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  • 2413 N Clark St, Chicago, IL 60614, USA
    In a world with wine flights and cheese flights, I don’t know why someone hasn’t thought of a pancake flight before. Thankfully Orange filled that gap with delicious fluffy flavorful pancakes before we knew what we were missing. This pancake flight made the perfect breakfast appetizer for my Monday Brunch Group and we even cut each pancake into 4 pieces so we could sample each one. I typically don’t order pancakes as a main order because I prefer savory breakfast to sweet but this pancake flight was the ideal start to a Monday morning. And the orange flavored coffee? That was a tangy cup of delectable right there. Orange, you are full of surprises!
  • 203 N Wabash Ave, Chicago, IL 60601, USA
    Virgin opened its first U.S. hotel in a 26-story, 1920s art deco tower. Originally a Chicago bank, the building’s high-ceilinged, second-floor hall has been transformed into the Commons Club, a socializing spot divided into a lounge, dining room, and oval-shaped zinc bar with red leather seating and power outlets for tech-addicted travelers. Apartment-like rooms are smartly divided by sliding doors into two sections: a sleeping lounge, and a large dressing and bath area.
  • 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.
  • 809 W Randolph St, Chicago, IL 60607, USA
    West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above). She then opened Little Goat, a retro diner, across the street. Graham Elliot Bowles keeps it simple at his casual g.e.b, where each dish has no more than three ingredients. On a more elegant note, the prix-fixe menu at Grace, from chef Curtis Duffy, features dishes such as kampachi with coconut, lime, basil, golden trout roe, and pomelo presented in a cylinder of frozen ginger water.
  • 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.
  • 1850 W Grand Ave, Chicago, IL 60622, USA
    The sign says “New Antique Store,” which might seem like a misnomer but is in fact a very accurate description of what Urban Remains offers. They sell reclaimed architectural artifacts from old buildings, mostly in the Chicago area and mostly from the 20th century. The Urban Remains warehouse is a giant treasure trove where you’ll find door hardware, industrial furniture, vintage signs, ornamental iron gates and mechanical bits and bobs. If it’s beautiful or functional, Urban Remains probably has it but you might have to dig to find it. Their prices aren’t cheap but sometimes you find just what you weren’t looking for and you simply must have it.
  • 1331 N Wicker Park Ave, Chicago, IL 60622, USA
    On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the whole place for weddings and other special occasions, and young travelers eager to live like a local amid the vibrant culture of the Wicker Park and Bucktown neighborhoods.
  • 1528 N Milwaukee Ave # 1, Chicago, IL 60622, USA
    It’s always been about affordable vintage goods at this Wicker Park boutique, which sells contemporary dresses and tops from Amuse, men’s hats from Brixton, denim from skinny-jean pros Just USA, rompers from Los Angeles–based En Crème, and handcrafted leather boots from Red Wing. The popular shop’s homewares and apothecary section is arguably the best place to pick up gifts your friends will love, from grooming and shaving goods to candles, perfumes, and barware like flasks and cocktail shakers.
  • 1960 North Western Avenue
    Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door every day, especially in the summer. Margie’s is a small place but perfect for an afternoon sundae dripping with hot fudge and maybe a dozen chocolate dipped cherries to go.
  • 3020 N Lincoln Ave, Chicago, IL 60657, USA
    Like most good thrift stores, the Brown Elephant is hit or miss. Sometimes you can find great books, T-shirts, and super-cheap vinyl—other times, nothing appeals, and you just wander around until your feet hurt. This shop is well organized, and most of the home goods are reasonably priced. All of the proceeds go to benefit the Howard Brown Health Center, a great LGBT charity; if you’re waffling on spending a couple extra bucks, just go for it and know that your money is going to help someone who needs it. (The Brown Elephant has three outlets: this one in Lakeview, one in Andersonville, and one in Oak Park.)
  • 1513 W Foster Ave, Chicago, IL 60640, USA
    Adam and Skye Rust admit that they have a thing for taxidermy. And bones. And teeth. Adam has even made an animated sculpture where taxidermied mice circle and dance à la “Three Blind Mice.” They travel the globe to find the strangest and most visually impactful specimens to fill the motionless zoo and touch-friendly museum that is Woolly Mammoth Antiques & Oddities. Brussel Sprouts, the real two-headed calf (from Brussels); a ceremonial Odd Fellows skeleton; vintage medical tools; and old apothecary bottles all share space in this retail wonderarium. Not everything in Woolly Mammoth is a curiosity, but if it’s the unusual you’re seeking to buy, you’re bound to find it here.
  • 1579 N Milwaukee Ave, Chicago, IL 60622, USA
    A group of Chicago artists took over the Flatiron building in Wicker Park and turned the triangular building into an art gallery comprised of 2 floors worth of unique art studios. In this building artists can rent gallery space to work and display their art and they have artistic control over the room, the halls, the ceilings and even the floors. The entire building is now an artistic wonderland and even if you don’t buy any of the art pieces, it’s worth a walk through just to see the creativity on display here. The Flatiron building is open all day and there are always artists in their galleries working, selling and willing to talk to visitors. The first Friday of each month is the best time to visit because all the artists open their studios between 6-10pm and turn the neighborhood into a block party. Go support a local artist and have a glass of wine. It’s good for everybody.
  • 249 East Irving Park Road
    You’ve probably had the sauce, but did you know that there are three different places in Illinois where you can actually go and eat at a Sweet Baby Ray’s restaurant? With locations in Wood Dale, Elk Grove Village and Chicago, there’s no excuse. Falling under the label of ‘authentic urban Chicago style barbecue,’ Ray’s creative menu has a distinctive southern twang to it that everyone loves. Known for their ribs, chicken, pork, and awesome sandwiches, Ray’s also has a host of other craft choices. Spruce up your meal with one of the seven homemade sides, try the gumbo, or get your greens by adding a freshly made salad. And if you feel the need to take something home with you, there is a full selection of barbecue sauces that you can purchase for your very own culinary adventures back at the house.
  • 1840 W Hubbard St, Chicago, IL 60622, USA
    You know that saying “They don’t build them like they used to”? Well, anyone who’s ever bought a new home knows exactly what that means. Fortunately, Salvage One’s mission is to preserve, conserve, and recycle glorious architectural remnants from old homes and buildings before they get hauled to the wrecking yard. With 60,000 square feet of space in the Near West Side neighborhood, Salvage One is packed with items like stained glass, claw-foot tubs, and big wooden doors; small, intricate accessories like doorknobs and drawer pulls; and vintage furniture and lighting. The store makes furniture, rents pieces as props for films and theater, and hosts private and corporate events. It’s an eclectic mix of services—but that’s Salvage One for you.
  • 1400 S Lake Shore Dr, Chicago, IL 60605, USA
    Dinosaurs, pyramids, cave paintings, sharks—if you don’t like the Field Museum then you must never have been a kid. Home to an extensive assortment of magical displays highlighting all facets of natural history from around the world, the Field Museum is a great way to spend a day getting your culture fix. If you start to lose steam, just pop into the café for a meal to reenergize before continuing to explore the multitude of exhibits that await you. And while the museum is a showcase for natural history, it’s been at this spot since 1893, which makes it a part of history as well.