfy breakfast, lunch and dinner desires, and a heated saltwater pool makes lazing about in a lounge chair all day very, very easy. But if you want to be the ultimage envy of Bourbon Street revelers, make sure to reserve a balcony suite; it features a porch overlooking all the boozy revelry below and lets you party above the action.
  • 2126 Southwest Halsey Street
    I love all of the McMenamins properties I’ve stayed at over the years on travel through the Pacific Northwest, but I may have a new favorite: McMenamins Edgefield in Troutdale, right at the western mouth of the Columbia River Gorge. As always, the hotel honors the past of the building it now resides in, it has great food and drink, and every inch is covered in whimsical art that demands you have a good time. Historic Edgefield was built in 1911 as the county poor farm, and it’s now a 74-acre hotel and playground, home to award-winning farm-to-table cuisine, a winery, a brewery, three pubs, movie theater, golf course, you name it. With 100 guest rooms and hostel accommodations, the instant you step on the grounds you’ll be able to tell that community and creativity are cherished here. If you’re traveling solo or out on a long trip and looking to save some money on the hotel part, I’d encourage you to look at their rooms that don’t have a private bathroom en suite. Instead, you head to the large, comfy, and private communal restrooms to get cleaned up. Brilliant. This is a great spot to launch your explorations along the Columbia River Gorge, and if you live in the Portland area, it’s a great place to gather for a weekend bike ride, grub with fellow friends, and a few cold pints around the outdoor fire pits when things get cold. With films and live music nightly, it’s hard not to want to just live here forever.
  • 3, 2 Khao Rd, Khwaeng Wachira Phayaban, Khet Dusit, Krung Thep Maha Nakhon 10300, Thailand
    There is nowhere else in Bangkok quite like the Siam Hotel. For starters, it’s owned and run by a Thai rock star, Kamala Sukusol, and her son Krissada. The boutique property includes mid-century timber buildings built by the legendary silk baron Jim Thompson, as well as open and modern structures, with a focus on harmony and comfort, designed by one of Asia’s best-known architects, Bill Bensley. But beyond the glamorous background, it’s the design of the Siam that makes it stand out the most. There’s a 1920s jazz theme mixed in with some Asian colonial flair; the result—with lots of open spaces, natural light, antiques, potted plants, and a black-and-white palette—is simply beguiling. The views of the river here lack temples or interesting landmarks, but it’s a lazy spot to watch boats go by, which adds to the relaxing atmosphere. Service is personalized and extremely professional, as you’d expect from a property of this caliber. In all, this is the closest thing one can find to a resort in Bangkok, and it is one of the most stylish accommodation choices to boot.
  • 5315 Big White Rd, Kelowna, BC V1P 1P3, Canada
    At the Big White Ski Resort there is more to do than ski and snowboard which is especially useful to know when you’re not a skiing Canadian like myself. Instead of hitting the slopes there are snowshoe excursions, ice wall climbing, sledding with inflatable tubes, ice skating, sleigh rides, dog sledding, and, even more importantly, delicious restaurants and bars full of beer and locally produced wine.
  • 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.
  • Supai, AZ 86435, USA
    There’s a reason this is one of the most iconic spots along the Grand Canyon. Located on the Havasupai Indian Reservation and hidden deep within a 20-mile round-trip hike, Havasu Falls’ sparkling turquoise waters are a popular destination for seasoned hikers who come for the amazing views, rock climbing, and swimming. The hike to the falls and back is best enjoyed with a preplanned route and plenty of stops for rest, food, and water. Because tribe members of the Havasupai, which means “people of the blue-green waters,” maintain the trails and work to keep their land as unspoiled and pristine as possible, reservations for campsites are limited and day hikes and drones are not allowed.
  • Hoàn Kiếm Lake, Hang Trong, Hoàn Kiếm, Hanoi, Vietnam
    A couple of blocks west of the Sofitel Legend Metropole Hanoi, Hoan Kiem Lake—meaning Lake of the Restored Sword—is one of Hanoi’s anchors. It contains a number of sites worth visiting, like Ngoc Soc Temple and the picturesque, red-lacquered Huc Bridge. The greatest fun here is people watching, from men and women jogging round the perimeter to retired folks doing tai chi or dancing. Many locals come to socialize or just take a few moments to escape the city’s chaotic roads and traffic. Visit in the morning as the city is waking up and the air remains blissfully cool. Photo by Binder.donedat/Flickr.
  • Piazzale Michelangelo, 50125 Firenze FI, Italy
    One of the best views of Florence can be savored from the Piazzale Michelangelo, a short walk across the Arno River from downtown Florence. For a fun afternoon head to the square and enjoy an enchanting panorama of the city, followed by a relaxing alfresco lunch at one of the nearby restaurants. The Piazzale Michelangelo is also worth a visit at night to get a very different glimpse of Florence. The lights of the Duomo and the buildings surrounding it make for a magical nighttime scene.
  • 1603 S Congress Ave, Austin, TX 78704, USA
    Peruse the wooden shelves stacked with coffee table books about art and architecture, take in the sandy beiges of the wicker chairs and the sky-blue pillows and tiled walls, and you may think you’ve fallen into a coastal California dreamscape. The menu at this restaurant inside the über-chic South Congress Hotel also evokes California, with grain bowls, salads topped with lean protein, and fashionable avocado toast. The kitchen, which serves breakfast, lunch, and dinner, doesn’t appeal only to the calorie- or trend-conscious, as evidenced by a great throwback cheeseburger draped with American cheese. Executive pastry chef Amanda Rockman is also one of the main attractions here, with her stunning creations, such as an airy kouign-amann.