In short: Tripplo’s analysis covers a sample of 41 guest reviews of Lupaia. Guests in the sample highlight Food & restaurants, Location and Service & staff. The most common complaints: Noisy children at the pool and in the dining room bothered some guests. Children can make the pool loud at times.
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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 20 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 17 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.
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Prices at Lupaia
When we last checked (20 October 2026), a 2-night stay for two adults cost from €2,780 in total (€1,390 per night).
Across our last 21 daily price checks, the nightly rate has ranged from €906 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.
What guests actually say
Tripplo’s analysis uses a sample of 41 guest reviews. Texts may be shortened. Mentions are counted after automated classification and describe the sample, rather than every guest’s experience.
The sample follows how Booking.com and Google sort reviews, which puts satisfied guests first, so criticism is under-represented. Read the drawbacks below and the latest reviews on Booking.com before you book.
Food & restaurants
- +Refined dinners in the restaurant, paired with a well-chosen wine list
- +A delicious breakfast with plenty of choice
- +The kitchen happily adapts to dietary needs such as pescetarian or gluten-free
- +A cosy dining room with an open kitchen, so many guests end up eating in most nights
- –Dinner is a set tasting menu, and some would like an à la carte option too
- –The full evening menu can feel like a lot of food
”All of the meals were extraordinary. They accommodated our pescetarian diet without batting an eyelash.” — guest, translated
Service & staff
- +Warm, friendly and attentive staff who are never intrusive
- +Great attention to detail throughout the stay
- +A helpful, considerate reception team
- +Cooking classes and wine tastings led by passionate hosts
- –Breakfast service can be slow
- –Popular activities can be fully booked even when you reserve well ahead
”All of the staff was very welcoming and attentive without being overbearing.” — guest, translated
Pools, beach & aquapark
- +A lovely pool area surrounded by gardens and countryside views
- –Children can make the pool loud at times
- –The pool water was too cold for swimming in spring
”Beautiful gardens, amazing pool area, incredible views on hilltop property.” — guest, translated
The rooms
- +Charming, beautifully decorated rooms, some with spectacular views
- +Very comfortable beds
- +Spacious, cosy rooms with everything you need
- +Small gifts left in the room each day
- –Not every room has its own terrace
- –One guest felt the mattress could be better
- –Rooms can feel dark and cool when the weather is cold
”You receive little gifts each day in your room that are unique to the hotel.” — guest, translated
Condition & cleanliness
- +Meticulous housekeeping
- +Clean rooms and very well-kept grounds
”The room was absolutely stunning, clean and comfortable. The grounds are very well maintained.” — guest, translated
Location
- +Breathtaking views over the southern Tuscan countryside
- +A secluded, peaceful hilltop estate with beautiful gardens that feels like a small village
- +Close to Montepulciano, Pienza and Cortona, with smaller villages to explore
- –The last stretch is a long, narrow and bumpy gravel road
”It is close to many wonderful towns - Montepulciano, Pienza and Cortona, but also smaller villages that are fun to spontaneously explore.” — guest, translated
Noise levels
- +A quiet location and quiet rooms
- +A peaceful place to get away from it all
- –Noisy children at the pool and in the dining room bothered some guests
”Heavenly location. Quiet and beautiful. Perfect place to get away from it all.” — guest, translated
Value for money are mentioned too rarely in the sample for an honest picture — we don't guess.
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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: 16°
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2 nights
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Località Lupaia 74