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No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

There’s a comfortable stillness to the acres of Ojai Valley Inn and Spa that’s apparent even when a cacophony of voices fills the air. Sunlight shines brightly against the resort’s white façade, which gleams in unison from the restaurants, accommodations, spa, and pools outstretched on shaded grounds. Flowers – from roses to bougainvillea, lavender to jasmine – line pathways where views of the surrounding rolling mountains peek out between buildings. And even when bicyclists, pedestrians, and the occasional golf carts use those pathways, the motion is as calm and quick as the breeze. Originally built in 1923 as a country club and golf course, the inn has never lost its luxurious appeal for intimate, quiet privacy. Old Hollywood stars have come and gone through its Spanish-style property, and today, the resort is still known as a place where big names can tee off or swim undisturbed. Its more than 300 guest rooms are tucked away in a series of terracotta-topped buildings that share a style of calm blue and white shades. Many rooms feature fireplaces enclosed by a sitting area, and private balconies are scented by the surrounding blooms. In the morning, sip a Keurig coffee from the soft white sheets of bed, or step outside for the view. Then, walk or bike to breakfast before a swim in the newly opened, “adults only” pool.

Mexico City has no dearth of luxurious boutique hotels, but Las Alcobas is a special option. Designed by famed firm Yabu Pushelberg, the hotel is full of gorgeous details, from hand-stitched leather wall coverings to a spiral staircase that surges up from the lobby. Upon arrival, guests enjoy a welcome drink as a bellman leads them to their room; explains the technology that controls the light, sound and temperature; and offers them a selection of handmade soaps. Once settled in, they can lounge in plush robes on their goose-down comforters while sampling snacks from the minibar. For a heartier meal, Las Alcobas offers two excellent restaurants. Just outside the hotel’s front door, there’s also Presidente Masaryk, Polanco’s main avenue full of restaurants and high-end boutiques.

First opened in 1973, this maritime-themed restaurant is known for preparations of the sea creature after which it is named. The decor, with its lobster traps and brass gears, could be called kitschy, but diners come here for the seafood. From September to March, the local crustaceans (known for their meaty tails) are grilled here and served with lemon butter. Throughout the year, the sweeter cold-water Atlantic lobsters (the ones with claws) are on the menu. Freshly caught fish—tuna, wahoo, snapper—served in a variety of preparations round out the menu. Rockfish with bananas and almonds is a local favorite and the fish chowder is award-winning.

Why we love it: A charming European-style inn right in downtown Clayton

The Highlights:
- The kind of friendly service you only get at small hotels
- Complimentary breakfast with farm-fresh eggs and country bacon
- An outdoor patio with fire pits and heat lamps for colder weather

The Review:
Housed in a Tudor Revival–style building from 1926, the Seven Gables Inn sits in the heart of downtown Clayton, surrounded by quaint boutiques, galleries, and restaurants. It stands out among the surrounding buildings, however, for its sloped roofs, large chimney, narrow windows, and decorative half-timbering. Developer Restoration St. Louis recently bought the property and set about revamping the interiors, so now all 32 guest rooms and suites merge historic charm with modern luxuries (think hardwood floors and stately wall coverings complemented by Bissinger’s chocolates, Jonathan Adler bath amenities, and plush robes).

Mornings here start with a complimentary breakfast of homemade pastries, farm-fresh eggs, and country bacon—a nice touch, as are the warm cookies at check-in and the evening cocktail reception, held Monday through Thursday. The charming courtyard is the perfect place to enjoy an afternoon break, while the Restaurant at Seven Gables is ideal for when you’re craving a cozy setting and upscale pub fare like chicken pot pie and filet mignon.

Why we love it: A casually elegant stay where you can relax but still be surrounded by it all

The Highlights:
- A top-notch bar stocked with rare whiskeys
- A rooftop hot tub that’s open year-round
- Boat and motorcycle rentals for exploring in style

The Review:
Located on the St. Croix River in the hip town of Stillwater, the Hotel Crosby offers a unique type of laid-back luxury. A mix of historic details and modern design, the 55 rooms, including five suites, feature exposed brick, wood beams, and high ceilings alongside leather furniture and subway-tiled bathrooms. Available in eight different layout—from standard double queens and premium kings to studios and deluxe suites—they accommodate a range of needs, whether you’re traveling with your partner or bringing your entire extended family.

