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You’d never know that this pueblo-luxe hotel was once the town penitentiary. It’s a credit to Rosewood Hotels & Resorts that the hotel group chose to renovate the existing structure rather than level it and start from scratch. And, if the rooms are on the smaller side, no one seems to mind, especially after the just-completed renovation by Jim Rimelspach, who originally designed the property when it opened nearly 25 years ago. Named after the lost tribe of the Anasazi, ancestors of the Pueblo, the hotel tastefully pays tribute to the Southwest. Adobe walls, kiva-style fireplaces, handwoven carpets, and throw pillows made from Pendleton blankets pair seamlessly with Italian linens by Rivolta Carmignani and toiletries by New York’s C.O. Bigelow Apothecaries. There’s also plenty of Native American art, including Arlo Namingha’s bronze sculpture Hano Mana and Ken Rosenthal’s silver gelatin print Seen and Not Seen, throughout the three-story hotel. The result: A vibe that is modern and sophisticated while still maintaining a sense of place.

A throwback to the roarin’ twenties, you can find (or maybe not find) an emerging speakeasy-style bar culture hitting the streets in Wellington. Themed bars that you would never know about or find unless someone told you first are all the rage. The aptly-named Motel Bar is right off of Courteney Place, one of the most popular nightlife areas of Wellington, and from the outside it looks like a dingy U.S. motel from the 1970s, complete with flashing neon “Vacancy/No Vacancy” sign. Buzzing the door will lead you up a dark staircase. Behind one of the unmarked doors at the top, you will find the small, cozy, New York-jazz-club-style bar and lounge: the Motel Bar. Complete with beautiful 1950s decor, elegant cocktails (more than 200 to chose from), and a record player humming in the background, you will be shocked that you doubted the entrance even for a moment.

Inspired by the food and feel of New York City, Broadway by Amar Santana offers a taste of the big city just a block from the ocean. Here, the eponymous chef Santana, who competed on Bravo’s Top Chef, serves American cuisine made with seasonal ingredients, like squid ink cavatelli with blue prawns, and grilled skirt steak with chimichurri. Elevate your meal with creative cocktails or a bottle from the well-regarded wine list, or better yet, book the six-seat chef’s table, where Santana will serve a multi-course menu designed just for you and your guests.

In its newest incarnation, opened in 2012 and soaring 55 stories at the corner of Bay and Yorkville, the Four Seasons Toronto embodies founder Isadore Sharp’s vision to focus on the guest, which has positioned the brand as a leader in the luxury hotel market. This is the flagship property, arguably Toronto’s most elegant hotel and a blueprint for the brand’s subsequent hotels globally. It’s the first hotel in Canada ever to be awarded both the AAA Five Diamond and Forbes Travel Guide Five-Star ratings. The contemporary design aesthetic from Yabu Pushelberg brings sophisticated neutral tones throughout the spacious rooms. The sunlit, ninth-floor spa is a favorite among both visitors and locals.

Like many Hudson Valley inns, Wm Farmer & Sons owes its existence to a young New York couple who decided to quit city life in favor of greener pastures. In this case, it was Kristan and William Kirby Farmer who moved to Hudson and transformed a 19th-century structure into a 13-room inn. Spread across two main buildings, rooms feature a mix of dark grays, browns, autumnal oranges, farmhouse reds, and the occasional plaid pattern on the chairs and sofas. A few annexed suites off to the side also include full kitchens with sleek appliances like ovens and stoves. The on-site restaurant is open Tuesday through Sunday and offers a constantly changing menu of meat and seafood dishes, plus a daily happy hour with seasonal cocktails.

There are many excellent restaurants in Florence, but this one was recommended to me by a local, and I’m so glad it was. Alessandro, the chef, recently returned after working in New York City for eight years. Located on a small street near the Duomo, La Cucina del Garga offers so much for a small restaurant: recipes inspired by the chef’s father (Garga), art covering the walls, friendly staff, great Tuscan wines, funky menu designs, and reasonable prices. A seemingly simple salad of greens, tomatoes, pine nuts and cheese was the best salad I’ve ever had. Other great dishes were the fresh twisted penne with pistachios and cherry tomatoes, and creamy pasta with scallops. If possible, make a reservation and ask for the “painted room.”

With its exposed brick walls, small tables, and inventive Japanese fare, this Elmwood Village sushi spot is a restaurant you’d expect to find in Brooklyn rather than Buffalo. Still, chef Kuni Sato has run the local favorite since 1996, serving everything from traditional sushi and sashimi to daily specials with a modern twist. Don’t miss the Kuni’s Fried Chicken (chicken breast marinated in ginger and soy sauce, then deep-fried until perfectly crispy) or the impressive sake collection, imported directly from Japan. Guests can either grab a table, eat at the sushi counter, or belly up to the bar, but act fast when space opens up because this place is typically packed.

