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  • 101 E Irving Park Rd, Itasca, IL 60143, USA
    Tree-Guys Pizza Pub is a great place to stop in for a pie and a beer. With the usual array of pizza choices, there’s no shortage of great eats right at your fingertips. Connected to the pizzeria is Hi-Fi Lounge (the pub) where you can belly up to the bar on any given night and sample their daily drink specials. From draft beers, to Bloody Marys, to choice tequila, there’s no shortage of libations at this local watering hole. Come for some pizza, stay for some drinks—the Tree-Guys insist.
  • 4123 Cedar Springs Rd #110, Dallas, TX 75219, USA
    (note: Cedar Grove restaurant is formally known as Dish) Dish made a veritable splash upon entering Dallas’ dining scene in 2009, and the fact that it’s remained a culinary bright spot since is a testament to its fantastic reinventions. The consistently updated menu stays seasonal and fresh, though diner favorites, such as the jumbo sea scallops and the braised BBQ short ribs, always have a home here. A completely revamped patio invites you to sit and sip, enjoying the terrific people-watching in and around the bustling Ilume Apartments.
  • 515 15th St NW, Washington, DC 20004, USA
    For decades, this rooftop terrace bar situated at the W Hotel (formerly the Hotel Washington, circa 1918) has provided some of the most stellar views of the White House, monuments, memorials, and beyond. P.O.V. is open year-round, unlike many other local rooftops, and encourages guests to show up by 9 p.m. Once you’ve found a spot to lounge on a velvet banquette, order a round of craft cocktails along with small plates from world-renowned chef Jean-Georges Vongerichten.
  • 3400 S Las Vegas Blvd
    One show that you must spend the money to see is Love by Cirque du Soleil at The Mirage. A spectacular show with great music, fantastic stunts and gorgeous visuals that represent the evolution of The Beatles and their music while woven into a story of love, loss and life. Be sure to head to the Revolution Lounge before or after the show for a signature cocktail.
  • Terraza Mercado de San Antón, Calle de Augusto Figueroa, 24, 3ª planta, 28004 Madrid, Spain
    Madrid’s multi-level Mercado San Anton is a sight to be seen. Rows of gorgeous produce, local specialties, Italian deli favorites, briny seafood and locally-farmed meats line the perimeter of each floor, each stall more enticing than the one before it. Even better, its high tables and counters make it well-suited for a quick bite and glass of wine. For a relaxed sit-down meal, head up to the restaurant on the rooftop terrace and finish off the evening with a drink in the lounge.
  • Portsmouth, Dominica
    This lively beachside restaurant overlooks the yachts moored in Portsmouth’s sweeping Prince Rupert’s Bay. Retire here after swimming and lounging on the black sands for a cold Kubuli beer or cherry punch, plus ribs, lobster, and coconut shrimp. Make sure to also try side dishes like boiled yam, taro, or sweet potatoes, sometimes livened by plantains and breadfruit—these heavy carbs once fueled Caribbean slaves and remain a staple in Dominica.
  • Mustique, Mustique Island, St Vincent and the Grenadines
    If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.
  • Sesriem, Namibia
    The sustainably designed andBeyond Sossusvlei Desert Lodge on the edge of the NamibRand Nature Reserve captures the raw beauty of the world’s oldest living desert. The otherworldliness of the environment has been consciously translated into every aspect of the experience. The off-grid design factors in the extreme climate and harsh elements, and the desert’s forms, colors and textures are reflected in sculptural stone and steel lines that give way to soft, organic shapes. Throughout, glass walls slide away to amplify the big-sky views. The 10 guest suites are self-sufficient, solar-powered private retreats, each generating ample energy to run on photovoltaic power for everything from the AC and the deep swimming pools to the water harvesting and recycling systems.


    Activities include climbing the world’s highest dunes at Sossusvlei or e-biking along gravel trails to caves with rock art by the desert’s earliest inhabitants. Back at the lodge, dishes that reflect Namibia’s cultural history include venison and Kalahari truffles and fresh seafood from the Atlantic Ocean. With close to zero light pollution, the Namib is one of the best dark sky locations in the Southern Hemisphere. The best way to end any evening is in the lodge’s observatory. You can also fall asleep counting stars, thanks to a skylight above your bed.
  • 21 E Bellevue Pl, Chicago, IL 60611, USA
    This particular area of the Gold Coast is jokingly nicknamed the Viagra Triangle, but the Thompson Chicago doesn’t discriminate by age. The 247-room hotel is dark and moody, drawing artists of every generation to its swanky lobby bar at the back, peppered with colorful canvases and couples sneaking a snuggle in a booth. The whole town is awaiting the opening of Tavern on Rush, a reboot of the beloved steak house that used to reside just up the block. Rumors say this hangout will become a dining destination, what with its cocktail lounge, main dining room, patio, and private rooms spread across 16,000 square feet and multiple levels.