To further pamper guests, the hotel offers cozy common spaces decorated with local art, as well as MatchStick Restaurant & Spirits, which serves farm-to-table small plates and 700 rare whiskeys. There’s also a fitness center, a rooftop hot tub that’s open year-round, and an on-site spa offering everything from facials and massages to body-contouring treatments. Should you wish to venture out, the hotel enjoys a convenient location on Main Street, surrounded by boutiques, restaurants, breweries, historic sites, and galleries. An outdoor activities coordinator is on hand to make suggestions or help arrange boat and motorcycle rentals to aid in your exploration.

Situated at the base of the Park City slopes, this Autograph Collection Hotel (part of Marriott International) exudes an old-world ski-resort vibe, with a grand lobby featuring soaring ceilings, exposed-wood beams, and a stone fireplace surrounded by leather club chairs. The same rustic elegance extends to the 100 suites, each of which comes with its own fireplace, jetted tub, and private balcony or patio for enjoying a glass of wine alongside views of the Wasatch Mountains or 18-hole Park City Golf Course. Start the day with some laps at the outdoor heated pool or hit the slopes, then experience après-ski bliss in the 10,000-square-foot spa, which includes herbal-infused steam rooms, a dry cedar sauna, and recovery treatments like a therapeutic mineral soak and reflexology foot massage. There are also two on-site restaurants—Ruth’s Chris Steak House and the more casual Bandannas Bar & Grill, where you can pair quinoa burgers with local brews.

If you happen to be in town for Cherry Creek’s annual arts festival in July, Halcyon makes a great base for exploring the neighborhood’s shops and galleries. Crisp white guest rooms with masculine touches have Nespresso machines, smart TVs, and sculptural turntables, as well as subway-tiled bathrooms with brass fittings and peekaboo showers; upgrade to a terrace room for a private outdoor space in which to bask in the Colorado sun. In keeping with its surroundings, the hotel displays more than 700 works by local artists, with an original piece in each room, but there’s plenty of reason to linger in the public spaces. A rooftop pool is lined with neutral-hued cabanas and white cushioned chaises, and two restaurants satisfy every kind of craving: Departure Restaurant + Lounge’s Asian-fusion menu covers miso ramen and roasted-duck fried rice, while Quality Italian offers shareable lasagna, dry-aged steaks, and cannoli prepared tableside. Just don’t be put off by the $30 per day amenity fee on your bill. Though it includes standards like WiFi and pool and fitness-center entry, it also gets you snacks and drinks at the Kitchen Counter, plus access to a Range Rover shuttle for stops around the neighborhood and the Gear Garage, which lends out everything from snowshoes and a Piaggio scooter to Leica and Go Pro cameras during your stay.

Sure, the Hotel Vintage is classic (it was built in 1894 as the Hotel Imperial, one of Portland’s most iconic grande dames, and is listed on the National Register of Historic Places), but its name references another kind of vintage: the many renowned wines of the surrounding Willamette Valley. When the hotel reopened in 2015 after an extensive renovation, it announced partnerships with 117 local wineries (one for each guestroom), each of which sends a representative at least once a quarter to pour at the guest-only wine hour held every evening. Rooms feature original artwork made from recycled corks, and the trendy lobby bar (named for Bacchus, the god of wine) and local landmark of a restaurant offer an impressive list of some of the best local and Italian wines.

Even those who don’t share the hotel’s passion for vino will find plenty to love, from the famously superlative Kimpton service to the private outdoor hot tubs and custom Public bicycles available to borrow. Also on-site is a game room—an extension of the lobby bar where guests and in-the-know locals mingle over retro video game consoles (Atari, anyone?), shuffleboard, and pool. We’ll raise a glass to that.

For most of its history, the Whitney Museum, originally founded by Gertrude Vanderbilt Whitney in 1931, was located on New York’s Upper East Side, in the building that now houses the Met Breuer. In 2015, it reopened in a new, larger space designed by Renzo Piano in Manhattan’s Meatpacking District. The institution’s permanent collection is especially strong in works by leading artists from the first half of the 20th century, and as you might expect from its official name, American artists are particularly well represented—Louise Bourgeois, Alexander Calder, Stuart Davis, Edward Hopper, and many others. Visiting exhibitions tend to focus on living artists who are still producing new pieces; the museum’s Whitney Biennial (now taking place in odd-numbered years) is arguably the preeminent showcase in the United States for young contemporary artists. In addition to the galleries, the building has a number of outdoor terraces dotted with sculptures and offering views of Lower Manhattan and the Hudson River.

