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★ Creator's pick

Val d'Orcia Road Trip: Tuscany's Most Beautiful Villages

schedule8 daysplan for pin_drop10stops directions_car~140 kmon the road flight_landFlorence (FLR)fly into

This road trip through Val d'Orcia is perfect for those who enjoy a relaxed pace and love to explore charming villages. Starting in Bagno Vignoni, you can unwind in the thermal waters before heading to Monticchiello and San Quirico d'Orcia, where you can wander through narrow streets and soak up the history. Pienza offers a taste of local cheese, while Montalcino invites you to savor some of the best wines in Tuscany.

The rhythm of the trip is leisurely, with two nights in Bagno Vignoni and San Casciano dei Bagni, allowing you to truly enjoy each stop. You’ll drive through rolling hills and vineyards, stopping in Montepulciano and Castiglione d'Orcia along the way. This route suits anyone who appreciates good food, wine, and the beauty of nature, making it a delightful escape into the heart of Tuscany.

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Day 1–3

Bagno Vignoni

2 nights · Travel guide
Explore the thermal pool square and soak in the hot springs
Visit Parco dei Mulini and enjoy the scenic views
Things to do
Nearby: Thermal Pool Square · Parco dei Mulini · Hot Springs
Day 3 · on the way

Monticchiello

On the way · about 120 min · Travel guide
Visit the walled village and enjoy panoramic views
Things to do
Nearby: Walled Village · Panoramic Terraces · Teatro Povero
Day 3 · on the way

San Quirico d'Orcia

On the way · about 120 min · Travel guide
Stroll through Horti Leonini and visit the Collegiata
Things to do
Nearby: Horti Leonini Gardens · Collegiata · Vitaleta Chapel
Day 3–4

Pienza

1 night · Travel guide
Visit the Renaissance piazza and taste local pecorino
Things to do
Nearby: Renaissance Piazza · Duomo · Palazzo Piccolomini · Pecorino Cheese
Day 4–5

Montalcino

1 night · Travel guide
Visit the fortress and enjoy Brunello wine tastings
Things to do
Nearby: Fortress · Brunello Tastings · Abbey of Sant'Antimo
Day 5–6

Montepulciano

1 night · Travel guide
Explore noble palaces and taste Vino Nobile wine
Things to do
Nearby: Noble Palaces · Piazza Grande · Vino Nobile Cellars · San Biagio
Day 6 · on the way

Castiglione d'Orcia

On the way · about 120 min · Travel guide
Visit the Rocca and stroll through medieval lanes
Things to do
Nearby: Rocca di Tentennano · Medieval Lanes · Valley Views
Day 6 · on the way

Abbadia San Salvatore

On the way · about 120 min · Travel guide
Visit the ancient abbey and explore the mining museum
Things to do
Nearby: Ancient Abbey · Monte Amiata · Mining Museum
Day 6 · on the way

Radicofani

On the way · about 120 min · Travel guide
Visit the fortress and enjoy views of Monte Amiata
Nearby: Fortress · Monte Amiata Views
Day 6–8

San Casciano dei Bagni

2 nights · Travel guide
Wander the historic centre and relax in hot springs
Visit the Roman baths dig and enjoy local cuisine
Nearby: Historic Centre · Natural Hot Springs · Roman Baths Dig
Make this trip yours →

from ~€850 p.p. · a rough estimate for flights and stays; you pick the real ones

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Make this your route

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Change any stop, any stay, any day. Even mid-trip. Only your flights are fixed.

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No group bus. No fixed program. Stay longer where it is good, skip what is not.

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8 days · 10 stops from ~€850 p.p. Make it yours →