Location: Florence & Tuscany | Italy

Price guide: £££££ £100-£200 per person per night

With foundations more than a thousand years old, Lupaia is a lavishly converted stone farmhouse in the heart of Chianti, exuding layer upon layer of traditional Italian charm. Once a medieval borgo, the original rafters, tiles and bricks have all been lovingly dressed up in silks, handpainted trimmings and rustic touches to keep you, from start to finish, in total Tuscan bliss.
Perfect forWine lovers will be in heaven, placed so close to some of the best vineyards, while hedonists and honeymooners will love the indulgent days of good food, beautiful views and peaceful afternoons by the pool.
In the knowLupaia is available for exclusive use - ideal for celebrating a special occasion. To see more of our favourite exclusive-use hotels for celebrations, click here.

Recommended for...

  • Setting & Views
  • Off the Beaten Track
  • Seriously special
  • Private Groups

Hotel Overview

Sense of place

Both remote and accessible, Lupaia is only 4 kilometres north of beautiful Montepulciano, yet is cocooned by the rolling green valleys and cypress trees of Tuscany’s most classic landscapes.

Rooms at Lupaia

Exposed ceiling beams painted soft greys, a jumble of unique headboards, stencilled chartreuse walls and wardrobes and heirloom mirrors - the 11 rooms and suites at Lupaia are unendingly boutique and romantic. Spread out amongst five ancient, ivy-covered farmhouses, each offers a lot of privacy and space, as well as its own terrace or garden.

For those who like a bit of swaddling, book the Deluxe Bassa for its intimate and cubbyhole-like atmosphere, created by the low and chunky ceiling beams. The room has a gorgeous green and yellow mosaic bathroom, views that look out towards Montefollonico and an elegant chaise longue capped by green and blue silk cushions.

Food & Drink

Welcoming visitors in with delicious smells of freshly brewed coffee, homemade fruit tarts and cakes, and a fine selection of cheeses and meats, the open-kitchen restaurant is a lovely place to have your meals. Breakfast is served in the kitchen, decorated with red and white chequered tiles and large copper saucepans and pots, while lunch and dinner are served on the patio. Though the menu changes every day, you can expect delicious traditional Tuscan dishes and classic Italian favourites made with ingredients from the organic gardens and nearby local markets.


Surrounded by white umbrellas and sunloungers, the hotel has an infinity pool from which water cascades into the hydromassage tub. Positioned on the western side of the hotel, the pool gets plenty of warm light in the evenings, making the views of the fields and Montefollonico stunning from the edge at sunset.

Activities at Lupaia

At Lupaia, enjoy a cooking class, a picnic in a secluded part of their gardens or a romantic sunset Negroni experience. Venture into nearby Montepulciano and explore its ancient squares and narrow streets, making sure to treat yourself to a glass of the famous red vino nobile. Sample the local vino on a wine tour at one of the many local wineries, or borrow a mountain bike and pedal along the quiet country tracks. We also recommend visiting the nearby Podere Il Casale farm for a farm tour, some truffle hunting and a cheese-making demonstration.

Best time to go

Best time to travel

Good time to travel (but some limitations)

Travel is possible (but it’s not the best time)

Travel is not recommended

  • Jan
  • Feb
  • Mar
  • Apr
  • May
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  • Nov
  • Dec
Best time to go

Hotel location

Lupaia is only 20 minutes from the A1 autostrada, which links Florence and Rome, and 70km from San Francesco d'Assisi airport in Perugia.

Stay at Lupaia on these trips

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