Dutchman Dirk de Graaff left a demanding consulting position in Hong Kong to become a hotelier in Siem Reap, falling for Cambodia’s natural beauty, smiling residents, and laid-back way of life. He ran the first gay-friendly guesthouse in town before opening two hotels, a boutique hotel and the more upscale Rambutan Resort, a 16-room property, where he’s successfully re-created the traits that led him to the country in the first place. The simple but stylish rooms employ local, natural materials, with custom-made, chocolate-brown and white-flecked sugar-palm beds (of eco-friendly wood), brightly hued silk lamps, and private outdoor terrazzo soaking tubs. Modern Asian art—including comical pieces by Chinese artist Yue Minjun—adorns the walls. A lovely slate-and-stone tiled, tree-shaded pool anchors the property, its cascading water feature lending a meditative quality.

And though Rambutan’s flair is more than enough reason to stay, it’s the exceedingly personable staff that makes it a true standout. Guests are welcomed like old friends (many are on return visits); the affable check-in crew and servers artfully walk the line between doing their jobs and making time for a chat. De Graaff invests in his team—providing scholarships to further their careers in hospitality, for instance—and their mutual affection for the place shows.

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.

Peggy Dulany, a New York philanthropist and daughter of David Rockefeller, bought J Bar L to protect the 620-square-mile Centennial Valley, a former Native American hunting ground settled by a few cattle-ranching families in the late 19th century—and which still has no towns, let alone paved roads, gas stations, shops, or subdivisions. To conserve the rangeland way of life, she hired locals to run a holistic grass-fed cattle business on the principles of rotational grazing and natural stockmanship. To share the landscape with nature-loving travelers and to keep the valley looking as it was, Dulany restored several abandoned 19th- and early 20th-century homesteads. These self-contained vacation rental homes range from a Sears Roebuck family house, now solar-powered, to isolated cabins on a bend of the Red Rock River. All come with fully-equipped kitchens and are tastefully filled with Western-themed furnishings and antiques; some have outdoor hot tubs.

J Bar L no longer offers working weeks for would-be cowboys but will match guests with geologists as well as with hiking, bird-watching, and fly-fishing guides. Horse lovers can hire ranch mounts for guided daily rides on rangeland that is home to pronghorn, elk, and Black Angus cattle, or up the slopes of the 10,000-foot Gravelly Mountains where wolves, grizzly bears, and bald eagles roam.

Along the glittery street of Collins Avenue in South Beach is the Raleigh Hotel, a smart and stylish blend between sparkling lights of Miami and the rich history that old Florida is known for. Immerse yourself in the calming and relaxing vibe of the hotel from the moment you enter the the lobby. Sip a martini at the bar that has been serving shaken cocktails for nearly 50 years.

Take a seat on one of the plush couches and get into the luxurious and sensual atmosphere that keeps South Beach at the top of its game. If you are hungry, make your way to the outdoor restaurant, Restaurant Michael Schwartz located along the twinkly lit bar on the patio. Chef Michael Schwartz helms the kitchen, using farm fresh ingredients and local seafood.

Once you are finished sampling the variety of specialty cocktails with fresh smoked herbs and prime liquors along with crispy crab cakes and shrimp toast, head to the expansive pool patio, which seems to go on forever. It is commonly known as the most famous pool in Miami.

The Raleigh is most well known for hosting Miami Swim Week, where the top names in fashion will sit along the twinkling trees and poolside cabanas to view the next seasons swimsuit trends.

Everyone in Berlin has a favorite place to eat currywurst—tasty chopped pork sausage doused in a sauce made of curry powder and ketchup—but Curry 36 in Kreuzberg (along with Konnopke’s in Prenzlauer Berg) is one of the most consistently popular spots to procure this famous street-food snack. In fact, the place is so trendy that it sells Curry 36 merchandise in the shape of hoodies and even its own branded ketchup. Besides currywurst, the stall serves other sausage-y delights such as bockwurst and krakauers, as well as related meat products like burgers and meatballs. To be extra authentic, order your currywurst ohne darm (without skin) and enjoy it while standing at one of the outdoor tables.