Historic center of Pitigliano — Ring tour

Hiking trails & Routes

Historic center of Pitigliano — Ring tour

Easy

4.6

(16)

hikers

Historic center of Pitigliano — Ring tour

01:11

3.87km

130m

Hiking

Embark on an easy hike around the Historic center of Pitigliano, a route that offers panoramic views of the town's unique architecture, seemingly emerging from the tuff cliffs. As you walk, you'll see the lush landscapes of the Tuscan Maremma, with rolling hills, olive groves, and vineyards. This 2.4-mile (3.9…

Last updated: April 23, 2026

Waypoints

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45 m

View of Pitigliano

Highlight • Viewpoint

In the medieval village of Pitigliano, also known as Little Jerusalem, due to the Jewish community that lived there until after the war, it is still possible to visit the characteristic synagogue today.

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372 m

Via Cava Madonna delle Grazie

Highlight • Gorge

The “vie cave”, a multitude of narrow streets that lead like canyons through the tuff rock, have also been dug into the rather soft tufa. The Etruscans were the originators …

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1.34 km

Jewish Quarter and Synagogue of Pitigliano

Highlight • Historical Site

In Pitigliano there was once a large Jewish community with a sixteenth-century synagogue. Today there is a museum with a synagogue, an old bakery and a laundry.

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1.58 km

Fontana delle Sette Cannelle

Highlight • Monument

unusual fountain with a fabulous view - nice restaurants all around; more details from an Italian website: it.wikipedia.org/wiki/Fontana_delle_Sette_cannelle

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1.72 km

Orsini Palace, Pitigliano

Highlight • Castle

Impressive Palace, I may call it more like a middle aged castle, right in the center of Pitigliano.
Details: palazzo-orsini-pitigliano.it

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1.90 km

Pitigliano Entrance Gate

Highlight • Monument

Pitigliano is always worth a trip. Both the upper path and the lower path into the city are a pleasure. The small narrow streets invite you to explore and the small shops to shop.

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