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Five Days in Milan

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Standing on the cathedral roof beside a statue, with the flying buttresses alongside
Photograph by Alisa58, Wikimedia Commons, CC BY-SA 4.0

Five days is Milan properly plus two days out of it, which is the right way to use this city: more of Italy is within an hour of here than of anywhere else in the country.

The plan

  • Days 1–3 — As above.
  • Day 4 — ⭐ Como — About forty minutes, and ⭐ the train from Cadorna arrives at Como Nord Lago, which is on the waterfront rather than a walk from it. Take the funicular up to Brunate for the view back down the lake, and a boat to Bellagio if the day is long.
  • Day 4, the alternative — Bergamo — About fifty minutes, then a funicular up to the Città Alta, a walled Venetian hill town that most people only ever see the airport of.
  • Day 5, morning — The things Milan hides: San Bernardino alle Ossa, five minutes from the Duomo and lined with bones; the Ambrosiana; or the science museum with the hall of machines built from Leonardo’s drawings.
  • Day 5, afternoon — Whatever you cut short. It is usually the Navigli, or the roof.
The Cortile Ducale inside the castle, brick arcades around a planted courtyard
Photograph by Andrzej Otrębski, Wikimedia Commons, CC BY-SA 3.0

⚠️ Pavia and its Certosa is the fourth option and is half an hour out — the monastery is a few kilometres beyond the town, so check the bus before you go rather than at the station.

The lake in Parco Sempione with bare spring trees reflected in it
Photograph by Pe-Jo, Wikimedia Commons, CC BY-SA 3.0

What this plan is built around

Not a list of sights, but the constraints. ⛔ The Last Supper slot is fixed and unmovable — if you have one, the day it falls on is decided and everything else arranges itself around it. ⚠️ Nearly every museum here closes on Monday, including the Castello, the Pinacoteca and the Monumentale, so a Monday goes to churches, streets and canals. ⚠️ Do not put the Duomo terraces and the Last Supper on the same day: they are at opposite ends of the centre, both timed, and a fifteen-minute slot you cannot be late for does not sit well after a queue on a marble roof. And ⚠️ August empties the city around Ferragosto, while April fills every hotel in Lombardy for the Salone.

The painted ceiling above the ossuary, a rococo fresco of figures in cloud
Photograph by G.dallorto, Wikimedia Commons, CC BY-SA 2.5 it

Booking the practical bits

Five days means you will leave the city at least once, and the days that need arranging are still the first and the last. ⚠️ Data matters more here than on a short trip, because the lake and Pavia timetables are the kind you end up checking on a platform.

Other lengths

Checked on 7 September 2026. Booking windows, admissions and closing days change — confirm before you travel. All sixteen sights, one page each, in Landmarks & Sights.