Montepulciano, set high in the Tuscan hills, blends world-class wine with timeless hilltop charm and panoramic views. The town offers boutique hotels in Renaissance palazzi, cosy B&Bs along cobbled streets, and elegant villas surrounded by vineyards. Families enjoy the space and warmth of traditional farmhouse retreats, while couples can slip away to romantic hideaways within the historic centre. With stays ranging from budget-friendly to luxurious, Montepulciano delivers the perfect base for exploring Tuscany’s flavours and landscapes.

Wandering up the steep main street is half the charm of visiting Montepulciano, with Renaissance palaces and churches guiding you toward the beautiful Piazza Grande—a perfect spot to pause and soak it all in. While the fortified walls keep the historic centre wonderfully intact, they also mean space is limited. Some of the most memorable stays are actually just outside town, in lovingly restored villas and farmhouses surrounded by olive groves and vines. Whether you choose a room within the ancient streets or a rustic retreat a short drive—or leisurely walk—away, Montepulciano pairs timeless beauty with a sense of serene escape.

The Best Places to Stay in Montepulciano

For Historic Montepulciano

• Locanda di San Francesco is a boutique hotel and gourmet restaurant perched near the top of the hill, offering sweeping views and instant access to the town’s cafes, bars, and eateries. With just four rooms, it feels intimate yet complete, featuring a library, a bar, gardens, and its own acclaimed Tuscan restaurant.

For a Luxury Resort

• Just 20 minutes from Montepulciano, Precise Tale Poggio alla Salla is a stunning neoclassical villa. Its historic outbuildings have been transformed into a luxury resort surrounded by Tuscan vineyards. Guests can choose from elegant rooms and suites and enjoy top-tier amenities including a spa, three pools, a kids’ club, and an authentic Italian restaurant.

For a Rural Retreat

• Fattoria San Martino is a rustic-chic 18th-century villa with only four rooms and apartments. Eco-renovated with limewash, stone, and natural finishes, it offers eclectic interiors, sweeping countryside views, and a vegetarian/ vegan restaurant with cooking classes.
• Podere Monti is a 16th-century farmhouse brimming with Tuscan soul—terracotta tiles, antique details, and dreamy four-poster beds. Wander fragrant gardens, lounge by the pool, or dine al fresco beneath wisteria. A picture-perfect escape in Montepulciano’s rolling hills.

For an Intimate Escape

• Villa Poggiano offers 14 rooms and suites rich in historic detail—painted ceilings, marble floors, fireplaces, tapestries. Guests enjoy cooking, wine, and art classes, plus a statue-lined pool.
• Just outside Montepulciano, Podere Dionara is a six-room stone farmhouse B&B with rustic charm—terracotta tiles, beams, wrought iron, whitewashed walls. Surrounded by fields, it features breathtaking views and a spectacular infinity pool for a peaceful yet accessible Tuscan escape.

For Couples

• Just north of Montepulciano, Follonico is a serene B&B with two rooms and four suites blending rustic charm and modern comfort. Highlights include an infinity pool with sweeping views, an honesty wine bar, and alfresco breakfasts—perfect for slow, timeless Tuscan escapes.

For an apartment or villa

• If you think a self-catering option would best suit your needs then browse through the wide variety available online with our partner, Booking.com.

Travel Information

• Florence Airport, Amerigo Vespucci, is 127 kms, or 79 miles from Montepulciano, about an hour and twenty minutes in the car. Pisa Airport may be useful to visitors too, about two hours drive away.
• If you plan to hire a car, which we would advise if you want to get out and explore further afield, we recommend you visit our online partner Rentalcars.
• The weather is at its best in the summer months, with the average daily temperature climbing to 30°C in July and August. However, this is peak tourist season and so if you want to avoid the crowds (and pay less for accommodation) then maybe April, June or September might be better. The weather's still in the low 20°Cs, perfect for sightseeing.

Still not sure?

• Expand your search to include all the best places to stay in Tuscany,
• Or explore the best agriturismo in Tuscany or the best castle hotels in Tuscany
• Consider some of Tuscany’s other historic towns such as Cortona, Arezzo, San Gimignano, Umbria, Gubbio or Assisi
• Alternatively, you could contact one of our friendly gurus for personalised advice.