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  • 2 High St, Auckland, 1010, New Zealand
    This funky boutique hotel on the edge of the Britomart shopping district goes way back in Auckland history. Built in 1841 as The Commercial Hotel, the DeBrett building survived two fires and two rebuilds plus a stint as a hostel before becoming the quirky place guests experience today. The Housebar has always been the center of hotel life, and today, the intimate wood-and-mint venue exudes its original art deco style and serves classic cocktails and local beers and wines alongside refined pub snacks.

    In addition to restoring the bar and adding a glass-roofed atrium that houses the hotel restaurant, DeBretts Kitchen, the current owners affixed contemporary artwork and photography throughout and sheathed the entire building in candy-striped carpeting, custom designed from 100 percent New Zealand wool. Besides the carpet and small-batch minibar selections, no two rooms are the same. Each features unique furnishings from the 1930s on, and every bed has an original screenprinted throw. Two of Hotel DeBretts centerpieces, the chandelier and water sculpture in the restaurant, were crafted by Auckland artists from materials salvaged during the latest renovation. The result is a local experience from top to bottom that gives guests a real taste of New Zealand.
  • Vilano Beach, FL 32084, USA
    North Florida’s beaches hardly get the attention of those farther south or on the Gulf of Mexico. But there’s a lot to love about this laid-back surf community just north of St. Augustine’s busy historic district. The beach’s steep drop-off makes little waves jack up nicely, so Vilano is a favorite with surfers—especially on the incoming tide, when the waves are best. And Porpoise Point, on the southern end of the beach, is a great place to cast a line into the surf and fish. Facilities at the beach include parking, showers, pavilions that can be rented for gatherings, and picnic areas.
  • 200 Stuart Street., Boston
    In 2012, a forgettable Radisson was reborn as the indie-luxe Revere Hotel, today one of the hippest hotels Boston has to offer. The 356-room space underwent a dramatic transformation that was completed in March of 2017, with the decor now dramatically modern. It’s the only hotel in Boston where every room has a private balcony, and with guestrooms starting on the ninth floor, everyone is guaranteed a legitimate skyline view. Personal touches abound as well, from the hotel’s pillow library to cool towels on hand for guests post-morning runs or on a hot day.

    The hotel is centrally located to downtown and the Back Bay, catering to most visitors’ shopping and dining desires, while theater enthusiasts will appreciate the close proximity to the city’s most iconic venues. Come summer, the seasonal Rooftop at Revere offers luxe cabanas, outdoor fitness classes, and one of the most popular social scenes in the city.
  • 1271 Boylston St, Boston, MA 02215, USA
    The hippest kid on the block has risen from the most unlikely of origins: the Fenway Motor Hotel, a run-down mid-century relic that once housed all manner of misbehaving musicians. Today the hotel feels more like an of-the-moment Los Angeles enclave, with mid-century furnishings, floor-to-ceiling Mondrian stained-glass windows, and upscale bathrooms. Local music and pop-culture memorabilia decorate the rooms and foyers, from framed Boston Phoenix covers (the city’s now-defunct alt-weekly) to vintage speakers and ‘70s-era phones.

    In keeping with the rock-and-roll theme, both the lobby and the outdoor pool area regularly host live music. Lansdowne Street, home to legendary clubs like House of Blues, is just steps away, and of course no visit to Boston is complete without a stop at next-door Fenway Park (tours of the ballpark are available daily and year-round).
  • 215 Charles St, Boston, MA 02114, USA
    While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

    The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.
  • 25 Charles St, Boston, MA 02114, USA
    Housed in side-by-side 19th-century townhouses amid the gas streetlights and cobblestoned streets of Boston‘s Beacon Hill, the high-end Beacon Hill Hotel retains a distinctly European feel. The original owners and neighborhood residents Peter and Cecilia Rait bought the properties with the intent of opening a hotel and bistro. Nowadays, the property is managed by Saunders Hotel Group, but the who’s-who clientele hasn’t changed. Since the hotel opened in 2000, the intimate property has hosted innumerable A-listers seeking a lower profile, including Todd English.

    Each of the 13 rooms has plantation shutters, pedestal sinks, flat-panel TVs with DirecTV, and windows that actually open for fresh air. The second-floor common area invites guests to meet and mingle. Plus, the hotel has a private, residential-feeling roof terrace overlooking Charles Street, perfect for morning coffee or afternoon reading.
  • Largo Isarco, 2, 20139 Milano MI, Italy
    Fondazione Prada reopens its Milan exhibition space in a 205,000 square foot space designed by OMA (by Rem Koolhaas). Prada always has the most engaging shows-- getting the best of contemporary art.
  • 2020 Chevallier Dr., Wolf Creek, Montana
    This family-owned and -managed 1,000-acre guest ranch in Lewis and Clark County is paradise for riders of all ages looking to improve technique while learning about equine psychology and Western working life. The owners, Zack and Patty Wirth, and two of their six children, all direct descendants of 1860s Montana homesteaders, breed and train quarter horses and hold wide-ranging riding rights on a neighboring ranch of 85,000 acres. Guests, a maximum 20 at a time, ride according to their interest and level; time in the saddle (or bareback) might be spent in the ring, on scenic trail rides, endurance training, or learning to rope and work with the Wirths’ 30 Corientti and Longhorn cattle.