Listing Montreal’s best restaurants is nothing short of a feat; indeed, Montreal has the second largest number of restaurants per capita in all of North America, with a new establishment setting up shop every week or so. From Italian trattorias to izakayas, from hole-in-the-wall bagel shops to classic eateries and French brasseries, to trendy Nordic-inspired and hipster-run taco shops, there is no such thing as leaving Montreal hungry.

Alternative new venues underscore Hanoi’s status as the nation’s capital of understated hip. Hanoi has pop-up cafés in the homes of artists, cafés that strike the right balance between quality coffee and youthful atmosphere. Also, tucked-away you will find Hanoi’s bars and music venues purveying heady cocktails, and soundtracks covering all bases from Thai funk to hip-hop beats sampled from scratchy vintage Vietnamese records.

Some attribute Hoi An’s plethora of tailor shops to its history as a center for the silk trade, even though the bespoke clothing boom is a recent one. Others maintain that the phenomenon comes from a Vietnamese propensity for copycat businesses. Either way, the ancient town has established itself as the place to get clothes made economically in Southeast Asia. If getting some new threads is on your Vietnam wish list, there are several reputable tailors and boutiques in town.

There’s loads to do if you have 48 hours in Nairobi. With boutique shops, atmospheric restaurants, and plenty of live music, it’s not hard to see why Nairobi is developing a reputation as one of the coolest cities in the world. There are new skyscrapers, bars, and apartments sprouting up constantly, and no, it’s not the prettiest city ever. But Nairobi’s residents are friendly, motivated, and enthusiastic about their home town, and there’s far more to Nairobi than first impressions might reveal.

Vintry is a small, cozy bar and restaurant in lower Manhattan. It provides a welcome counterpoint to the larger gathering spaces in the Wall Street area - it has the vibe of a discreet speak-easy. Vintry specializes in artisan producers of whisky and wine - they have carefully selected an interesting group of handcrafted libations. There are 80 wines from France, Italy, Spain, and the U.S. available in a “tasting” size, glass or bottle, plus hundreds of other wines by the bottle. There are also 100 whiskeys. Vintry’s specialties are cocktails from the house mixologist featuring homemade bitters and syrups. I don’t consider myself a whiskey drinker, but I absolutely loved the Gingerade, a shaken cocktail made with 13 Jameson black barrel Irish whiskey, fresh ginger extract, fresh squeezed lemon juice, fresh lime, Peychaud’s bitter, cane solution and ginger ale. It was ice cold, crisp, slightly sweet with a subtle twist of ginger and lime. DELICIOUS. This warm, dark, welcoming bar is easily the type of place where you can pass a good amount of time before realizing it. Vintry also has nicely prepared food - along the lines of veal meatballs and lamb ragu - to accompany its wine and whiskey list.

A contemporary take on traditional lodge-style accommodations, Scribner’s Catskill Lodge is a cozy, 38-room inn, housed in a circa-1966 building that was revamped in 2016. While rooms tend to have their own look and feel, most share more than a few common elements, including patterned carpets, dark maple floors, and modern furniture. The majority are geared toward couples but there’s also a suite with bunk beds, which is perfect for families or groups of friends who don’t mind shacking up together. Amenities here are geared toward weekenders seeking a break from the Big City and include regular yoga classes along with afternoon DJ performances, meditation sessions, and even healing sound baths. There’s also a restaurant, Prospect, with ever-changing dishes like roasted chicken, burgers, and duck carnitas.

While New York has its pastrami, Montréal is the home of smoked meat. (The preparation of both is similar: A beef brisket is cured in spices for a week, then hot-smoked and finally boiled before being served.) Though others may question the claim, Schwartz’s boasts that it is the original home of smoked meat, serving it since 1928. Regardless of who was first, Schwartz’s is the most popular smoked-meat option in town. Order a sandwich, on rye with only yellow mustard to accompany the meat, and you’ll soon understand why the citizens of Montréal are so passionate about the dish.

The Museum of Modern Art, one of the city’s—and the country’s—premier institutions for modern and contemporary art, first opened its doors in 1939. Its permanent collection of almost 200,000 works includes masterpieces by many of the 20th century’s leading artists: Duchamp, Matisse, Picasso, Warhol...the list truly could go on and on. In the permanent collection, van Gogh’s Starry Night and three panels of Monet’s series of paintings of water lilies are among the most famous works. The museum’s first director, Alfred Barr, was praised for taking the innovative step of expanding the role of the art museum to include genres beyond painting and sculpture, and to this day the institution dedicates exhibitions (and resources) to design, architecture, photography, and other creative fields. The museum also has a space in the Long Island City neighborhood of Queens, called MoMA PS 1, which focuses principally on younger, emerging artists and hosts Warm Up, a summer live music series.