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Beautiful view on San Gimignano – Monteriggioni Castle loop from Castellina in Chianti-Monteriggioni

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Bike touring routes & trails

Beautiful view on San Gimignano – Monteriggioni Castle loop from Castellina in Chianti-Monteriggioni

Hard

4.8

(48)

399

riders

Beautiful view on San Gimignano – Monteriggioni Castle loop from Castellina in Chianti-Monteriggioni

05:20

73.5km

1,040m

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: April 19, 2026

Waypoints

Start point

Train Station

Get Directions

25.7 km

Beautiful view on San Gimignano

Highlight • Viewpoint

With a view of San Michele a Strada you are at the border of the town of San Geminiano, the town in Siena famous for its towers and therefore also on the UNESCO World Heritage List.

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27.7 km

View of the Towers of San Gimignano

Highlight • Viewpoint

Sir…back to the past! Like knights on the horse of steel, carbon or aluminum along the path that leads to the fort (the city of San Gimignano).

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36.4 km

White Road Through the Vineyards

Highlight (Segment) • Trail

on a beautiful white road

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43.8 km

Colle Val d'Elsa Cycle Path

Highlight • Cycleway

as a morning start to the tour it is ideal

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48.0 km

Arnolfo di Cambio Square, Colle di Val d'Elsa

Highlight • Settlement

Colle Val d’Elsa, also known as the "crystal capital", is a picturesque town not far from San Gimignano and Monteriggioni. Its ancient part, called Colle Alta, offers particularly suggestive views. …

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60.5 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 …

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61.6 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

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72.4 km

Castellina Scalo–Monteriggioni Cycle Path

Highlight (Segment) • Cycleway

The Castellina Scalo-Monteriggioni Cycle Path is a scenic route that takes cyclists through the beautiful Tuscan countryside. The path offers a mix of paved and unpaved roads, making it suitable …

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73.5 km

End point

Train Station

Way Types & Surfaces

Way Types

29.6 km

16.9 km

16.1 km

7.62 km

3.01 km

374 m

< 100 m

Surfaces

48.7 km

12.9 km

10.2 km

1.07 km

632 m

Elevation

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

Highest point (330 m)

Lowest point (90 m)

Weather

Friday 26 June

37°C

20°C

0 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

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Beautiful view on San Gimignano – Monteriggioni Castle loop from Castellina in Chianti-Monteriggioni

Beautiful view on San Gimignano

View of the Towers of San Gimignano

White Road Through the Vineyards

Colle Val d'Elsa Cycle Path

Arnolfo di Cambio Square, Colle di Val d'Elsa

Monteriggioni Historic Centre

Monteriggioni Castle

Castellina Scalo–Monteriggioni Cycle Path

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