    Four cozy rooms of the same size but with different bed configurations have fireplaces and mountain views. The atmosphere is communal and convivial, the hosts dining with guests and taking note of the weather and individual interests to plan activities. Many teen visitors fulfill dreams of unlimited horse time; for non-riding family members or partners there is guided shooting, hiking, and mountain biking. There’s also technical fly-fishing on the Little Prickly Pear Creek, a spawning ground for rainbow and brown trout. For rock hounds, fossil-rich shale cliffs sit just a mile away from the barn and guest rooms.
  • 5551 West Fork Rd., Darby, Montana
    There are helipads but no cell phones or young children at Triple Creek Ranch, a 600-acre luxury Western playground on a slope of 10,157-foot Trapper Peak, Montana’s highest mountain, near the Idaho border. Owned by Craig and Barbara Barrett (he, the former CEO of Intel; she, a former astronaut and U.S. ambassador to Finland), this elegant, high-end dude ranch offers sapphire pan mining, scenic trail rides, fishing from stocked trout ponds, and guided hiking, cross-country skiing, and snowshoeing (including starlit expeditions), as well as themed weekend stays focusing on art, food, and wine. The owners’ no-hunting policy has resulted in large herds of elk and other game gravitating to the property, and guests frequently spot animals from huge log cabins decorated with leather furniture and original Western-themed art and equipped with wood-burning fireplaces, private decks, bar, Blu-ray players, and working Wi-Fi connections. (Though the ranch deliberately has no cell phone signal.) From May through October, for additional fees, the ranch pairs up guests with professional rodeo trainers and Orvis-endorsed fly-fishing operators. In winter, the lodge facilitates transportation, tickets, and equipment rental vouchers for the nearby Lost Trail Powder Mountain downhill ski center (300 inches of snow annually) and Chief Joseph Cross Country Ski Area.
  • 38600 US-12, Lolo, MT 59847, USA
    A mineral lick for wild game and a swimming place for the Nez Perce and other Native American tribes, the Lolo Hot Springs, “discovered” by Lewis and Clark in 1805, became a health resort for dudes and wealthy Westerners in the late 1880s. Today the Lolo National Forest in west central Montana, 32 miles southwest of Missoula, is a paradise for camping, hiking, fishing, and in winter, cross-country skiing and snowmobiling. In a prime location to explore 500 miles of trails and scenic drives, the Lodge at Lolo Hot Springs offers weary adventurers the chance to relax in two indoor natural hot spring mineral baths in enclosed grottoes. Built to suggest a Western fort, lodge rooms are lined with white pine logs and log furniture and have large picture windows overlooking the forest. The lodge rents ATVs and snowmobiles to guests. Lodge-based activities include geocaching, Frisbee golf, horseshoes, croquet, and volleyball.
  • Dar Chmicha Route D'Ourika, Marrakech 40065, Morocco
    An oasis so idyllic, you might first think it’s a mirage, Hotel Fellah is an eight-acre retreat that fuses Moroccan culture with a hipster design aesthetic and a farm-to-table ethos. Locals, artists in residence, and guests mingle in the art center and library, and at the educational farm, kids groom donkeys, milk goats or collect eggs that are sold in neighboring villages. The small café opposite the swimming pool is run by Touco, a resident of nearby Tassoultante village. Don’t miss his tagine, or—even better—pick ingredients from the garden and ask him to show you how to make it.
  • 76 Pitts Bay Rd, HM 08, Bermuda
    Known for generations as the Pink Princess, this legend opened its doors in 1885 and remains one of the largest and most celebrated hotels in Bermuda. Fresh off a $100 million renovation in 2016, the 170 rooms and suites are now what you’d expect from a Fairmont-managed property—clean, modern, and comfortably luxurious, all with water views—while public spaces have been elevated by an exceptional collection of modern art (Andy Warhol, Damien Hirst, and Ai Weiwei are just some of the luminaries who grace the walls). The new infinity pool has gorgeous views over the harbor, the spa offers treatments and fitness classes in partnership with noted brand exhale, and the marina’s water-sports team can organize everything from kayak and Jet ski rentals to paragliding lessons. Guests also have exclusive access to a private beach club on Sinky Bay—just 20 minutes away from the hotel via complimentary shuttle—which features water hammocks and snorkeling-friendly waters. Back at the resort, dining options include the buzzing Marcus, serving signature dishes from celebrated chef Marcus Samuelsson, and more casual options highlighting fresh seafood and local rum.
  • 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.
  • Nassau, The Bahamas
    Music producer turned hotelier Chris Blackwell has made a name for himself converting Caribbean properties (Pink Sands on Harbour Island, GoldenEye in Jamaica) into jetset destinations with studios where his rock-and-roll friends can kick back while recording their next album, but it all began at Compass Point. Bob Marley, the Rolling Stones, and Eric Clapton have all stayed in some of the resort’s 18 rainbow-hued stand-alone huts, which are inspired by the colors of Bahama’s Junkanoo carnival and are simply furnished to encourage engagement with the outdoors; though the interiors are air-conditioned, most have sea-view balconies that are sighted to catch ocean breezes. In keeping with the theme, each comes with a surround-sound system and a library of CDs by artists who have recorded at Compass Point, but you’re just as likely to keep them off, preferring instead to listen to the waves that crash on the hotel’s small beach.
  • Passeig de Picasso, 21, 08003 Barcelona, Spain
    “One of the biggest parks in Barcelona, Parc de la Cuitadella is situated near the port and for years was one of the city’s only green spaces. Today it is home to a zoo, a lake, a lovely fountain, as well as a few museums. This is also the home of the Catalan Parliament, which is housed in a beautiful early 18th-century building.” —Primavera music founder Pablo Soler on the El Bron neighborhood. Read more about his local’s take on Barcelona.