When travelers plan a vacation in Tuscany, they’re not likely to find many expansive resorts. Traditionally, tourist accommodations in one of the most visited areas of Italy are predominately city hotels, villas, apartments, monasteries and agritourismo.

Thus, Toscana Resort Castelfalfi, ensconced in the medieval village of Montaione, is a real game-changer.

View of the borgo (new town) of Castelfalfi walking from the hotels

Strolling the borgo (village) of Castelfalfi

View from Toscana Resort Castelfalfi

View from Toscana Resort Castelfalfi

This unique-for-Tuscany luxury resort offers all the creature comforts of a fine hotel (think room size and contemporary décor akin to a Rosewood or Four Seasons property), coupled with countless opportunities to relax and soak in the outdoors with recreational activities like golf, swimming, hunting, horseback riding and more. The resort grounds include a 7000-foot health and wellness center, two excellent restaurants (one formal and the other informal), and bars and shops within walking distance. 

Chianina Beef Tartare at the Castle (La Rocca di Castelfalfi)

Chianina beef tartare at the Castle (La Rocca di Castelfalfi)

Foie gras stuffed gnocchi

Foie gras stuffed gnocchi

A town oozing history and charm

The relatively new resort sits on a hilltop about an hour southwest of Florence. The property’s 360-degree panoramic views of vineyards, olive groves, cypress trees, wildflowers and lakes are a visual feast. Old farmhouses and stone buildings on the property have been gutted, preserving their structure while totally renovating their interiors. Looking in from the outside, visitors will feel like they have stepped back in time.

Castelfalfi is an 800-year-old borgo (village) that had turned into a virtual ghost town when the nearby Vespa plant closed. Tui AG purchased the village – which included an ancient castle, a deserted small church and a series of stone houses – with the ambitious and costly goal of transforming it to a one-of-a-kind luxury resort destination.

Portrait of Castelfalfi as it once was—hanging in the hotel lobby

Portrait of Castelfalfi as it once was – hanging in the hotel lobby

Five-star or four-star? It’s up to you…

Guests can choose to stay either at the four-star Hotel La Tabaccaia, a 31-room boutique hotel housed in a building once used to dry tobacco for Tuscan cigars, or at the new Hotel Il Castelfalfi, a 120-room five-story hotel that just opened this month. The beautifully furnished, fully-equipped rental villas that dot the property (with private pools) are another option for families or larger groups.

Intimate hotel bar at La Tabaccaia

Intimate hotel bar at La Tabaccaia

What’s appealing to the over-50 luxury traveler?

  • All the Tuscan charm you could ask for, including great food and wines (dining in the castle is a truly memorable).
  • Recently built, the hotel is handicapped accessible.
  • The resort is removed from the hoards of tourists the swell the large cities in Tuscany, especially during summer.
  • Enjoy golf? The 27-hole golf course on the property is the largest in Italy.
  • This is the only hotel I’ve stayed at in Italy that can boast having window screens!

Take note

  • The restaurants are walking distance from the hotel buildings, and some of the terrain can be a bit hilly.
  • Because the area is remote, it is essential to have a car to get there or get anywhere else unless you have arranged transportation beforehand.


Be sure to get the whole scoop on Irene’s visit to Toscana Resort Castelfalfi on More Time to Travel!

La Tabaccaia: Rustic charm coupled with contemporary comforts  

*Lead photo and Pinterest photo: Toscana Resort Castelfalfi. All other photos: Jerome Levine


The author’s stay was sponsored by the resort. 

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