Milan is the prime draw in Italy's most prosperous province. The Cathedral, La Scala opera house and Santa Maria delle Grazie, home of da Vinci's Last Supper, are just some of the sights. Equally fascinating is the belle poque splendor of 19th-century Galleria Vittorio Emanuele II. When not on one of its frequent strikes, Milan's Metro is an excellent way to explore. Renting a car opens up the region, with its towns full of Romanesque architecture and the peninsula of Sirmione and Gardesana coast.

A gorgeous spot that’s a convenient day trip from Milan, Lake Como recently earned fame as home to Hollywood star George Clooney. But celeb-spotting aside, it’s known for jaw-dropping natural beauty, elegant old villas—and the scenic towns surrounding the lake. Check out Varenna, Bellagio, and Menaggio, which offer great views, historic churches, and water-based activities such as ferries and passenger-only boats.

Lake Maggiore—one of the largest lakes in Italy—is known for its Alpine splendor, and the resort town of Stresa is a perfectly elegant place to admire its beauty. A quick trip from Milan, the town features opulent villas, pretty piazzas, and the storied Grand Hotel.

One in a constellation of elegant resort towns ringing Lake Garda (Italy’s largest lake), the southerly Desenzano Del Garda is celebrated for its Roman villa, castle, and archaeological museum. It’s just a quick trip from larger hubs like Brescia and Verona, too.

Best known for its incredibly edible contributions to world gastronomy (especially parmigiano cheese and Parma ham), Parma has also been revered by opera lovers (who flock to its Teatro Regio) since the days of Verdi, who was born in nearby Roncole. Parma’s many historic sights include the 11th-century cathedral and its baptistry. Begun in the 12th century, it's considered one of medieval Europe’s most important buildings for its straddling of the Romanesque and Gothic architecture periods.