1. Brera
Best for: walks, culture and artsy vibes
Artsy, elegant and oh-so picturesque with its cobbled pavements and tiny alleyways, Brera is Milan’s most boho-chic neighbourhood. For centuries, it was home to intellectuals, painters, writers and philosophers – the Pinacoteca di Brera still stands today, and art galleries and designer workshops dot its pedestrian-only streets. Besides the Pinacoteca, the compact district is home to the Botanical Garden, the Academy of Fine Arts and some of Milan’s most beloved churches, including San Marco
Make sure to check out Pettinaroli for beautiful printed paper notebooks, high-end clothing store Massimo Alba and vintage furniture shop Robertaebasta. To eat, try pizza at Dry, Rovello 18 for Milanese classics, Associazione Salumi & Vini Naturali for natural wine and Bar Jamaica, one of Milan’s most iconic bars, first opened in 1911.
Stay here: Hip and laidback Urban Hive, fancy Palazzo Parigi Hotel & Grand Spa.