Since every moment is a good one to book your next trip, why not choosing a road trip in Tuscany ? The medieval town of Siena will guide you through the tradition of the “Palio”, the secular horse race which takes place in Piazza del Campo twice a year. Siena is located in a strategic position, which allows you to visit its beautiful surroundings, such as Chianti and Val d’Orcia . Let’s move on to the things you shouldn’t absolutely miss during your road trip in Tuscany.
SIENA: Small town but rich in cPulture, art and history. You should definitely pay a visit to Piazza del Campo and its Tower. If you want to admire Siena from above, the best panoramic spots are offered by the Tower or the “Facciatone”. Both views are breathtaking. Visiting the Duomo is a must, full of art inside and out. The exterior is supposed to represent daytime and it was made by Giovanni Pisano; the interior, on the other hand, is decorated with works by Bernini, Donatello and Michelangelo. The main feature of Duomo is its floor made of marble, 1300 square miles and 56 scenes.
Don’t forget to visit “Porta del Cielo” , “Libreria Piccolomini”, “Battistero”, “Cripta” and “Santa Maria alla Scala”, the oldest Italian hospital. Even though Siena is smaller than other Italian cities, you should visit the Contrada Museums, to fully comprehend this tradition which still fascinates tourists from all over the world.
Keep in mind that Siena is a walled town and that no cars are allowed in the city center, so it’s a smart choice choosing an hotel outside the walls. Hotel Borgo Grondaie is only 1,5 km far from the city center and it’s easy to reach, even on foot.
The Chianti area is definitely a must for every wine and food lover. During the Middle Ages, Chianti was the land where most battles between Siena and Florence took place, so that’s why it’s full of castles.
From Siena you should follow the Provincial road “Chiantigiana” 222 towards Castellina in Chianti. Founded by Etruscans, it had a great role within the battles between Siena and Florence, as it is suggested by its “Rocca” and its strong walls. Do not forget to stroll through “Via delle Volte”, which will give you a beautiful panoramic view and the Archeologic Museum of Chianti Senese. Wine lovers: take a quick detour and visit the “Castello di Fonteruoli”, not too far away from Castellina, to do a wine tasting in a unique location.
Radda in Chianti: Located on the top of the hill which separates the Pesa Valley from the Arbia Valley. In this small walled village you should visit the medieval palace, decorated with emblems of ancient rulers and the curious “Ghiacciaia Granducale”, an ice factory.
Greve in Chianti: Already inhabited by Etruscans, the main spots to visit are “Piazza Matteotti” called “il Mercatale” beacuse of its particular shape; The Wine Museum, which displays more than 100 types of wine; Panzano in Chianti, with the “Antica Macelleria Cecchini”, where you can enjoy your steak while hearing verses from the Divine Comedy.
Going south of Siena, taking the Provincial road 2 “Cassia”, and then you will find the beautiful Val d’Orcia, full of small medieval villages. To get to Montalcino, you will go through the Crete Senesi and its lunar landscape, a must for photographers.
Montalcino: Known worldwide for its wines “Brunello” and “Rosso”, it is one of the cutest villages of Val d’Orcia. Climb up on the fortress and admire the view from above. Visit the majestic Duomo and the many churches. For a nice meal, choose one of the restaurants in Piazza del Popolo and try a mix of Italian cold cuts and a glass of local wine.
San Quirico: During the Middle Ages it was one of the stops of Via Francigena. The Archbishop of Canterbury Sigerico, describes San Quirico as XII submansio and Sce Quiric. Visit the main church “Collegiata dei Santi Quirico e Giulitta”, built following two separate styles, the Baroque for the interiors and the Romanic for the exterior; Palazzo Chigi Zondadari, historic building located in Piazza Chigi; Palazzo Pretorio, ancient building, today it’s the headquarters of the Welcoming Center of Parco della Val d’Orcia.
Pienza: Its historical center was included among UNESCO’s World Heritage Sites in 1996. The village has a singular story: up until 1462 it was very small and named Corsignano, the name Pienza is linked to Pope Pius II, who decided to build a new village on the ancient one. Worldwide famous is its cheese, the Pecorino. Don’t miss the square dedicated to Pope Pius II, featuring the Cathedral, Palazzo Comunale, Palazzo Borgia and Palazzo Piccolomini.
Visit Tuscany for your road trip!
Hotel Borgo Grondaie is open all year round and it is located in a strategic position, just 1,5 km far from the city center, so it’s perfect to visit both Val d’Orcia both Chianti. Check out our site for our latest offers.
Edited by Borgo Grondaie