48 Hours in Milan: Discovering the city’s hidden gems

Milan is full of iconic must-sees, but there are lesser-known spots just waiting to be discovered. Here’s what happened when Amanda Robinson spent 48 hours in search of the city’s hidden gems, on a 2018 trip…

San Bernardino alle Ossa, a church in Milan
San Bernardino alle Ossa, a small, ancient church tucked away down one of Milan’s alleyways. Photo © Leonid Andronov/Adobe Stock

Like all large metropolitan cities, Milan sets a busy pace. A centre for international business and at the cutting edge of haute couture and design, this city has purpose. Driving through Milan, you can see this all around you. This is a commercial hub, a mecca for fashionistas, with much sleek new investment and expansion, and yes, you can sense the vibrant atmosphere of the city as you move around it.

But what about the life that goes on alongside all this hustle and bustle? What is actually going on behind those elegant façades and wrought-iron gates? I was hoping to find out.

Tram in Milan
The tram is a great way to get around in Milan. Photo © Amanda Robinson

Parisian influences on Milan

I was in Milan for a weekend in the company of a hometown girl. Her shining enthusiasm for returning to her native city was certainly infectious, and under her guidance, I hoped to discover more than a visitor normally would about this northern capital.

As we sped along Milan’s gracious, wide avenues to our hotel, I couldn’t help but notice that they were lined with grey stone buildings that had the unmistakable look of 19th-century Paris. At the corners of some of these long terraces were pavement bistros and relaxed alfresco customers.

The many wrought-iron balconies and gates were delicate and attractive. Then, as I glanced upward, I saw rooftops and window boxes positively spilling over with green planting of every dimension. Testament to the idea that if there is one thing you should always do when you go to Milan, it is look up.

It’s an extraordinary sight wherever you go in this city – and, if you get the chance, do visit Bosco Verticale (Vertical Forest), two apartment blocks in the Porta Nuova planted with more than 900 trees.

Two towering apartment buildings with balconies bursting with leafy trees
The ‘vertical forest’ is Milan’s not-so-hidden gem, and a sight to behold. Photo © Elena Skalovskaia/Adobe Stock

Back to the French connection, and it transpires that my hunch was right: when Napoleon invaded Italy, it was his intention to set up a brand-new capital for his newly conquered kingdom, and that capital was to be Milan.

Napoleon the First was indeed crowned at Milan’s Duomo on May 26, 1805. History also tells us that his reign was short-lived, but he left his Gallic mark on the city’s roads and residences with a truly Parisian style.

Milan’s Carlton Baglioni Hotel

Our home for the weekend was the centrally situated Carlton Baglioni hotel, an impressive five-star, family-run hotel set back from the main road with its own drive. Elegant and welcoming, it offered all the traditional hospitality and quality you would expect, coupled with modern innovation and flair.

Sadly, this hotel has since closed, but travellers looking for a similar experience can stay at the elegant Casa Baglioni in the vibrant Brera district.

Overlooking Via della Spiga, Milan’s most famous shopping street, the Carlton Baglioni had its own discreet entrance at the rear that allowed easy access to a world of retail therapy and all that glorious window-shopping. The relaxing rooms and suites were tastefully furnished to suit their generous proportions with opulent detail and contemporary touches.

Hidden gems Milan : The stunning galleria
The beautiful Galleria Vittorio Emanuele II. Photo © Amanda Robinson

Downstairs was a wellness centre and spa, while the newly reopened Caffè Baglioni showcased its healthy eating menu, designed by young chef Marika Elefante.

In life, there is always balance, of course, and the hotel’s fine dining restaurant, Il Baretto al Baglioni, offered a more indulgent experience. Something of a Milanese institution, its food is unashamedly authentic fare. Dishes including risotto alla milanese and osso buco were served with a flourish in an oak-panelled ambience, with old-fashioned courtesy.

A popular table with non-resident diners as well, this is the place to be and be seen. And don’t forget the traditional Milanese aperitivo at 19.02 precisely. This is ‘Ferrari Time’, named for the sparkling wine made by Ferrari in Trento, which is served alongside a mouthwatering array of antipasti. It’s a rather chic Italian equivalent of afternoon tea.

Of course, you could spend your entire stay indulging your shopping impulse. A visit to Milan wouldn’t be complete without a stop-off at the Galleria Vittorio Emanuele II, the celebrated covered arcade, and one of the first in the world.

Its impressive mosaic floor makes you feel like you’re on a catwalk, even if you’re just there to window-shop all those incredible designers.

exterior of Duomo
The ‘skeleton ribcage’ exterior of Milan’s Duomo. Photo © Amanda Robinson

In search of hidden gems in Milan

Back in search of culture now, and to something unexpected on the way to the Duomo. Criss-crossing the tramlines and admiring the brightly-painted carriages as we walked, we came to the smallest of chapels, tucked away down a narrow path. It’s open to visitors, and we stepped into an extraordinary space.

