Top things to do

Top Choice Modern Italian in Montepulciano

La Dogana

Chef and cookbook writer Sunshine Manitto presides over the kitchen of this super-chic enoteca overlooking the Palazzo Vecchio Winery. Windows frame vistas of vines and cypress trees, but the best seats in the house…
Top Choice Art Gallery in Montepulciano

Museo Civico & Pinacoteca Crociani

It was a curatorial dream come true: in 2011 a painting in the collection of this modest art gallery was attributed to Caravaggio. The work, Portrait of a Man, is thought to portray Cardinal Scipione Borghese, the a…
Top Choice Ristorante in Montepulciano

La Grotta

The dishes here may be traditional, but their flavour and presentation is refined – artfully arranged Parmesan shavings and sprigs of herbs crown delicate towers of pasta, vegetables and meat. The service is exempla…
Top Choice Wine Bar in Montepulciano

E Lucevan Le Stelle

The decked terrace of this ultra-friendly osteria is the top spot in Montepulciano to watch the sun go down. Inside, squishy sofas, modern art and jazz on the sound system give the place a chilled-out vibe. Its food…
Top Choice Cafe in Montepulciano

Caffè Poliziano

Established as a cafe in 1868, Poliziano was lovingly restored to its original form 20 years ago and is the town's favourite cafe. A sit-down coffee is expensive, but is worth the outlay – especially if you score on…
Street in Montepulciano

Il Corso

Montepulciano's main street – called in stages Via di Gracciano, Via di Voltaia, Via dell'Opio and Via Poliziano – climbs up the eastern ridge of the town from Porta al Prato and loops to meet Via di Collazzi on the…
Palace in Montepulciano

Palazzo Ricci

Built for Cardinal Giovanni Maria Ricci in the 16th century, this handsome palazzo has a rear loggia with a stunning view of the countryside. Home to many generations of the Ricci family over the centuries, it's now…
Piazza in Montepulciano

Piazza Grande

Elegant Piazza Grande is the town's highest point and main meeting place. If you think it looks familiar, it might be because it featured in New Moon, the second movie in the Twilight series based on Stephanie Meyer…
Church in Montepulciano

Chiesa di San Biago

Designed by Antonio da Sangallo (Sangallo il Vecchio) and constructed in the late-16th century, this splendid Renaissance church in the valley below the upper town has a distinctive central dome and pyramid-topped b…
Tuscan in Montepulciano

Osteria Acquacheta

Hugely popular with locals and tourists alike, this bustling osteria specialises in bistecca alla fiorentina (chargrilled T-bone steak), which comes to the table in huge, lightly seared and exceptionally flavoursome…