What to see in Tuscany
Dear Gemma,
First of all congratulations on your upcoming wedding
The area between Florence and Siena is called
Chianti and is one of the most beautiful and renowned areas in Tuscany and maybe in Italy.
It's famous for the unique countryside that in November will be colored by yellow and red tones, good wine and fabulous food.
It could be the perfect landscape for your pictures
Just a quick note before starting: Spoleto is a very beautiful place, but it's located in Umbria, the region to the south of Tuscany.
I personally think that it's really worth driving through the countryside from Florence to Siena. You have three different ways to get to Siena:
- the Superstrada,a toll-free highway to Siena, that of course is the fastest way (about 50 minutes driving directly)
- the Chiantigiana, SR222 a state highway, that passes through many beautiful and typical villages of the Chianti region
- the Cassia, SR2 the old Roman highway,that passes through other many beautiful and typical villages of Chianti
Both Cassia and Chiantigiana take you to
Greve in Chianti, which can be considered as the gate into Chianti.
It's a small village famous for its particularly shaped piazza (square). It could be nice having lunch there. In the main square there are some nice and good osteria (typical wine-restaurant) and restaurants. After lunch you can then drive to
Panzano in Chianti, where you can have a look at the old village on the hill. In Panzano you should visit the famous Italian butcher shop by Dario Cecchini, who cuts the Florentine steak while citing Dante Alighieri's Divine Commedy.
Then you can proceed to
Castellina in Chianti, another adorable place, where you can have a unique view over the countryside. You may consider spending a couple of nights in Castellina in Chianti or in its surroundings. In fact, Castellina is centrally located and you can easily reach all the main attractions from there with your car.
In Castellina I can recommend a couple of places where to stay, such as
Romitorio di Serelle or
Il Cellese, that are both farmhouses offering holiday apartments.
Going on in our mini tour I suggest you visit
Monteriggioni. It's a small medieval village surrounded by its original wall. Very impressive. A funny note about Monteriggioni is that the cats that live there don't have the tails

You can also stop at
San Gimignano, a medieval town completely restored where you can feel the ancient taste of Tuscany.
Then you can drive to Siena and maybe spend a night there.
Siena is gorgeous with its Piazza del Campo and all its contrade (districts). Don't forget to taste the Panforte or the Ricciarelli, typical sweet products of Siena!
If you still feel you want to go to Spoleto you can drive through
Monteroni D'Arbia and then
San Quirico D'Orcia, still typical Tuscan villages with beautiful surroundings. I also suggest you find the time to stop at
Montalcino, a must if you like wine. You can even think to take a wine tasting tour over there and experience real Italian wine.
Then you can continue on to
Montepulciano and
Chiusi, which is famous for its Etruscan roots and visit the Archeological Museum and the archeological ruins. Then you can then drive toward
Perugia and maybe spend some time there. It's a very nice city and above all you have great chocolate

Spoleto is just few km far from Perugia.
Regarding booking your room in advance in Tuscany, November is not actually a busy period, but if you would like to stay in some farmhouse in Chianti, I would suggest you book in advance because sometimes they have just a few apartments.
I would strongly suggest you spend at least one night in a Tuscan farmhouse (not just a hotel) so that you can fully experience theTuscan life.
I hope these suggestions are useful!
Ciao