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Hands down the best place to stay in Mexico City’s Centro Histórico is the aptly named Downtown. Located inside a restored 17th-century casona (mansion), the hotel shares its property with a select group of Mexican businesses, including a chocolate boutique and a mezcal bar, as well as restaurants, cafes, and fashion and jewelry ateliers. Appropriately, rooms evoke a bygone era, with low lighting, brick ceilings, and tile floors somewhat reminiscent of a monastery. Amenities are spare but select (C.O. Bigelow toiletries, for starters), and service is unobtrusive but attentive. After a day spent exploring the city, head to the rooftop pool and bar, where you can sunbathe on a bright yellow chaise lounge or sit under an oversized umbrella while waiting for your cocktail to arrive.

Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.

The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.

Galeries Lafayette Haussmann is worth a visit if only to stand under its magnificent glass dome. The family business has survived as a one-stop-shopping hub for five generations, thanks to steady innovation and an emphasis on high fashion and design. Shoppers appreciate its easy VAT refund policy. There are also multiple restaurants, a rooftop terrace with stunning city views and a cultural space for rotating art exhibitions.

Barranco, one of the city’s most beautiful neighborhoods, awash in character, is known for an artsy vibe and gorgeous colonial buildings. Cross the Puente de los Suspiros (Spanish for “Bridge of Sighs”) and follow the Bajada de los Baños to the seaside. Explore the side streets and duck into cute cafés and art venues, including the Museum of Contemporary Art (MAC). The gallery-shop Dédalo, in particular, is ideal for combining coffee, snacking, shopping, and art viewing. Visiting another Barranco landmark, the belle epoque Hotel B, provides a quick trip back to a time of elegant architecture. Splurge for a smart cocktail on the rooftop bar to linger a little longer.

Simple pleasures abound at this charming riad, where a greenery-fringed central courtyard is soundtracked by a babbling fountain; the panoramic rooftop terraces are dotted with potted palms and cabana-style seating; and an atmospheric bar and dining room doles out Fassi fare like couscous, pastilla, and a variety of tagines (though guests can opt for a cooking class instead). It’s all cloaked in a traditional Moroccan aesthetic, rich in color and bedecked in zellige tilework, handwoven rugs, ornately carved wood, and moody lanterns. The seven jewel-hued guest rooms, each a different color, have modern conveniences like flat-screen TVs in gilded frames, minibars, and free Wi-Fi, while decadently appointed suites maximize living space. Not that you’ll be in them for long: The concierge can arrange for a guide to help you navigate the medina’s mazelike alleys, which sit right outside the hotel’s door.

Why we love it: A historic stay with a thoroughly modern rooftop bar

The Highlights:
- Original architectural details like the upper cornice and two-story lobby
- A location near some of St. Louis’s top attractions
- A rooftop bar with a pool and sweeping views

The Review:
Hotel Saint Louis occupies the landmark Union Trust Company building, which was designed by Louis Sullivan, creator of the modern skyscraper, in 1893. It was impressively renovated by Restoration St. Louis in 2015 and opened under the Marriott Autograph Collection in 2018, welcoming guests with historic details and modern flair. Upon arrival, look up and you’ll see the genius of Sullivan’s design in the fully intact upper cornice. Inside, the original two-story lobby also remains, though the stained-glass roof is a re-creation. Further references to Sullivan’s signature style—clean lines paired with Celtic and art nouveau motifs—can be found throughout the property, including in the custom wall coverings in the guest rooms.

Staff personally escort guests to their rooms, where amenities like high-thread-count linens and in-mirror bathroom TVs make for a luxurious stay. The hotel’s restaurant Union 30 (named for the building’s original occupant as well as its numerical spot on the city’s landmark list) is a fine place for locally inspired fare, while Form Skybar—located on the roof and named after Sullivan’s philosophy of “form ever follows function”—serves up creative cocktails and sweeping views of the St. Louis skyline. The hotel is also home to a rooftop swimming pool and full-service spa, making it easy to stay on property all weekend. Should you want to venture out, however, the Gateway Arch and Busch Stadium are both within easy walking distance.

For iconic hotels in Athens, there are multiple addresses to call into, including sister property King George next door, but the Grande Bretagne is the city’s grande dame. The King and dame share an unbeatable location on Syntagma Square, requisite views of the Acropolis, a long and storied guest list, and all the upscale comforts associated with a five-star hotel. The Grande Bretagne has a bit more old-world grandeur than boutique sophistication, with more gilded frames, heavy-luxe drapery, and antique furnishings. It also has a few added amenities: a health and beauty spa, the Winter Garden lounge for high tea with live piano music, and the pièce de résistance: a rooftop pool facing Lycabettus Hill. The rooftop restaurant is also top-notch, serving a new mediterranean menu of scallops and kimchi and grilled salmon with parsley root cream. Guests staying on the sixth and seventh floors may enjoy 24-hour butler service, and all guests can request a chef-prepared picnic to take along for a day of Athens sightseeing.

