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, cozy 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 center. With stays ranging from budget-friendly to luxurious, Montepulciano delivers the perfect base for exploring Tuscany’s flavors 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 center 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.
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Tuscany
A small hotel and restaurant in a charming hilltown. Four rustic chic bedrooms with fabulous views, excellent gourmet restaurant, and lots to do in the surrounding area from wine tasting to local music festivals.
Montepulciano (Montepulciano)
A simple, rustic and stylishly renovated 18th century home. Totally eco friendly, they used limewash, beeswax and stone for construction, and the restaurant serves all vegetarian/vegan food. Elegant and eclectic rooms with chandeliers and incredible views of the Tuscan countryside.
Montepulciano (Tuscany)
After years of restoration current owners have returned this villa to its former glory. In 6 hectares of parkland it has rural views of the medieval town of Montepulciano. Exposed beams, terracotta floors and large windows feature in the rooms. There's a large pool & terrace. A rural idyll.
Tuscany
Authentic and relaxed boutique B&B in the southern Tuscan hills. Six restored rooms and suites are rustic chic in style, beautifully done with a marvellous blend of period features and modern amenities. Just a short drive from Montepulciano and Siena. A hideaway where time continues to stand still.
Montepulciano (Tuscany)
This 16th-century farmhouse oozes rustic Tuscan charm, in the rolling hills near Montepulciano. Think flagstone floors, terracotta tiles, and sun-dappled walls, with antique touches and four-poster beds adding a cozy feel. Lush gardens, a serene pool, and al fresco dining under wisteria await.
Tuscany
Delightful stone country house B&B surrounded by farmland with undulating views. Rustic chic rooms with four posted beds, some with private garden terraces. Lovely breakfast room and swimming pool. A refined and elegant spot for a wedding or a group holiday.
Montepulciano (Tuscany)
A stunning neo classical villa and outbuildings turned luxury resort set amongst the vines not far from Montepulciano. Rooms and suites are beautifully done in light neutrals, many with period features and all with the same attention to detail. Three pools, a spa and Italian restaurant. Sheer bliss!
