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

alefolsom · Pixabay
alefolsom · Pixabay
schedule8 daysplan for pin_drop10stops directions_car~170 kmon the road flight_landFlorence (FLR)fly into

This road trip through Val d'Orcia is perfect for those who love a mix of wine, nature, and history. You’ll start in Bagno Vignoni, where you can unwind in thermal baths. From there, you’ll explore Monticchiello and San Quirico d'Orcia, both filled with medieval charm. Pienza offers a taste of local pecorino cheese, while Montalcino invites you to sip some of the best Brunello wines.

The pace is relaxed, allowing you to linger in each village. After a night in Montepulciano, you’ll visit Castiglione d'Orcia and Abbadia San Salvatore, where history meets stunning landscapes. Finally, you’ll unwind in San Casciano dei Bagni, soaking in the serene atmosphere before heading back. This trip suits anyone looking to enjoy the beauty of Tuscany at a leisurely pace.

Bagno Vignoni alefolsom · Pixabay
Day 1–3

Bagno Vignoni

2 nights · Travel guide
Explore the thermal pool square, soak in the hot springs
Visit Parco dei Mulini, enjoy local cuisine
Things to do
Nearby: Thermal Pool Square · Parco dei Mulini · Hot Springs
Monticchiello alefolsom · Pixabay
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
San Quirico d'Orcia Makalu · Pixabay
Day 3 · on the way

San Quirico d'Orcia

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

Pienza

1 night · Travel guide
Explore the Renaissance piazza, taste local pecorino
Things to do
Nearby: Renaissance Piazza · Duomo · Palazzo Piccolomini · Pecorino
Montalcino pcdazero · Pixabay
Day 4–5

Montalcino

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

Montepulciano

1 night · Travel guide
Explore noble palaces, 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, 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
Nearby: Ancient Abbey · Monte Amiata · Mining Museum
Day 6 · on the way

Radicofani

On the way · about 120 min · Travel guide
Climb to the fortress, enjoy views to Monte Amiata
Things to do
Nearby: Fortress · Views to Monte Amiata
Day 6–8

San Casciano dei Bagni

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

from ~$950 p.p. · a rough estimate for flights and stays; you pick the real ones

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8 days · 10 stops Free · change any stop Make it yours →