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

Routes

Bike touring routes & trails

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

Hard

4.7

(72)

469

riders

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

05:05

69.3km

1,030m

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: July 29, 2026

Waypoints

Start point

Train Station

Get Directions

333 m

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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1.15 km

Castellina Scalo–Monteriggioni Cycle Path

Highlight • Cycleway

Nice stretch of cycle path that connects the Castellina Scalo station to Monteriggioni; but then be careful because to go up to the town there is a dirt road with some very steep sections!

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3.13 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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13.0 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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29.8 km

Cycleway on the Railway Dam over the Elsa River

Highlight • Cycleway

29.8 km

Colle Val d'Elsa Cycle Path

Highlight • Cycleway

as a morning start to the tour it is ideal

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36.8 km

White Road Through the Vineyards

Highlight (Segment) • Trail

on a beautiful white road

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46.0 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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55.2 km

Poggio ai Borboni

Peak

69.3 km

End point

Train Station

Way Types & Surfaces

Way Types

22.0 km

18.1 km

17.5 km

7.67 km

3.18 km

807 m

< 100 m

Surfaces

41.5 km

13.4 km

12.5 km

1.33 km

635 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

Tuesday 1 September

32°C

17°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

Comments

October 2, 2021,San Gimignano .... Toskana-Tour

San Gimignano, Tuscany ..... It was a restful night on a very new WOMO site with clean sanitary facilities. Here I could take a shower again. Oh, I'll do it later. Short breakfast up in Monteriggione Castle. Then off with the e-bike on the Via Francigena, which goes from Canterbury via Rome to Jerusalem. I want to find out if …

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June 1, 2023,San Gimignano- Siena Tag 12

This was clearly the day with the most gravel passages. We arrived at the campsite just in time before the thunderstorm, but after that we didn't feel like going to Siena anymore.

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

Castellina Scalo–Monteriggioni Cycle Path

Castellina Scalo–Monteriggioni Cycle Path

Monteriggioni Castle

Monteriggioni Historic Centre

Cycleway on the Railway Dam over the Elsa River

Colle Val d'Elsa Cycle Path

White Road Through the Vineyards

View of the Towers of San Gimignano

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