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.
Tripplo's verdict, based on guest reviews
Tripplo’s analysis · Updated 10 October 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.
Guests score it 9.7 out of 10 — the average across the 16 hotels we list in Tuscany is 9.3.
What Guests Loved
- 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.
Things to Consider
- Because the hotel has only 12 rooms, popular travel dates such as harvest season or summer weekends can book up well in advance, so early reservations are advisable.
- Set on a hilltop outside Montepulciano, reaching the hotel and nearby towns like Siena or Florence is easiest with a rental car, as public transport options are limited.
Prices at Lupaia
When we last checked (13 October 2026), a 2-night stay for two adults cost from €2,296 in total (€1,148 per night).
Across our last 14 daily price checks, the nightly rate has ranged from €1,137 to €1,792.
Prices sampled daily by Tripplo for a two-adult stay about a month ahead, in EUR. Your dates may differ — use the price check to see live availability.
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 and fitness center.
Weather & sea temperature — Tuscany
Right now: 17°
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Località Lupaia 74