Somewhere between a hip designer’s loft and a rock star’s party pad, the Ace Hotel Downtown Los Angeles is located in the Spanish Gothic–style United Artists building built in 1927 for actor and producer Mary Pickford and her team of silver screen stars. The hotel was painstakingly designed to showcase both historic and contemporary artistry, from Noguchi lamps and Pendleton blankets in loftlike rooms to original art deco floors and hand-drawn portraits of famous Angelenos on the restaurant’s walls.

This abacus-inspired device tracks how many beers you take from the honor bar located next to the rooftop jacuzzi at Casa Tota (www.hotelcasatota.com). Located in the heart of Todos Santos, this new hotel is outrageously affordable (rooms start at around $85) and its restaurant serves a dangerously good margarita. Margaritas are on the house if you can out arm wrestle Casa Tota’s buff waiter, Raul.

Part sustainable residential building, part eco-friendly lodge, the El Moore has been witness to Detroit’s turbulent history. The restored Victorian building boasts rooftop urban cabins, expansive suites, and bunk-bedded garden view rooms, covering various price points. Rooms feature reclaimed wood and subway tiles as well as ash paneling, geothermal heating, and solar paneling.

The new crown jewel of the Cape Town hotel scene, The Silo is housed in an old grain elevator, perched above 42 cement silos on the V&A Waterfront. The silos, which extend outward below the hotel, are home to the world-class Zeitz Museum of Contemporary African Art, opened in September 2017. Inside the hotel, owner Liz Biden seamlessly blends her penchant for bold colors and animal prints with some of the best in contemporary African art. The 28 guest rooms feature handmade headboards and Egyptian crystal chandeliers; concave, floor-to-ceiling windows overlooking the city or harbor; and deep-soaking tubs in the bathroom.

On the sixth floor, you’ll find the concierge (Hoon Kim, one of only 12 South Africans to hold the coveted Crossed Keys—a distinction from the prestigious hotel concierge association Les Clefs d’Or), the Granary Café, the Willaston Bar, and several private meeting rooms. Also on-site is a spa, gym, and rooftop infinity pool and lounge with views of Table Mountain. If you’re visiting over New Year’s, head to the rooftop—or book a west-facing room—for spectacular views of the V&A Waterfront fireworks.

You might hear Long Street before you see it—this bustling artery is the heart of Cape Town, home to some of the city’s most popular restaurants, bars, and boutiques, all within a few blocks’ radius of the Grand Daddy Hotel. Built in 1895, this landmark building has been transformed into one of the city’s quirkier havens, though it somehow manages to walk the fine line between campy and classy. It’s a spot that’s beloved by tourists and locals alike (don’t be surprised to stumble onto a local fashion shoot in the gilded Daddy Cool bar).

Behind the stately gray exterior lies a whimsical world: snuggle into crisp white sheets in one of the 26 colorful rooms or suites, or settle into a stylishly appointed Airstream in the rooftop trailer park. And speaking of the rooftop: there’s no better place to take in the view of Table Mountain presiding over the city.

At first glance, the lobby is the place to be at this boutique hotel in the Gaslamp Quarter. At check-in guests are offered a selection of local wine and beer—and again during happy hour. Under soaring ceilings supported by leather-wrapped pillars and surrounded by colorful art, you can sip and socialize. But don’t ignore the scene on the roof, either, where you’ll find a pool with oversized, floating pillows; fire pits with food and drink service; and views of the Coronado Bridge, Mount San Miguel, and the old and new architectural icons of downtown. In fact, the rooftop is so special, you may want to book the only accommodation in the 159-room hotel that grants you direct access to it: the Cabana Suite, where a private staircase leads to your own poolside cabana. On the other hand, if you’re traveling as a family, you may find that another option beats private rooftop access: the Star Suite, complete with three king-size beds, two of which form a custom-built bunk bed. Either way, expect ultra-modern furnishings paired with skyline views.

The rooftop restaurant of the Westin Excelsior hotel wins top prize for being the most panoramic spot for a meal in Florence; floor-to-ceiling, wraparound windows permit 360-degree views over the entire city and the hills beyond. Chef Matteo Lorenzini’s superb food lives up to the magnificent setting—so against the romantic backdrop of Brunelleschi’s Duomo and the thousand twinkling lights of the city, you can feast on seared scallops with chestnuts and lime, spaghetti with clams and crab cream, and Barbary duck.