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Road cycling routes

Monteriggioni Castle – Monteriggioni Historic Centre loop from Castellina in Chianti-Monteriggioni

Road cycling routes

Monteriggioni Castle – Monteriggioni Historic Centre loop from Castellina in Chianti-Monteriggioni

Hard

4.7

(13)

224

riders

Monteriggioni Castle – Monteriggioni Historic Centre loop from Castellina in Chianti-Monteriggioni

03:17

69.1km

940m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 20, 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 35.3 km for 390 m

After 36.2 km for 107 m

Waypoints

A

Start point

Train Station

1

3.33 km

Staggia Castle

Highlight • Castle

The Roccaforte di Staggia Senese, also known as Castello di Staggia, is an impressive medieval fortress located in the municipality of Poggibonsi, in the province of Siena. The fortress dates …

Translated by Google •

Tip by

2

8.83 km

Bridge over the Elsa River

Highlight • Bridge

Beautiful crossing on the Elsa River. If you have time there is a path that leads from the bridge to the river where it is pleasant to dip your feet in the summer! A little further on the Diborrato waterfalls!

Translated by Google •

Tip by

3

23.8 km

View of the Vineyards Near San Gimignano

Highlight • Viewpoint

I’m

Tip by

4

30.7 km

View of San Gimignano and the Cypress Avenue

Highlight • Viewpoint

5

35.5 km

View of the Historic Town of Tuscany

Highlight • Viewpoint

6

36.4 km

Fountain at Piazza Bartolomeo Scala, Colle di Val d'Elsa

Highlight • Monument

Colle di Val d'Elsa is less known than many of the famous neighboring villages. Nevertheless, it has a lot to offer.
For us racing cyclists, it is above all an …

Translated by Google •

Tip by

7

47.2 km

Monteriggioni Castle

Highlight • Castle

Sections of via francigena between Siena and Monteriggioni. Climb and descend sweet and challenging in one of the most beautiful contexts in Tuscany

Translated by Google •

Tip by

8

67.1 km

Monteriggioni Historic Centre

Highlight • Historical Site

The Castle of Monteriggioni was built by the Sienese, by order of the podestà Guelfo da Porcari, in a period between 1213 and 1219. The land, purchased by the noble …

Translated by Google •

Tip by

B

69.1 km

End point

Train Station

Way Types & Surfaces

Way Types

42.8 km

21.0 km

4.05 km

1.27 km

< 100 m

< 100 m

< 100 m

Surfaces

68.4 km

720 m

< 100 m

< 100 m

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Elevation

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

Highest point (370 m)

Lowest point (110 m)

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Weather

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Thursday 29 October

19°C

7°C

-- %

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Comments

May 10, 2023,#23 San Gimignano - Sienne

Rain for most of the way, it took courage. We found refuge at the height of the rain in a super good restaurant! 2 days in Siena to recover.

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