    Set among all the best shopping in the Midwest, the Thompson’s midcentury-style guest rooms with hardwood floors provide the perfect minimalist location to unbox those favorite finds from Michigan Avenue around the corner. Digital nomads can book their work meetings in one of the rooms named after the Chicago Seven: countercultural anti-war protesters charged by the U.S. federal government with conspiracy and intent to incite a riot to stop the Vietnam War. The Abbie Hoffman room is a favorite.
  • 1435 Simonton Street
    Just a few blocks from the bustle of Old Town and Duval Street, this Caribbean-style resort is a serene retreat with a swath of white-sand beach, a pool concierge, and a private pier for fishing or gazing out over clear turquoise waters. All of the contemporary rooms and suites are generously sized and have private balconies with views of the pool, courtyard, or ocean, but the real draw remains right outside your door. Guests can snorkel off the shore, face off on the giant chess board, or simply sway between two palms in one of the beachside hammocks. They also have privileges at sister resort Casa Marina, just up the beach, including at the oceanfront Spa al Mare. Have kids in tow? The hotel offers a full roster of activities, plus babysitting services for parents who want to hit the town.
  • 600 Fleming St, Key West, FL 33040, USA
    Located on Fleming Street in the heart of Old Town Key West, the Marquesa has everything you might expect from a romantic coastal-Florida retreat. Wide porches overlook lush gardens and a bijou pool at the center of the complex, and brick paths shaded by large palms and tropical foliage give the 1884 Greek Revival–style property a secret hideaway feel. It’s understandable if you want to hole up in the guest rooms, which reside in traditional clapboard conch houses and are furnished with an eclectic collection of wood pieces sourced from around the world. In 2018, Marquesa 4-1-4 opened across the street, featuring a new compound of three buildings around a central swimming pool and courtyard. After a day spent exploring nearby Duval Street, make your way back to Café Marquesa, which is perennially packed with locals and visitors enjoying fresh seafood and an inventive menu.
  • Nik. Nomikou (Main Street), Oía 847 02, Greece
    Nothing says Santorini like an aqua-blue infinity pool, and Katikies has three of them—all the better to take in westward-facing sunset views. Carved out of the cliff side 300 feet above the Aegean, the hotel’s public spaces are connected by a series of bridges and Escher-esque stairways as they descend from the town of Oia above it. Cube-shaped rooms and suites are minimalist but inviting, nearly every surface painted or clothed in calming white; all have verandas, while a few large suites have outdoor plunge pools or Jacuzzi tubs and alfresco seating areas. Upon check-in, guests are given cell phones to summon 24/7 service from anywhere on the property. They use them to order light snacks at the poolside bar and restaurant or make reservations for some of the best sushi on the island at the champagne bar, but the candlelit rooftop restaurant—serving Greek and Anatolian cuisine—is about as romantic as it gets.
  • 2600 W Harmon Ave, Las Vegas, NV 89158, USA
    Built in 2009, Vdara, a condo-style, all-suites hotel, is a tower of serenity in a neighborhood not known for it. Despite its location, at CityCenter, just off the Las Vegas Strip, Vdara has no casino, no celebrity-chef restaurants, no glittering stage productions, no over-the-top pool and nightclub scene, and—like its neighbor, the Mandarin Oriental Las Vegas (but rare for Las Vegas) no smoking permitted anywhere on the property. What it does have, worked into its minimalist, contemporary design, are spacious rooms, kitchenettes, washers and dryers, and a residence club–like feel that puts many guests in no hurry to leave. At 1,495 suites, the Vdara is too big to be called a boutique hotel, but with a high level of service (pool cabana reservations, anyone?), its size isn’t a liability.
  • Constitución 317, Santiago, Providencia, Región Metropolitana, Chile
    The Aubrey sits at the edge of Barrio Bellavista, a few steps from Santiago’s bottle-green 1925 funicular (which takes visitors up to Cerro San Cristóbal) and just below the zoo (sometimes guests can hear the animals when they’re lying by the pool). Open since 2010, this 15-bedroom boutique hotel is housed between two 1920s mansions built by the same architect. The larger of the two houses once belonged to famed Chilean railway magnate Domingo Durán. Today, the hotel is owned by a Brit and an Aussie who spent $3 million and several years transforming it into its current state.

    The bedrooms are split between the two mansions, and there’s also an outside block housing a few pool suites. A cobbled terrace runs between the restaurant and piano bar. The interiors are inspired by the early 20th-century art deco movement and feature statement art deco furniture, printed fabrics, and elaborate wallpaper.
  • Lankanfushi Island, North Malé Atoll Republic of Maldives, Maldives
    Each wooden suite—spread out over the waters of a coral-lined lagoon—has a smartly designed sea-level sun deck, a deepwater pool, and a glass spy hole carved into the floor so you can watch the stingrays and reef sharks glide below. The property underwent massive renovations during 2019 after a fire ravaged the hotel, but it took the opportunity to expand and improve. The resort reopened with 45 luxury villas with furniture made from locally sourced materials.