Best time to go: Spring or Autumn are fantastic times to visit Milan but I must say that the winter and the summer are not bad either! Basically you can visit Milan whenever as it is nice all year long.
Where to stay: if you prefer a cheaper option I would recommend to get an apartment, as hotels can be quite pricy. However, my suggested hotels are:
Hotel Indigo Milan - Corso Monforte
Grand Hotel et de Milan
Day 1: Arrival
For your first night after arrival I have a few options for you to have an incredible first taste of Milan:
Al Cortile – a bit outside of the city centre but with a wonderful garden terrace, very nice for a summer night.
Giacomo Bistrot – a very cosy restaurant close to Porta Monforte.
The Fisher – very cool atmosphere at this sophisticated fish restaurant.
La Briciola – traditional Milanese food on a fantastic location.
Day 2: City Centre
Start your morning visiting Via Montenapoleone and surroundings, Europe's most expensive street. The street is famous for luxury shopping but even if you are not planning to buy anything, it's a very nice street to walk and admire the beautiful buildings and small patios around.
You can have lunch at "Gino Sorbillo”, very simple pizzas with not many options to choose from but an extremely authentic and amazing taste! There is usually a long queue so be prepared to wait!
After lunch go and visit the Duomo. I would definitely recommend you to buy the ticket online and visit the inside and in particular to visit the rooftop, which is absolutely beautiful!
Visit Galleria Vittorio Emanuele II, Italy's oldest active shopping mall and a major landmark of Milan. Afterwards, head to Piazza Mercanti, located between Piazza del Duomo, which marks the centre of the modern city of Milan, and Piazza Cordusio. It used to be the heart of the city in the Middle Ages.
Before dinner you should have an aperitivo at "N'Ombra de Vin" in Brera, a very nice neighbourhood.
Suggested dinner at "Il Salumaio di Montenapoleone". It was simply fantastic! The food was incredible and the location is beautiful in a breathtaking small patio.
Day 3: Castello
Start visiting Sforzesco Castle, built in the 15th century by Francesco Sforza, Duke of Milan, on the remnants of a 14th-century fortification.
After visiting the castle, just continue walking towards Sempione Park for a nice walk.
Then visit Santa Maria delle Grazie, the church contains the mural of The Last Supper by Leonardo da Vinci.
Suggested lunch at "Salsamenteria di Parma”, a very small and cute place with an amazing charcuterie and pasta menu.
If you have more days…. I would recommend you to visit Lake Como.
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