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Monticchiello – Pienza loop from Montepulciano

Routes

Bike touring routes & trails

Monticchiello – Pienza loop from Montepulciano

Hard

4.3

(25)

164

riders

Monticchiello – Pienza loop from Montepulciano

03:10

45.0km

750m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: March 11, 2026

Waypoints

Start point

Bus stop

Get Directions

6.05 km

Monticchiello

Highlight • Settlement

Beautiful Tuscan Hill town.

Tip by

13.3 km

This is the Spedaletto castle: "a fortified architectural complex located in the rural locality of the same name in the municipal area of Pienza along the Provincial Road 53".
Source: artsandculture.google.com/entity/castle-of-spedaletto/g11b5m68f7b?hl=en

Translated by Google •

Tip by

20.4 km

Historic churches in San Quirico d'Orcia along the Via Francigena

Highlight • Religious Site

via francigena inside San Quirico. very charming churches and streets.

Translated by Google •

Tip by

20.6 km

San Quirico d'Orcia Historic Centre

Highlight • Historical Site

This is a wonderful village along the Via Francigena. It has an ancient history and is worth stopping for a visit. A UNESCO heritage site, San Quirico d'Orcia is a living portrait of Tuscany, a place where every corner tells a story.

Translated by Google •

Tip by

22.1 km

View of Fattoria Poggio Manzuoli

Highlight • Viewpoint

House of Maximus from the movie "Gladiator". We can only peek through the gate. This is also good for fans.

Translated by Google •

Tip by

22.6 km

Scenic Road Between San Quirico and Pienza

Highlight (Segment) • Viewpoint

Wonderful views with foresight on the descent from San Quirico. It feels like being on a ridge in the Alps.

Translated by Google •

Tip by

28.5 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

Typical country house on a hilltop. Simply a beautiful motif.

Translated by Google •

Tip by

29.8 km

Pienza

Highlight • Settlement

A medieval city, awarded by UNESCO as a World Heritage Site. You can enjoy some old churches and palaces here or simply stroll through the atmospheric streets. Also the view from the city wall is great.

Translated by Google •

Tip by

34.1 km

Viewpoint

45.0 km

End point

Bus stop

Way Types & Surfaces

Way Types

20.3 km

19.9 km

2.52 km

2.09 km

306 m

Surfaces

39.3 km

3.35 km

1.55 km

799 m

107 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (550 m)

Lowest point (250 m)

Weather

Tuesday 12 May

19°C

9°C

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Monticchiello – Pienza loop from Montepulciano

Monticchiello

Spedaletto Castle

Historic churches in San Quirico d'Orcia along the Via Francigena

San Quirico d'Orcia Historic Centre

View of Fattoria Poggio Manzuoli

Scenic Road Between San Quirico and Pienza

Cypress-Lined Farmhouse in Tuscany

Pienza

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