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Set across from the University of Pennsylvania, the Inn at Penn holds its own against the new Center City crop and is one of the most technologically advanced hotels in Hilton’s portfolio. Built in 1999, the hotel was renovated top-to-bottom in 2011, solidifying a stuffy-enough Ivy League air. Above an efficient wood-paneled check-in, a double-fireplace library lined with classic tomes creates a sophisticated lobby-cum-cocktail lounge. A Frank Lloyd Wright–inspired aesthetic is pervasive with geometric lamps, wood-paneled walls, Craftsman wood furnishings, and the hotel’s riff on the architect’s iconic font on all signage. The Inn is teched out with free, fast Wi-Fi; TeleAdapt MediaHubs connecting phones, tablets, or computers directly to high-def TVs; and iPads accessing hotel services and information in multiple languages. The Inn’s environmental stance is also impressive: fabrics, wall coverings, and bathroom tile are made from recycled materials; energy-efficient lighting, heating, and cooling is state-of-the-art, and WaterSense showerheads ensure no water is wasted.

The 245 guestrooms and suites are classy, efficient, and relatively spacious, though it’s worth upgrading to a suite for a separate sitting area. Gold, leather, and wood hues are complimented by pops of red and orange with large work desks. Thanks to the 2001 renovation, the bathrooms are big, have glass-encased showers, and are stocked with Crabtree & Evelyn amenities.

Portland isn’t exactly the kind of city that’s known for being “fancy,” which was why it was so bold for the Starwood Luxury Collection to add a sleek 15th floor to the top of the iconic Meier & Frank department store building downtown—and turn the top nine floors into the swankiest hotel in town. Who would’ve thought that Louis XVI chairs, tufted white leather and teal velvet, crystal chandeliers, and ornate wallpaper would work so well in the city of plaid, beards, and twee bird patterns? In true Field of Dreams fashion, Starwood built it and the travelers came out of the woodwork, hungry for a luxury hotel that embodies the Rose City with everything from environmentally conscious practices and farm-to-table restaurants to an extensive art collection and rooftop honey bee colony. All that’s to say nothing of the private club-like Library, a collaboration with Portland icon Powell’s Books (the world’s largest bookstore) that allows hotel guests to borrow from a curated collection of 3,000 books during their stay. As it turns out, it’s not all that hard to dress Portland to the nines.

See optical illusions, sculptured gardens, and boundary-pushing art from Paris to the Loire Valley.

Georgia O’Keeffe called the grouping of weathered rock outcroppings near Abiquiu “The White Place” and immortalized it in paintings. The land is so arid, and so little changes in New Mexico, that the location and signature V shape have survived. A great hike, close to Abiquiu. Cowboys and Aliens was also shot nearby!

Move over cupcakes: Popsicles are the next big dessert craze in Orlando. After my stroll around Lake Eola, I stopped at the popsicle shop Hyppo. You won’t find the popsicles of your childhood here. Hyppo’s version is inspired by Mexican paletas (ice pops) and comes in two varieties: milk-based and ice-based. When you walk in, you’re greeted by a colorful cooler of pops with seasonal flavors that might include pistachio-coconut, the Elvis (peanut butter, banana, and honey), cantaloupe-black pepper, strawberry-basil, key lime, and even some bourbon-based options.

On Main Street in downtown Bozeman, the Garage is a funky place for a casual meal. Car parts hung on the walls and license-plate-frame menus (not to mention the name of the place) reveal the eatery’s former life as a fix-it shop. Now the space serves suped up diner fare such as bison burgers with grilled mushrooms and Swiss cheese. Be sure to visit the self-serve “soup shack” where the cooks’ latest creations might include sausage and mustard, green chili pork, or Thai coconut soup. Save room for a huckleberry ice cream dessert.

Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.

The royal family has made this intimate hotel their home-away-from-home since Otto Goring first opened its doors in 1910—which is why it’s the only hotel to hold an official Royal Warrant for hospitality services, bestowed in 2013 by Queen Elizabeth II, who has been enjoying lunches and teas here since she was a child. Set on a quiet Belgravia side street, just a few blocks from Buckingham Palace, the elegant hotel also hosted nobility, both foreign and domestic, during the coronations of King George VI and the current queen, and—as the first hotel in the U.K. with en suite bathrooms—often served as a convenient place for dignitaries to freshen up prior to an audience at the Palace.

