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CURVESCOUT / MOTORCYCLE RIDE

Historic Centre of the City of Pienza and Historic Centre of Siena

Plan this ride

Recorded distance
323 km
Riding-time estimate
6 h 10
Journey
Recorded itinerary
Distance and timing basis

Ordered leg totals agree within rounding. Stop distances are approximate sums of rounded legs. Stops, delays, approach and any separate return travel add time. Basis: producer-declared routed record.

Reading history stays on this device. My road watch requires a separate selection; opening it does not subscribe this ride.

Distance and riding time are measured on the routed road. Check local closures and conditions before you ride.

Open this ride in CurveScout

Why this ride

A 323 km round trip from Pienza - roughly 6 h 10 in the saddle. It goes by way of Historic Centre of Siena, Historic Centre of San Gimignano, back through Historic Centre of San Gimignano and back through Historic Centre of Siena. A steady touring day rather than a sprint.

Scenic road chapters

Val d Orcia Scenic Road

Expect company on a summer weekend. Early is better than fast. For about 71 km this is Val d Orcia Scenic Road, a road with a name of its own and a reason for it.

Chapter facts
Length
71 km
Named road
Val d Orcia Scenic Road

Waypoint introductions and full write-ups

  1. 1. Historic Centre of the City of Pienza

    Pienza is what happens when a pope decides to rebuild the village he was born in. In the fifteenth century the hamlet was called Corsignano, and one of its sons, the humanist Enea Silvio Piccolomini, became Pope Pius II. He commissioned the architect Bernardo Rossellino to turn it into an ideal Renaissance town, and within a few years a cathedral, a papal palace, a bishop's palace and a town hall stood around a single carefully composed square. The village got a new name, after the pope, and became one of the first places where Renaissance ideas of town planning were put into actual stone.

    Read the complete Historic Centre of the City of Pienza write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    Historic Centre of the City of Pienza is where the day begins. Next is Historic Centre of Siena.

  2. 2. Historic Centre of Siena

    Siena sits on three ridges in the heart of Tuscany, a red-brick medieval city that has hardly changed its shape in seven hundred years. At its centre is the Piazza del Campo, a sloping, shell-shaped square paved in brick and divided into nine sections, a reminder of the Council of Nine that governed the city in its golden age. The Palazzo Pubblico, with the slender Torre del Mangia, stands at the bottom of the square, and inside are frescoes by Ambrogio Lorenzetti showing the effects of good and bad government, painted in the fourteenth century.

    Read the complete Historic Centre of Siena write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    Historic Centre of Siena comes up about 71 km into the recorded legs. Next is Historic Centre of San Gimignano.

  3. 3. Historic Centre of San Gimignano

    Seen from the surrounding countryside, San Gimignano looks like a medieval Manhattan: a cluster of stone towers rising from a hilltop above vineyards and olive groves in the Val d'Elsa. In its heyday, in the thirteenth and fourteenth centuries, the town had dozens of them, built by rival families as symbols of power and wealth. Fourteen survive, enough to make it one of the most recognisable towns in Italy and a UNESCO World Heritage site since 1990.

    Read the complete Historic Centre of San Gimignano write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    about 115 km into the recorded legs you reach Historic Centre of San Gimignano.

  4. 4. Historic Centre of Siena

    Return visit. Read the place description above.

    Read the complete Historic Centre of Siena write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    Historic Centre of Siena, about halfway. Next is back through Historic Centre of San Gimignano.

  5. 5. back through Historic Centre of San Gimignano

    Return visit. Read the place description above.

    Read the complete Historic Centre of San Gimignano write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    back through Historic Centre of San Gimignano sits at 173 km, about halfway. Next is back through Historic Centre of Siena.

  6. 6. back through Historic Centre of Siena

    Return visit. Read the place description above.

    Read the complete Historic Centre of Siena write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    back through Historic Centre of Siena comes up about 255 km into the recorded legs. Next is Historic Centre of the City of Pienza.

  7. 7. Historic Centre of the City of Pienza

    Return visit. Read the place description above.

    Read the complete Historic Centre of the City of Pienza write-up.

    Recorded stop-planning note

    May refer to an earlier itinerary; verify against your selected route before riding.

    Planning note

    Historic Centre of the City of Pienza closes the day.

Leg by leg

Historic Centre of the City of Pienza to Historic Centre of Siena

Historic Centre of the City of Pienza → Historic Centre of Siena is 71 km of rhythm rather than effort. Let it flow and let the view breathe.

Historic Centre of Siena to Historic Centre of San Gimignano

Historic Centre of Siena → Historic Centre of San Gimignano is 44 km of rhythm rather than effort. Let it flow and let the view breathe.

Historic Centre of San Gimignano to Historic Centre of Siena

Historic Centre of San Gimignano → Historic Centre of Siena is 48 km of rhythm rather than effort. Let it flow and let the view breathe.

Historic Centre of Siena to back through Historic Centre of San Gimignano

Historic Centre of Siena → back through Historic Centre of San Gimignano is 44 km of rhythm rather than effort. Let it flow and let the view breathe.

back through Historic Centre of San Gimignano to back through Historic Centre of Siena

back through Historic Centre of San Gimignano → back through Historic Centre of Siena is 48 km of rhythm rather than effort. Let it flow and let the view breathe.

back through Historic Centre of Siena to Historic Centre of the City of Pienza

back through Historic Centre of Siena → Historic Centre of the City of Pienza is 68 km of rhythm rather than effort. Let it flow and let the view breathe.

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