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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.

Conveniently located near the subway, museums, and upscale boutiques and galleries of Toronto’s swish Yorkville neighborhood, the Park Hyatt Toronto originally opened in 1929. Seventy years later, a south tower was added to the hotel, with the art deco–influenced lobby space linking the two. The spacious rooms have a soothing palette of pale peach, dusky pink, beige, and gold. The Annona restaurant has a similarly rich color scheme, boldly decked out in shades of plum and gold, with plush banquettes and floor-to-ceiling windows overlooking Yorkville. The 18th floor offers sweeping views over Queens Park and the CN Tower, but the main attraction may be the Roof Lounge’s bartender, Joe Gomes: He’s been shaking up cocktails here for the past 50 years, so guests can order a martini from a man who knows how to make them just right. A host of other extras, including complimentary town car service within a five-kilometer radius, free Wi-Fi, and even a kosher kitchen, add to the hotel’s charms.

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.

Since few areas within the city of Venice afford high perspectives of the entire city, take the elevator (no stairs) to the top of San Marco’s Campanile in Piazza San Marco. You may have to put up with a few elbows to get a spot against the railing, but it is all worth it for the spectacular panoramic views of Venice and the lagoon. While here, contemplate the history of this spectacular bell tower and observe the view from the same spot where numerous doges have stood, as well as Galileo. It was here that he introduced his telescope to the doge!

Why we love it: An art-filled property that could only exist in Boise

The Highlights:
- Themed guest rooms that look great on Instagram
- An award-winning Italian restaurant
- An impressive art collection that lends a local feel

The Review:
Some upscale hotels feel impersonal, but not the 110-room Inn at 500 Capitol, which approaches interior design with refreshing whimsy. Its 57 themed rooms highlight various hobbies and interests, from the “Flicks Room” with movie star portraits and velvet ropes, to the “Best Friend Room” with dog sculptures and wildlife art. Even the “Standard” rooms are anything but, thanks to gas fireplaces, private balconies, and daybeds built beneath picture windows overlooking the Boise skyline. Hotel staff restock each room’s complimentary snack bar as it’s depleted, and more goodies await in the lobby, including complimentary beer and wine.

Making the inn even more desirable is Richard’s, the on-site restaurant run by Boise icon and James Beard–nominated chef Richard Langston that serves masterful renditions of classic Italian pastas and meats paired with Idaho-grown produce. The hotel also doubles as an art gallery (owner Brian Obie is an avid collector and painter in his own right), with a rotating array of works on loan from the Boise Art Museum, plus permanent pieces by Boise artist JanyRae Seda in the lobby. The kaleidoscopic chandelier that hangs above the entryway and the colorful sconces that fill the hotel are the work of another local artist, Filip Vogelpohl, while the stand of sculpted trees outside—a collaboration between Boise artists Ken McCall, Mark Baltes, and Leslie Dixon—turns the hotel’s doorstep into a city landmark.

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.

It’s impossible to visit St. Louis and not hear about the Cardinals—the city is crazy for its major league baseball team. The Redbirds play in the heart of downtown at Busch Stadium, a Populous-designed, retro-classic ballpark with panoramic views of the skyline and Gateway Arch. As its name suggests, the stadium is owned by Budweiser, though visitors can find some craft beers for sale, including local favorite Urban Chestnut. In terms of eats, the toasted ravioli—a St. Louis staple—are a must-try. For pre- or post-game entertainment, head to the Ballpark Villa across the street, where you’ll find the St. Louis Cardinals Hall of Fame Museum, Cardinal National Restaurant, Budweiser Brew House, Fox Sports Midwest Live!, and PBR St. Louis. You can also get a closer look at the stadium on a guided tour, which meets at Gate 3 in front of the bronze statue of Cardinals legend Stan Musial.

Mount Royal Park starts at the edge of the city just beyond the McGill campus and runs alongside neighborhoods like Plateau before rising to the top of 764-foot-tall Mount Royal (Mont Réal), the hill that gives the city its name. The twisting roads and paths of this crown jewel of Montréal’s park system were initially laid out by Frederick Law Olmsted, who also designed New York’s Central Park. While Olmsted’s plan was not followed in all its details, the final result was true to his vision of a woody park that takes advantage of the site’s hilly topography. There are two belvederes with views of the city skyline and the St. Lawrence River, and one of Montréal’s iconic landmarks, a 103-foot-high cross, sits at its northern end. The park is most popular in summer, but residents flock here in every season, to enjoy the colorful foliage in the fall and the cross-country ski trails and toboggan runs in the winter.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

As the number of bars in Krakow has gradually increased, the spots from which to enjoy a sunset drink have also expanded. One of the most glamorous spots is the Sky Bar on the roof of the Hotel Stary, overlooking the main square. Order a cocktail or a decadent homemade dessert and watch as the bustle of the city plays out below to the occasional tune of the unfinished bugler.

This riverfront Main St. strip is scattered with historic buildings from the 1850s and while a bit sleepy has points of interest like the movie theater and the beginning of the Stone Arch Bridge. Start your crossing from here to get the full effect of walking from the quaint past into the modernized Minneapolis skyline.

The Armani Hotel Milano occupies a beautiful, box-shaped 1930s palazzo in the beating heart of Milan’s fashion district. As striking as it looks from the outside, it’s arguably even more glamorous on the inside. Every aspect of its interior, from the mother-of-pearl doors to the leather-lined walls, has been either designed or approved by Giorgio Armani himself. The overall aesthetic is smart and elegant, thanks to the neutral color scheme of beiges and light grays. Special touches abound, including Armani amenities in the gray marble bathrooms, complimentary minibars, and a “lifestyle manager” appointed to each guest upon arrival.

The hotel’s 95 rooms come in various sizes and types, ranging from Armani Deluxe rooms, with their own deep bathtubs, to two-story Armani Signature Suites, which offer stylish central staircases and their own living rooms. The seventh floor of the building houses the impressive Armani/Ristorante, with floor-to-ceiling windows that look out onto Milan’s skyline. An Armani/Bamboo Bar and Armani/SPA provide further opportunities for exquisite in-house indulgence.

While Tamarindo in Costa Rica is no longer a sleepy beach town known only to a lucky few, we can still settle ourselves onto the sand and feel like we have the vast skyline to ourselves. Staying in Playa Langosta, the beach just south of Tamarindo, provides a welcoming relief from clusters of tourists while keeping us close enough for sunsets like this! Extra bonus: Have a friend or loved one in one hand and a cocktail in the other.

The Evergreen Brick Works, a reclaimed quarry in the lush Don Valley, is a showcase for sustainable and green living, as well as for urban design. A community has been established in this once-derelict industrial site and former landfill. Toronto’s largest farmers’ market sets up shop on Saturdays, and spotlights food from all over the province. On Sunday, the market shifts its attention to crafts. A full schedule of activities and diversions make this a perfect weekend escape: There’s a children’s garden (with weekly programming), bike trails and rentals, and a hike that leads to a rewarding view of the city’s skyline.

Travelers should visit Taronga Zoo as much for its harbor views as for the 4,000 resident animals (who get to see them all day long). Ferry 15 minutes from Circular Quay and take an optional Sky Safari cable car, included in the ticket price, and you’re in an exotic land of giraffes, elephants, and bongos as well as native echidnas, wombats, and Tasmanian devils. Wildlife tours, zookeeper talks (including impressive bird shows), and special events such as the Twilight at Taronga summer concert series are on the calendar, and a tented camp accommodates overnight guests who help feed select animals before a sunset dinner set against the Sydney Opera House and Harbour Bridge. Tent cabins feature decks that lure campers out of bed for sunrise.