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Routes
Bike touring routes & trails
Italy
Tuscany
Siena
San Gimignano

View of San Gimignano – Monteriggioni Castle loop from San Gimignano

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
San Gimignano

View of San Gimignano – Monteriggioni Castle loop from San Gimignano

Hard

4.1

(17)

163

riders

View of San Gimignano – Monteriggioni Castle loop from San Gimignano

05:03

77.7km

1,020m

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 10, 2026

Tips

Includes a segment in which cycling is not permitted

After 39.6 km for 211 m

Waypoints

A

Start point

Bus stop

Get Directions

1

1.28 km

View of San Gimignano

Highlight • Viewpoint

Great view of the Tuscan countryside

Translated by Google •

Tip by

1.69 km

Postcard picture

Viewpoint

3

7.93 km

Strade Bianche way of road, with the steep parts on the end.

Tip by

4

23.9 km

Steep climb to Monteriggioni Castle

Highlight (Segment) • Climb

Steep climb to the castle!
Difficult but rewarding

Translated by Google •

Tip by

5

24.9 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

6

39.1 km

Siena Cathedral (Duomo di Siena)

Highlight • Religious Site

The Cathedral of Siena (Italian Cattedrale di Santa Maria Assunta) in Tuscany is the mighty Cathedral of the Assumption and the main church of the city. Today, the building, built …

Translated by Google •

Tip by

7

39.7 km

Torre del Mangia

Highlight • Monument

The oval market place in Siena at the town hall is one of the highlights of the city.

Translated by Google •

Tip by

8

54.8 km

Monteriggioni Historic Centre

Highlight • Historical Site

Monteriggioni turned out to be a tourist trap full of distinguished-looking flip-flop wearers looking for the nearest shop. Luckily the view was beautiful. On a second tour we would rather avoid this place.

Translated by Google •

Tip by

9

64.3 km

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. …

Translated by Google •

Tip by

B

77.7 km

End point

Bus stop

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Way Types & Surfaces

Way Types

41.8 km

26.0 km

7.80 km

1.65 km

513 m

Surfaces

71.6 km

3.69 km

2.13 km

305 m

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Elevation

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

Powered by Foreca

Thursday 14 May

16°C

11°C

90 %

Additional weather tips

Max wind speed: 10.0 km/h

to get more detailed weather forecasts along your route

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

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