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  • 227 Orchard Hills Dr, Ann Arbor, MI 48104, USA
    It’s not often one gets to visit a home designed by legendary architect Frank Lloyd Wright—much less stay in one—but the Palmer House lets you do both. Situated in the nearby city of Ann Arbor, home to the University of Michigan, the brick and cypress home is one of Wright’s last masterpieces and features a teahouse on premises. Guests can rent the three-bedroom house for a quick getaway or for an event (25 people max for the latter).
  • 455 N Park Dr, Chicago, IL 60611, USA
    This purpose-built luxury high-rise hotel has 400 rooms in all, with natural light spilling through floor-to-ceiling windows onto modern, clean-lined furnishings done in ivory and gray tones. Higher floors offer spectacular views of Lake Michigan and Navy Pier. Service here gets high marks for the nothing-is-impossible attitude of the staff, and from early summer to late fall the Streeterville Social, the third-floor roof top outdoor terrace, offers craft cocktails and relaxed dining… and views of the city skyline.
  • 1300 North Dearborn Street
    Restoration Hardware, the upscale home-goods store, made its 2015 Gold Coast debut in style, taking over a building that was created in 1914 as a residence for young women studying music, drama, and the visual arts. Architect James Gillam of Backen, Gillam & Kroeger oversaw the redesign of the 70,000-square-foot structure, creating a six-floor showcase for luxury furnishings. It’s also the first Restoration Hardware to include a culinary element: The ground level features the Three Arts Club Café, where guests can enjoy breakfast, lunch, and dinner while surrounded by heritage olive trees and a refurbished historic fountain.
  • 230 N Michigan Ave, Chicago, IL 60601
    Hungry travelers have a few options, including the hotel’s signature modern French brasserie and café, Venteux, but the real action is upstairs at the French-inspired rooftop, Château Carbide. Set in what would be the cork of this (literally) gilded bottle-shaped tower, the secret plein-air space had never been open to the public until 2021; in June 2023, it was reimagined as an absinthe bar, where the plant-based liquor takes center stage on the cocktail menu, with spectacular city views as the background.
  • 39221 Woodward Ave, Bloomfield Hills, MI 48304, USA
    The Cranbrook Educational Community is one of the most revered names in Michigan, and under the umbrella of that name is an art museum, a secondary school, a graduate program, the institute of science, a research center, and historic homes with extensive gardens. The Cranbrook Art Museum was one of the earliest institutions in the U.S. to feature contemporary art. A few of the more recent exhibitions have included the works of George Nelson, the Italian design factory Alessi, and Danish ceramist Anders Ruhwald. There is also an annual graduate students’ art show. Even the building that houses the esteemed museum is worth a visit, with its mixture of neoclassical, art deco, and contemporary architectural details.
  • 2489 Russell St, Detroit, MI 48207, USA
    Rocky’s has been in business in Detroit since 1969. In its current form on Russell Street in the Eastern Market neighborhood, it’s a superstore for candy and nuts. However, it also offers spices, oils, specialty cooking items like gluten-free flours and mixes as well as ‘Made in Michigan’ products, such as McClure’s Pickles. Most items are only available in bulk. Some items are pre-packaged. Take your time exploring the aisles, Rocky’s is not small and hidden gems abound in its many aisles. It’s an ideal place to take the kids but travelers of all ages will find something to love. Products can also be ordered online and shipped to your home.
  • 1301 N State Pkwy, Chicago, IL 60610, USA
    This hotel has changed ownership and is now the Ambassador Chicago.

    In 2011, hotelier Ian Schrager reopened the iconic but faded Ambassador East Hotel as the Public, instantly infusing Chicago‘s Gold Coast with some flash. Its Pump Room restaurant was the city’s first posh, post-Prohibition, celebrity hangout (everyone from Fred Astaire to John Belushi has come). Keeping its name but little of the old decor, the revitalized Pump Room has a 24-foot bar with a 12-karat white gold–leaf ceiling and a changing menu by Jean-Georges Vongerichten. The high-ceilinged, columned lobby feels both grand and intimate, and it’s now divided into a lounge with a computer-equipped workstation and an elegant library/coffee bar with deep couches and original art, including photos by Hendrik Kersten. Residential high-rises along Lake Shore Drive obscure views of Lake Michigan from the hotel, but drop-dead gorgeous rooms elegantly infuse the pre-WWII architecture with white stuffed couches, bronze textiles, and white sheepskin throws for an effect of lush minimalism befitting one of the city’s oldest and toniest neighborhoods.
