Pienza
Town · Val d'Orcia
A perfect Renaissance town known for its Pecorino cheese and meticulously planned architecture.
Plan Southern Tuscany
By MupDay - the planner that does the research for you.Directions from stop to stop included - all free.
Plan a free trip to Southern TuscanyUpdated: 2026-10-11
Southern Tuscany offers picturesque landscapes of rolling hills, endless vineyards, and medieval towns. It's a perfect destination for wine lovers, foodies, history buffs, and nature enthusiasts, combining rural tranquility with cultural richness.
Things to do in Southern Tuscany include Pienza, Terme di Saturnia, Montepulciano. Here are 15 places worth knowing, with a short note on each.
A perfect Renaissance town known for its Pecorino cheese and meticulously planned architecture.
Plan Southern Tuscany
Famous natural hot springs with tiered pools, offering a relaxing and therapeutic bathing experience.
Plan Southern Tuscany
A beautiful hilltop town famous for its excellent wines and breathtaking views.
Plan Southern Tuscany
An ancient Etruscan hilltop town with magnificent panoramic views of the Chiana Valley.
Plan Southern Tuscany
A historic wine town with an impressive fortress, famous for its Brunello di Montalcino wine.
Plan Southern Tuscany
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Pitigliano is a town in the province of Grosseto, located about 80 kilometres (50 mi) south-east of the city of Grosseto, Tuscany, Italy. It is one of I Borghi più belli d'Italia.
Plan Southern TuscanyA world-renowned wine region with numerous wineries, endless vineyards, and charming towns.
Plan Southern Tuscany
A beautiful Romanesque Benedictine abbey nestled in a quiet valley, with rich history and a peaceful atmosphere.
Plan Southern Tuscany
Here is what 2 days in Southern Tuscany look like when the planner builds them: stops grouped by proximity so no day doubles back, one full day at a time. The same route can be built for any length, from two days to a week.
This is an example. The planner builds a different route for your dates, real opening hours, how you get around and your own preferences.
Pienza, Terme di Saturnia, Montepulciano, Cortona, Montalcino, Museo d'Arte Sacra della Val d'Arbia and 9 more. Pienza: A perfect Renaissance town known for its Pecorino cheese and meticulously planned architecture.
Day 1: Abbey of Sant'Antimo, Terme di Saturnia, Pitigliano. Day 2: Cortona, Town hall of Montepulciano, Montepulciano, Pienza.
The itinerary for Southern Tuscany runs through Castelnuovo dell'Abate, Saturnia, Val di Chiana, Montepulciano and Val d'Orcia.
Museums worth visiting in Southern Tuscany: Museo d'Arte Sacra della Val d'Arbia and Palazzo Piccolomini (Pienza).
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