4 days in Province of Siena Itinerary

4 days in Province of Siena Itinerary

Created using Inspirock Province of Siena holiday planner

Make it your trip
Fly to Perugia San Francesco d'Assisi – Umbria International Airport, Drive to Montalcino
— 1 day
— 2 nights
Drive to Peretola Airport, Fly to Washington



— 1 day

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Franco Biondi Santi - Tenuta Greppo has been added to your itinerary. On the 22nd (Fri), learn about winemaking at Franco Biondi Santi - Tenuta Greppo and then learn about winemaking at Winery Solaria Patrizia Cencioni.

Plan my Montalcino trip by asking Inspirock to come up with tips and suggestions.

Washington, USA to Montalcino is an approximately 20-hour combination of flight and car. Traveling from Washington to Montalcino, you'll lose 6 hours due to the time zone difference. Traveling from Washington in October, expect a bit warmer with lows of 56°F in Montalcino. Cap off your sightseeing on the 22nd (Fri) early enough to go by car to Siena.

Things to do in Montalcino

Find places to stay Oct 21 — 22:


— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 23rd (Sat): make a trip to Piazza del Campo, take in the architecture and atmosphere at Duomo di Siena, contemplate the long history of Centro Storico di Siena, then contemplate in the serene atmosphere at Battistero di San Giovanni, and finally enjoy breathtaking views from Torre del Mangia.

For ratings, reviews, traveler tips, and other tourist information, you can read our Siena trip itinerary planning site.

Traveling by car from Montalcino to Siena takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. In October in Siena, expect temperatures between 73°F during the day and 56°F at night. On the 24th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Siena

Historic Sites · Museums
Find places to stay Oct 22 — 24:

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".