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How To Plan The Best Solo Female Trip To Milan, Italy

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Based on post-pandemic tourism data compiled by Italy’s tourist board, planning vacations to the the beloved Mediterranean country has never been more popular. While cities like Rome and Venice will always remain bucket list destinations, what should you do if you’re a solo female traveler looking for an Italian city that’s less crowded, safe, and just as beguiling?

Consider Milan. Italy's second-largest city has long been dismissed as the country’s design and fashion capital, but in reality, there’s far more to Milan’s appeal than Salone del Mobile and Miuccia Prada. From historic attractions to fantastic food, the city is an underrated gem. Plus, getting around is a breeze thanks to inexpensive public transportation, including Milano Centrale—which has several hundred domestic trains departing daily so you can explore even more of Italy.

Here, a handy guide on how to plan a safe and unforgettable solo female trip to Milan.

Where to Stay

Anchored by three architectural masterpieces from Zaha Hadid Architects, Daniel Libeskind, and Arata Isozaki, CityLife is a mixed-use development that’s home to stylish shops, enticing restaurants, and as of 2022, one of Milan’s buzziest new hotels, Hotel NH Collection Milano CityLife. Spread across two structures including Chiesa del Cristo Re, a 1934 neoclassical-style church, the 185-key hotel offers a stay that’s removed enough from Milan’s city center to ensure peace and quiet, but close enough to access by foot.

The gleaming all-white structure’s original facade, arches, and soaring columns were carefully restored to nod to Chiesa del Cristo Re’s previous life. The design ethos flows indoors to the main lobby, where seven-meter-high bronze elements resembling organ pipes make the mundane act of checking in a grand one.

Religion, however, isn’t the only source of inspiration for Hotel NH Collection Milano CityLife. The city’s fashion legacy is woven into the property’s signature restaurant and lounge Tailors. Lovely for an aperitivo—which in true Italian style arrive with salty nibbles like Taralli and potato chips—a sophisticated dinner of housemade duck ragu paccheri drizzled with Vacche Rosse Parmigiano Reggiano bechamel, or the daily breakfast spread, Tailors celebrates craftsmanship in the kitchen. When the sun’s out, zip up to the roof, where one of only two hotel rooftop pools in Milan and chic al fresco bar await.

Though the guest rooms skew snug (as do many European hotels), they’re smartly laid out. On top of that: the low-slung beds are dreamy; the branded NH bathroom amenities incorporate sustainable packaging and formulas; and the ceiling-to-floor windows bathe the space in natural light for a more open feel. In the mood to splurge? Then reserve one of the hotel’s ten duplex suites. Cloaked in calming earth tones, they sport one-of-a-kind configurations and come with private terraces and hot tubs.

What to Do

If you’ve been to Milan before, and want to discover a lesser-known side of the city, book a unique insider experience with Federico Vaccari. For two hours, Vaccari will scoot you around in a beautiful restored vintage Fiat 500 and reveal spots travelers rarely get to see, like Via Abramo Lincoln’s candy-colored houses. Since the car can only carry two passengers, it’s especially well-suited for solo female travelers.

For first-timers: no visit would be complete without seeing the Duomo, Milan's most famous cathedral, and enjoying expansive city views from the rooftop. Teatro alla Scala and Santa Maria delle Grazie, home of Leonardo Da Vinci's famous Last Supper painting, are other cultural landmarks worth scoping out. For retail therapy, head to Milan’s legendary fashion district Milan's Quadrilatero and Via della Spiga. Reserved for pedestrians, this glamorous strip showcases Italy’s biggest fashion houses such as Prada and Moschino. (Bring your passport to enjoy tax-free shopping.)

Where to Eat

Despite being frequently overshadowed by Naples, Rome, and Bologna, Milan is a worthy dining destination in its own right. As of 2023, it’s home to 17 Michelin-starred restaurants like Rome, which run the gamut from Enrico Bartolini’s innovating tasting menus to IYO, where modern Japanese fare with European flourishes take center stage.

Bice remains a city stalwart for classic Tuscan fare (Ossobuco alla Milanese, Ribollita) and Federico Delrosso’s timeless design, while Peck has attracted discriminating palates since 1883 with an extensive (and immaculately presented) selection of gourmet meats, prepared foods, cheese, sweets, and wines. Ciacco turns out high-quality, small-batch gelato in classic and experimental flavors like the Robiola-infused “Almost Cheesecake.” For a quick bite to go, Panzo has you covered with made-to-order panzerotti, a traditional Puglian snack of fried dough stuffed with melty cheese and tomatoes.

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