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How to Be Stylish in Milan

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If you're going to walk around Milan, you may as well do it in style; after all, this is Italy's fashion capital, which means everyday is a catwalk for the very stylish. Day and night, you will see some of the most stop-in-your-tracks fashion in Milan, from the extraordinarily well-tailored to the extremely avant-garde. Make sure to put your most stylish foot forward, and experience Milan like you’re ready for your next photo shoot.
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Via Fatebenefratelli, 16, 20121 Milano MI, Italy
A. Caraceni is often described as the very best in Milan when it comes to tailors. At this shop, you'll only find high-quality suits, impeccable cuts, and polished styles. The Caraceni tailoring legacy goes back more than a century, when the...
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Via Ciovasso, 6, 20121 Milano MI, Italy
Third-generation artisan Giorgio Santamaria oversees a team of eight craftspeople who meticulously produce for his shop accessories from alligator, ostrich, and crocodile leather in a workshop tucked away down a narrow lane in the city center. The...
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Via della Spiga, 2, 20121 Milano MI, Italy
Milan is home to some of the finest designer boutiques in the world. The best ones (and the best-dressed locals) cluster around Via Montenapoleone and Via della Spiga. Many shoppers go straight to Spiga 2, Dolce & Gabbana’s 2-year-old incubator...
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Via Alessandro Manzoni, 31, 20121 Milano MI, Italy
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...
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Via Gian Giacomo Mora, 12, 20123 Milano MI, Italy
When properly curated, "vintage" takes on a whole new meaning in Milan. Cavalli e Nastri is the Italian answer to Anthropologie—set in Carrie Bradshaw's closet. The boutique stocks select, pristine vintage clothes and accessories on a small scale....
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Via Gerolamo Morone, 3, 20121 Milano MI, Italy
Dino Colla opened his legendary barbershop in 1904, and the tradition of the hot towel shave lives on at this Milanese institution. The current owner, Franco Bompieri, has been faithfully serving clients since 1960 and the faded photos of famous...
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Via Genova Thaon di Revel, 3, 20159 Milano MI, Italy
Have you a long and silky beard? Are you obsessed with your hair? You grew up with rockabilly and garage music? You cannot miss the opportunity to make a leap from Bullfrog. Get taken in by the friendliness of Romano, the owner, and treat yourself...
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Via Monte Napoleone, 8, 20121 Milano MI, Italy
Caffè Cova, Milan's old world pastry shop and original fashion caffe. Its pastries are perfect and more than delicious, but what takes the proverbial cake is the aperitivo and its presentation. Black tie serves cater drinks like Negroni sbagliati...
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Milan, Metropolitan City of Milan, Italy
Style and design filter into day-to-day life in Milan, but Women’s Fashion Week (September 19–25) is the height of the city’s creativity. The event, staged by fashion’s biggest labels, also spurs local restaurants and galleries to show off their...
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Via Sant'Andrea, 20121 Milano MI, Italy
The best tailors in Italy are from Napoli, and the best ateliers are in Milan, in particular in the beautiful Fashion Quadrilateral where every shop is more gorgeous than the next. Rubinacci is definitely a cut above the rest for its impeccable...
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Via Solferino, 20121 Milano MI, Italy
Spelta has a ballet flat for every day, every style and every outfit. These handmade shoes are made with beautiful craftsmanship.
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Corso di Porta Nuova, 1, 20121 Milano MI, Italy
Luxe, luxe, and more luxe. Palazzo Parigi is the latest luxury address in Milan. Think marbles, gilding, chandeliers—every visual and service opulence imaginable. Location is great; it is perfectly situated within walking distance of Brera.
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Via Giuseppe Meda, 4, 20136 Milano MI, Italy
The newly opened Carlo e Camilla in Segheria is Michelin star chef Carlo Cracco adventure in family style chic cuisine. Everyone eats together on a long table in a former woodworking factory illuminated by Venetian chandeliers. The is a delicious...
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Milan, Metropolitan City of Milan, Italy
This is a hidden gem, a well kept secret in Milan, Italy. No floods of tourists, only members can enter here. A closed, membership based gentlemen's society club, that was founded in 1783. However the Spinola Palace was built in 1597. Women...
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Galleria del Corso, 4, 20122 Milano MI, Italy
For the last decade, Peck was the only place in town to stock up on the best of the best Italian foodstuffs. Now there’s a new gourmet go-to: a sprawling emporium in the basement level of the Excelsior department store. Choose from thousands of...
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Corso Garibaldi, 71, 20121 Milano MI, Italy
Bicycle shop Rossignoli has been keeping Milan on two wheels for more than a century. Rossignoli is known for its fashionable cycles, which can be refurbished and reused. Likewise, they keep creativity in motion with new products and avant-garde...
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Piazza Duca d'Aosta, 9, 20124 Milano MI, Italy
The newly renovated historic Excelsior Hotel Gallia is a gorgeous step into a past era with its Art Deco influences, and then a kick into the 21st century with smart technology, gorgeous design, and contemporary Made-in-Italy furniture. If you...