8 days in Province of Siena Itinerary

8 days in Province of Siena Itinerary

Created using Inspirock Province of Siena vacation maker

Make it your trip
— 3 nights
Castellina In Chianti
— 4 nights



— 3 nights

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Get some cultural insight at Contucci and Cantina Fattoria della Talosa. Escape the urban bustle at Nature & Wildlife Tours and Area Sosta Camper Rapolano Terme. Get out of town with these interesting Montepulciano side-trips: Crete Senesi (in Asciano), Siena (Basilica di San Clemente in Santa Maria dei Servi & San Francesco) and Winery Solaria Patrizia Cencioni (in Montalcino). There's much more to do: do a tasting at Gattavecchi Winery, explore the world behind art at Museo Civico Archeologico delle Acque, make a trip to Terrazza Del Palazzo Comunale, and see the interesting displays at Mining Museum Park.

Start your trip to Montepulciano by creating a personalized itinerary on Inspirock.

Florence to Montepulciano is an approximately 2-hour car ride. You can also take a bus; or take a train. In December, daily temperatures in Montepulciano can reach 16°C, while at night they dip to 5°C. Finish up your sightseeing early on the 11th (Fri) so you can go by car to Castellina In Chianti.

Things to do in Montepulciano

Outdoors · Wildlife · Wineries · Museums

Side Trips

Find places to stay Dec 8 — 11:

Castellina In Chianti

— 4 nights
Castellina in Chianti is a comune (municipality) of c. Your day by day itinerary now includes Azienda Agricola Casamonti. You'll explore the less-touristy side of things at Poggio al Bosco and Enoteca Falorni. Your cultural itinerary includes sights like Accademia del Buon Gusto and Castello di Montefioralle. Explore Castellina In Chianti's surroundings by going to San Miniato (Podere Pellicciano - Agrisole & Palazzo del Seminario), Balloon Rides (in San Casciano in Val di Pesa) and Corbucci (in Gambassi Terme). Next up on the itinerary: do a tasting at Azienda Agricola Altiero (Winery), take in the spiritual surroundings of Pieve di San Leolino, take in the architecture and atmosphere at Chiesa di Santa Maria, and explore the ancient world of Tombe Etrusche a Montecalvario.

For traveler tips, reviews, where to stay, and other tourist information, go to the Castellina In Chianti attractions planning tool.

Traveling by car from Montepulciano to Castellina In Chianti takes 1.5 hours. December in Castellina In Chianti sees daily highs of 15°C and lows of 4°C at night. Finish up your sightseeing early on the 15th (Tue) so you can go by car back home.

Things to do in Castellina In Chianti

Wineries · Historic Sites · Tours · Outdoors

Side Trips

Find places to stay Dec 11 — 15:

Province of Siena travel guide

Landmarks · Wineries & Vineyards · Churches
Siena is a city in Tuscany, Italy. It is the capital of the province of Siena.The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation's most visited tourist attractions, with over 163,000 international arrivals in 2008. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year.HistorySiena, like other Tuscan hill towns, was first settled in the time of the Etruscans (c. 900–400 BC) when it was inhabited by a tribe called the Saina. The Etruscans were a tribe of advanced people who changed the face of central Italy through their use of irrigation to reclaim previously unfarmable land, and their custom of building their settlements in well-defended hill forts. A Roman town called Saena Julia was founded at the site in the time of the Emperor Augustus. Some archaeologists assert that Siena was controlled for a period by a Gaulish tribe called the Senones.According to local legend, Siena was founded by Senius and Aschius, two sons of Remus and thus nephews of Romulus, after whom Rome was named. Supposedly after their father's murder by Romulus, they fled Rome, taking with them the statue of the she-wolf suckling the infants (Capitoline Wolf), thus appropriating that symbol for the town. Additionally they rode white and black horses, giving rise to the Balzana, or coat of arms of Siena with a white band atop a dark band. Some claim the name Siena derives from Senius. Other etymologies derive the name from the Etruscan family name Saina, the Roman family name Saenii, or the Latin word senex "old" or its derived form seneo "to be old".