The walls are lined with row upon row of skulls and bones, surrounded by ornate Baroque carving and decoration. This is San Bernardino alle Ossa, an ancient church once linked to the nearby Ospedale del Brolo, which is now long-gone.

Strangely moving, this chapel is a place of beauty despite its macabre décor. And, as always, look up to be rewarded with a breathtaking fresco on the domed ceiling, sending the souls of the departed to their eternal rest.

Much has been said about the Duomo around the corner from San Bernardino alle Ossa, of course. However, it is still worth stating that it is one of the tallest cathedrals in the world, and possibly the most impressive with its intricate details, Gothic vaulted skeleton ribcage exterior and spires that took 500 years to complete. Yes, the queues are long, but there is a fast-track option. In any case, it is worth the wait.

Bone walls and painted ceiling of the San Bernardino alle Ossa
The ‘Bone Church’ San Bernardino alle Ossa. Photo © Iliya Mitskavets/Adobe Stock

For another infusion of cultural splendour, the Pinacoteca di Brera is a mere five minutes’ walk from the Duomo. The main public gallery in Milan, Palazzo Brera, houses one of the world’s most significant collections of Italian art, with works by such luminaries as Caravaggio, Bramante, Piero della Francesca and Gentile Bellini.

Another place of pilgrimage for art lovers is the Santa Maria delle Grazie, home to Leonardo da Vinci’s The Last Supper, but just across the road on Corso Magento is another place you should go.

It’s behind more of those intriguing wrought-iron gates so often peered through with a moment or two of imaginative speculation based on a glimpse of the detail beyond. This time, the gates were opened and we were ushered into the shaded courtyard of Casa Degli Atellani, a 15th-century restored Milanese palazzo. Impressive enough in itself, with frescoes and mosaics, it unexpectedly reveals beautiful gardens to the rear.

green garden of Leonardo's Vineyard
Leonardo’s Vineyard: a hidden gem of greenery in Milan. Photo © Amanda Robinson

Within this green oasis lies La Vigna di Leonardo, Leonardo’s vineyard. Leonardo da Vinci moved to Milan in 1482 and, in 1495, Ludovico Sforza commissioned him to paint The Last Supper in the refectory of Santa Maria delle Grazie. Four years later, in 1499, Sforza rewarded him with the vineyard across the road, a gift said to encourage Leonardo to remain in the city.

After 500 years, the vines have been replanted. They are now flourishing in this tranquil open space. It’s open to the public, along with the museum in the main house, and it is worth booking a guide to show you around.

Make sure you keep an eye out for the tortoises roaming in the undergrowth. That said, I’m not sure how happy they were with visitors invading their space, and they can move pretty smartly when they want to!

There are other secret gardens we didn’t get to see this time, like Villa Invernizzi with its flamingos, and Villa Necchi Campiglio, which should definitely be on your radar if you have time.

Prada foundation Milan
The golden tower of Milan’s Prada Foundation. Photo © Amanda Robinson

Milan’s unmissable Prada Foundation

From the venerable and classic to the ultra-modern, hyper-chic world of the Prada Foundation, our last stop on this tour.

Slightly out of town, on the site of an old distillery, the Fondazione Prada building rises from an average suburban setting. Its focal point, the impressive golden tower, stands proudly amidst the urban and industrial construction surrounding it.

Gilded with 24-carat gold, the Haunted House is just one of the permanent exhibition spaces at this cool and dynamic complex dedicated to contemporary art and culture. There’s also a cinema and a retro bar, Bar Luce, decked out in fine ’50s and ’60s style by film director Wes Anderson.

small retro jukebox
The jukebox at the Prada Foundation’s cafe. Photo © Amanda Robinson

International artists who have exhibited here include Anish Kapoor and Louise Bourgeois. In 2016, the Foundation also opened Osservatorio, a gallery dedicated to photography in the Galleria Vittorio Emanuele II. One ticket is valid for both venues if you visit within seven days.

Yes, we experienced the city’s pace (and a 40-degree heatwave while we were there), but there is much more to explore than the usual tourist destinations.

Of course, you shouldn’t miss out on the Duomo, La Scala et al. However, it’s worth taking time to explore some of the more unexpected sights and cultural surprises that Milan has to offer. You’ll find them. I’m definitely going back for more.

For more of Amanda’s travels in Italy, read about her weekend spent by Florence’s Arno River

Words by Amanda Robinson