Today, the 69-room spot—which is still owned by the same family—caters to a devoted (and primarily American) clientele, who love the intimate feel, central location, and excellent service, not to mention the rare perks like a back garden. Rooms are cushy and comfortable, with traditionally English décor (silk wallpaper, vintage-inspired headboards, Italian linens, and oversized armchairs) and playful details (pops of color, giant stuffed sheep mascots peeking around corners, and an in-room lighting switch with choices like “Bright,” “Cozy,” and “Oooh”). Upgrade to a suite to enjoy more room and dedicated service from one of the legendary footmen, identifiable by their gold-embroidered scarlet coats. (For even more perks, check in to the gorgeous, two-bedroom Royal Suite, which boasts four-poster beds, a grand piano, a six-seat dining room, antique glassware, and a life-sized portrait of Queen Victoria in the shower.) A steady stream of locals of all ages join hotel guests for lunch on the garden terrace, drinks around the gleaming wood bar or in the fireplace lounge, and the famous Afternoon Tea—just book early for the latter, as there can be a months-long wait list.

Travelers hoping to find the lap of luxury need look no further than the Ritz-Carlton. Backed by the aquamarine waters of Palm Beach, the resort’s 320 rooms are generously sized, with cheery turquoise-and-yellow color schemes and balconies overlooking the ocean. Leisure pursuits can be as easy as a daytime doze in a poolside cabana or as strenuous as a catamaran sailing trip complete with diving lesson. Need a break from all that sun? Indoor facilities include a spa that specializes in island-inspired treatments (think full-body massages with local aloe and divi-divi tree oil) and a state-of-the-art gym that’s open 24 hours so guests can sneak in early-morning workouts. Before you roll your eyes, consider the four on-site restaurants (BLT Steak, from noted chef Laurent Tourondel, is a favorite). For an even more memorable experience, staff can arrange a private sunset dinner on the beach to the tune of a serenading violinist.

Set on remote Mull Hill in the southern region of the Isle of Man, the village of Cregneash was one of the last bastions of the traditional Manx crofters—that is, tenant farmers on small lots. It was designated by Manx National Heritage as the Cregneash Folk Village in 1938. Visitors can explore Manx thatched cottages including Harry Kelly’s, a typical fisherman’s home, and that of famous Manx poet Ned Faragher. A joiner’s shop and blacksmith’s shop stage demonstrations of Manx crafts.

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.

San Miguel is known as a community of artists, but to fully appreciate that understatement, every traveler should get closer to the city’s arts community. This village is a place where many have reinvented themselves as the next Picasso or Basquiat. First stop? The art galleries at Fábrica la Aurora, where visitors browse, shopping to add to their collections, with choices from the genres of painting, drawing, and sculpture. Longtime local favorites include Peter Leventhal—whose Rubenesque nudes adorn many a wall across the globe—and his wife, multimedia artist Terra Mizwa; abstract artist Merry Calderoni; and Annie Evans, whose sculptures of devilish women are mesmerizing. Art galleries also abound in the Centro and nearby San Antonio district. Events calendars detail monthly art walks.

From the outside, the Royal Ontario Museum appears to have been struck by a mineral formation from outer space. When the original building was overhauled by starchitect Daniel Libeskind, many locals were dismayed by the new addition, called the Michael Lee-Chin Crystal, but most have come around to its angular charms. Visitors to this museum of world cultures and natural history can work their way through galleries showcasing Chinese sculptures, Canada’s First Nations artifacts and crafts, dinosaur skeletons, and Byzantine artwork. Special exhibits have included everything from the intricate textiles of Mexico to an in-depth look at the culture of tattoos.

Located on seven-mile-long Estero Island, Fort Myers Beach is precisely the sugar-sand playground you come to Florida’s Gulf Coast to enjoy. Named among the best in America, the beach is long and wide, making it perfect for a stroll or bike ride—especially at low tide. Vendors here sell everything from umbrella and chair rentals to parasailing adventures and eco tours. There are also accommodations, including hotels, inns, and small, family-run motels to fit nearly every budget.

Built in the Roaring Twenties, the Royal Hawaiian ushered in the glam age of Waikiki Beach. The so-called Pink Palace, a Spanish Moorish–style confection set on bright-green lawns was, at the time, the priciest hotel project in the Pacific and a fast favorite of Hollywood royalty and East Coast blue bloods (who, in those early years, arrived by steamship, along with their piles of trunks and chauffeured cars). For those first few decades, anyone who was anyone, it seemed, stayed at the Royal Hawaiian; on any given day, you might see the likes of Spencer Tracy autographing a coconut or Joe DiMaggio surfing off the hotel’s beach. Once other luxury hotels sprouted up on Oahu, the Royal Hawaiian’s star faded some, but after a massive renovation in 2008, it became a member of Starwood’s Luxury Hotel Collection and, once again, one of the top spots on the island. The makeover managed to keep those graceful old bones and art deco flourishes (miles of tile, sweeping arches), while giving the whole place a long overdue upgrade. Genteel surroundings aside, the hotel is as lively as ever. But at night, when the oceanfront Mai Tar bar is rocking, guests can still scope out quiet corners. Retreat to the gracious portico lined with rocking chairs or the garden pathways dreamily lit by torches, and you’ll discover that the romance of old Waikiki lives on.