4 days in Cortona & Siena Itinerary

4 days in Cortona & Siena Itinerary

Created using Inspirock Tuscany trip planner

Plan created by another user. Make it yours
1
Cortona
— 3 nights
Drive
2
Siena
— 1 day
Drive

S M T W T F S
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3
nights
Cortona

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Get out of town with these interesting Cortona side-trips: Spas (in Chianciano Terme), Piazza Grande a Montepulciano (in Montepulciano) and Fosso Bianco - Bagni San Filippo (in Bagni di San Filippo). There's lots more to do: do a tasting at Azienda Agricola Leuta, don't miss a visit to Piazza Pio II, take in the spiritual surroundings of Eremo Le Celle, and take an in-depth tour of MAEC - Museo dell'Accademia Etrusca.

To see reviews, other places to visit, more things to do, and more tourist information, you can read our Cortona trip builder website.

If you are flying in from United Kingdom, the closest major aiports are Perugia San Francesco d'Assisi – Umbria International Airport, Peretola Airport and Federico Fellini International Airport. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive to Siena.

Things to do in Cortona

Wineries · Historic Sites · Tours · Parks

Side Trips

Find places to stay May 16 — 19:

1
day
Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 19th (Tue), take in the architecture and atmosphere at Duomo di Siena, don't miss a visit to Piazza del Campo, and then indulge your taste buds at Food & Drink.

To see other places to visit, where to stay, maps, and more tourist information, refer to the Siena day trip tool.

Getting from Cortona to Siena by car takes about 1.5 hours. Other options: take a train; or do a combination of train and bus. In May, plan for daily highs up to 27°C, and evening lows to 13°C. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive back home.

Things to do in Siena

Tours · Historic Sites
Find places to stay May 19 — 20: