Montepulciano – Montepulciano loop from Casa le Santa Maria Nuevo

Montepulciano – Montepulciano loop from Casa le Santa Maria Nuevo

Hard

riders

Montepulciano – Montepulciano loop from Casa le Santa Maria Nuevo

03:53

68.0km

1,150m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is right next to a parking lot.

Last updated: November 4, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 0 m for 3.53 km

After 35.7 km for 267 m

After 37.1 km for 316 m

After 64.6 km for 3.53 km

Waypoints

Start point

Parking

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34.8 km

Montepulciano

Highlight • Settlement

Montepulciano hidden and shrouded in fog

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35.5 km

Church of St. Agnes

Highlight • Religious Site

Baroque and neo-Romanesque style church.
It was built in 1306 by the abbess of Poliziana Agnese. At the end of the seventeenth century it was radically renovated.

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35.9 km

Beautiful medieval village to visit. From the view of the vineyards to that of the Val d'Orcia, there is no shortage of views, not to mention the streets and alleys within the city walls. Unmissable Piazza Grande.

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36.8 km

sunset view

Viewpoint

37.2 km

Viewpoint

37.9 km

San Biagio Church (Montepulciano)

Highlight • Religious Site

At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the …

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38.1 km

Avenue of Remembrance

Highlight • Monument

Conceived as a monumental link between the Temple of S. Biagio and the Old Cemetery, it consists of two rows of cypresses arranged on the sides of the road. At …

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39.9 km

Historic Center of Montepulciano

Highlight • Historical Site

pretty here, very pretty

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49.2 km

Chianciano Thermal Baths

Highlight • Rest Area

In the Parco Acqua Santa of Chianciano Terme, the Terme Sensoriali offer a wellness path with over 20 experiences of water, heat, and relaxation, divided into different thematic itineraries and …

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60.1 km

Views along SS 146 between Chiusi and Chianciano

Highlight • Viewpoint

Between Chiusi and Chianciano you can enjoy the best of the Sienese countryside on the border with Umbria. Gentle ups and downs, verdant and spectacular hills, villages and scattered houses …

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