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Tuscany, Italy

Lupaia

5-Star Hotel
On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome. The hotel is made up of 12 charming and unique guest rooms, each of which have beautiful hand painted walls, original wooden beams, antique furnishings and paintings and restored fireplaces. All enjoy independent access and have private terraces or gardens as well as extraordinary views of the surrounding Tuscan landscape with its hills and medieval villages. These breathtaking views can also be appreciated from the hotel’s outdoor swimming pool which is set into the hillside. Original Tuscan recipes and exquisite wines from the surrounding Vino Nobile di Montepulciano vineyards will be served in the restaurant or on the patio during the summer months. The restaurant also uses olive oil produced by its own olive groves. The hotel can arrange for you to attend cooking classes or cheese tasting events and pride themselves on their hospitality and personal service. Close to important tourist destinations such as Florence, Siena and Arezzo yet immersed in the most tranquil of surroundings, Lupaia is the perfect place from which to discover the beauty of Tuscany.
5-Star Hotel
Tuscany, Italy
45 km to the centre of Tuscany
Outdoor swimming pool
Free parking
Restaurant
Free Wifi
Non-smoking rooms
Fitness center

Tripplo's verdict, based on guest reviews

By Axel Hernborg · Updated 5 September 2026 · How we review hotels

Lupaia is designed for travellers who value privacy over scale, with just 12 rooms across a restored farmhouse retaining its period details. Each room has its own private terrace or garden, and the hillside pool takes in panoramic Tuscan views; the restaurant uses olive oil produced on the estate itself. The small room count that creates this intimacy also limits availability, particularly at busy times, and there is only one restaurant on-site, so variety is minimal. The hilltop location is rural and requires a car for any trips beyond the property.

Lupaia occupies a quiet hilltop above Montepulciano, where a restored stone farmhouse has been transformed into a small retreat of 12 individually decorated rooms. It suits travelers drawn to Tuscan countryside life, wine culture and slow-paced exploration of nearby Siena, Florence and Arezzo, rather than those seeking a large hotel with extensive facilities.

Guests score it 9.7 out of 10 — the average across the 16 hotels we list in Tuscany is 9.3.

  • The outdoor pool is carved into the hillside, offering uninterrupted views over Montepulciano's hills and medieval villages, making it a quiet spot to relax while taking in the landscape.
  • With just 12 guest rooms, the property maintains an intimate atmosphere and allows staff to focus on personalized service rather than managing a larger volume of guests.

Frequently asked questions

How far is Lupaia from the centre of Tuscany?

Lupaia is 45 km from the centre of Tuscany.

How do guests rate Lupaia?

On Booking.com it scores 9.7/10 from 96 guest reviews.

How many stars does Lupaia have?

Lupaia is a 5-star hotel.

What amenities does Lupaia offer?

Lupaia offers Outdoor swimming pool, Free parking, Restaurant, Free Wifi, Non-smoking rooms, Fitness center.

Weather & sea temperature — Tuscany

Right now: 22°

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Località Lupaia 74