Top Montepulciano activities
Explore by category
Beyond Montepulciano
Tours in nearby places
Explore Tuscany tours
Tours in similar places
Montepulciano trip ideas
Montepulciano is the highest of Tuscany’s postcard-perfect medieval hill towns, offering bird’s-eye vistas over the surrounding Val d’Orcia and Val di Chiana. Wine lovers travel here to sample Vino Nobile produced in the area’s world-class cellars and winery tours and tastings top the to-do list. Montepulciano’s intact medieval old town is also a star attraction, peppered with highlights like the historic town hall, a terracotta altar by Andrea della Robbia in the Church of Santa Maria delle Grazie, and the Madonna di San Biagio sanctuary just outside of town.
If you drive to Montepulciano, you’ll have to leave your car in paid parking lots around the town, as only residents are allowed to drive within the walls. If you want to arrive by train from a major city, take a fast train to Chiusi and then a bus to the town. Once there, use the pedestrian shortcuts (an elevator and stairs) to the historic center, and then explore the hilly streets on foot.
In the off-peak months of November through March, most Montepulciano restaurants and tourist amenities are closed. Around Easter they reopen, and the village stays lively with visitors through the end of summer. If you want to avoid the throngs of day-trippers and stifling heat, consider the shoulder months of May, June, and September.
At the end of August, the annual Bravio delle Botti—a historic barrel racing event—is held in Montepulciano. Crowds gather to watch burly local men compete by rolling huge wooden wine barrels up the steep old town streets. The race takes place amid other colorful events including medieval costume parades, flag waving, and decorated streets.
Attractions 1 | Tours 69 | Reviews 846 |
The Tuscan hill town of Montepulciano is best known for wine and stunning architecture. Vino lovers will surely recognize the town’s name from bottles of rich reds, while history buffs will be aware of its haul of medieval structures, including mighty city walls and sweeping squares lined with historic palazzi.
...MoreYes, Montepulciano is worth visiting as part of a trip through Tuscany. The town is less than an hour away from Siena or Perugia. Many day trips from further-away spots like Florence or Lucca also include Montepulciano on their itineraries; it’s a “must-visit” spot for wine, views, and sights.
...MoreHead to Piazza Grande and wander the small streets nearby until you stumble on a belvedere (lookout point). Or, if you’d like a less obstructed view, consider driving to the church of San Biagio, a mere five minutes from the city center.
...MoreAn overnight stay will give you plenty of time. Spend the day wandering the storied streets, soaking up tower-top views from the Palazzo Comunale, and indulging in a glass of Vino Nobile di Montepulciano. After dinner, when the day-trippers have left, you can soak up the town’s beauty without crowds.
...MoreYes, but the station is roughly 5 miles (8 kilometers) from the main town, and it sits on a local line. Visitors from Florence or Rome may be better off taking an express train to Chiusi, then hopping on one of the frequent buses that run from there to Montepulciano.
...MoreMontepulciano is in Tuscany, which sits roughly in the middle of the country, just above the knee of Italy’s boot. The closest big cities are Siena and Perugia, although it’s also reasonably close to other Tuscan big names like San Gimignano, Livorno, and Arezzo.
...More