  • 1439 Griswold St, Detroit, MI 48226, USA
    “Have you heard about d’Mongo’s? It is Ryan Gosling’s favorite place to visit when he comes to town!” Although I never saw Ryan Gosling, bartender Red knew immediately that I was new in Detroit and that I’d never been in before. She recommended I try the Detroit Brown, made with Michigan’s own ginger ale: Vernors. As I sipped gently from the cold glass and looked over the top of its rim at the eclectic crowd filling the speakeasy, I couldn’t help but think, “Who cares what celebrity does or doesn’t frequent this place, I’d come back here for the drinks and the crowd any day!” Cafe d’Mongo’s draws a crowd every night it is open—which is usually only on Friday, maybe Saturday—and whether the customers come because of the drinks, the music, the crowd, or because they hope to see Ryan Gosling or Mark Wahlberg, the point is they keep coming. There’s an element of secrecy that has kept even my hotel’s valet from being able to tell me how to get to the revered speakeasy, yet it’s one of the first places I heard about when I asked people on the street where I needed to go get a drink in Detroit. If you find yourself at Cafe d’Mongo’s, tell Red I say hello, and order the Detroit Brown.
  • 2200 West Lafayette Boulevard
    With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.
  • 17 E Monroe St, Chicago, IL 60603, USA
    One of my favorite discoveries in Chicago is the Empire Ballroom inside The Palmer House. It’s just up the stairs from the hotel’s magnificent lobby and has a rich history most anyone working at the hotel will be willing to tell you more about. This room with its shiny wood floor and opulent chandeliers is where Frank Sinatra used to perform. While the ballroom itself is beautiful, it’s most interesting feature is what’s hidden behind the mirrored wall in its corner. Push on the last panel and you’ll stumble into a dressing room where famous acts - including Sinatra - used to get ready to go on stage. Several autographed pictures are still hanging on the walls.
  • 400 Michigan Ave NE, Washington, DC 20017, USA
    Since its dedication in 1959, this Byzantine-Romanesque shrine to the Virgin Mary has welcomed over one million visitors a year, among them Pope John Paul II, Pope Benedict XVI, and Mother Teresa. At more than 77,500 square feet, it is the largest Catholic church in the Western Hemisphere and the eighth-largest church in the world. Walking through the basilica, 70 ornate chapels, oratories, and sacred images like the Our Lady of Guadalupe Chapel flank the sides of the upper church and crypt, and the shrine’s gorgeous ceiling bears one of the largest and most intricate mosaic renderings of Jesus. Named “Christ in Majesty” (some have humorously nicknamed it “The Scary Christ” due to his stern look), it’s made up of over three million tiles.
  • 100 Linden Ave, Wilmette, IL 60091, USA
    Suburban Chicago isn’t the first place that comes to mind when you think of major religious centers. But Wilmette, a small town located less than 10 miles north of the Windy City, is home to the only Bahá’í House of Worship in North America. Dedicated in 1953, the temple—one of seven in the world—took more than three decades to build and features symbols from different world religions in its intricate design, signifying that everyone is welcome. An ornate dome crowns the nine-sided structure and symbolizes the unity of all people and religions under God. Visitors are welcome to explore the temple and surrounding geometric gardens. You can also call ahead to arrange a group tour.
  • 875 N Michigan Ave, Chicago, IL 60611, USA
    Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.
  • 2657 N Kedzie Ave, Chicago, IL 60647, USA
    In 2011, one of Chicago’s most popular restaurants, Longman & Eagle, expanded into an inn with the creation of six rooms. The owners, two of whom run the music venue Empty Bottle, built and outfitted the whole place. Each of the rooms is different, but all are stylishly simple and feature details such as wood floors, exposed brick, original art work and site-specific installations by local artists, cassette players with mix tapes, well-curated minibars, and Aesop toiletries. For the noise averse, the hotel reminds potential guests that the rooms are located above “an occasionally raucous, whisky-fueled tavern.”
  • 201 E Randolph St, Chicago, IL 60602, USA
    The real voyage of discovery consists not in seeking new landscapes, but in having new eyes. ~ Marcel Proust. For my inaugural highlight on AFAR, I am starting with my wife’s favorite quote, and a local sight in Chicago. Sometimes people feel they must jet off to some far off exotic place in order to ‘travel.’ However, if you gaze anew at your immediate surroundings with fresh eyes, you will discover an entire host of wonderful surprises. Here we have Cloud Gate, located down in Millennium Park, back before they buffed out the seams. The contrast between the organic form of ‘the bean’ and the structured grid lines, along with the warped fun house mirror quality of the city, makes this a truly unique destination.