45 Photos that Will Make You Want to Visit Castiglion Fiorentino

Who would have thought a tiny Tuscan town we had never heard about before named Castiglion Fiorentino, could offer so much to do and see?

Well, nothing short of awesome, #CastiglioniLive blog tour gave us a completely new idea of what’s to live in a quiet valley far from the most touristy attractions of the region. And that’s how we got to spend a few days in Castiglion Fiorentino among Middle Ages Festivals, abandon fortified castles, exclusive flights defying T-storms, vineyard-taken hills, exquisite historical buildings turned into chilled and comfortable hotels and villas, delicious Italian cuisine and the warmest people ever.

Cliché but so true, a picture worths a thousand words. So, if you are curious about how Castiglion Fiorentino and Val di Chiana look like, scroll down for our 45 most cherished pictures of this trip.

Be aware, though, that if you happen to fall for this place there will only be a way out Visit Castiglion Fiorentino!

DAY 0 

After checking in, we could enjoy a beautiful sunset from Castiglion Fiorentino walls. Val di Chiana looked stunning during the Golden hour!

DAY 1 

Flight over Val di Chiana, Serristori Aero Club

DAY 2

Hiking in the surroundings of Casale di Brolio and around the hills of Brolio, Val di Chiana

Castle of Montecchio, Val di Chiana

Villa Schiatti, Val di Chiana

DAY 3

Exploring the vineyards of Casale di Val di Chio and Agriturismo Le Capanne in Val di Chio.

Middle Ages Festival in Castiglion Fiorentino (Festival Medieval)

DAY 4

Visit to Castiglion Fiorentino Etruscan Museum and main highlights.

When to visit Castiglion Fiorentino

Never too cold nor too hot, Val di Chiana enjoys great weather all year round.

How to get to Castiglion Fiorentino

Truth is Castiglion Fiorentino could be closer to an international airport than it is. Anyway, the best way would be to fly to Florence or, if you want to take advantage of Ryanair and other European low-costs, you can also flight to Bologna or Rome Ciampino. Either way, once you arrive, get yourself into a train towards Arezzo or, even better, one heading directly to Castiglion Fiorentino if possible. Purchased in advance, fast train tickets (Freccia) can get as low as 9€.

Where to stay in Castiglion Fiorentino

Bed and Breakfast San Michele offers double rooms with complimentary breakfast from 60€. It doesn’t get more exclusive than a centrally located charming hotel with just two completely refurbished en-suite rooms in a historical building inside the town walls. Did I say recent archaeological discoveries point to an Etruscan origin for Castiglion Fiorentino?

Disclaimer: Although Castiglion Fiorentino A.O.T.C. Association kindly invited us to discover their region, all opinions, and pictures shown here are our own.