Routes

Planner

Features

Updates

App

Get the App

San Casciano In Val Di Pesa

Gaiole in Chianti – Brolio Castle loop from Mercatale in Val di Pesa

San Casciano In Val Di Pesa

Gaiole in Chianti – Brolio Castle loop from Mercatale in Val di Pesa

Hard

riders

Gaiole in Chianti – Brolio Castle loop from Mercatale in Val di Pesa

09:06

117km

2,710m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: August 23, 2026

Waypoints

Start point

Parking

Get Directions

22.4 km

Panoramic View Above Panzano in Chianti

Highlight • Viewpoint

Wonderful dirt track above Panzano in Chianti. Interesting slopes.

Translated by Google •

Tip by

27.7 km

Strada Bianca of Panzano in Chianti

Highlight • Trail

Sliding dirt road immersed in a splendid forest near Panzano in Chianti

Translated by Google •

Tip by

43.8 km

Gaiole in Chianti

Highlight • Settlement

Gaiole in Chianti, a characteristic Sienese village surrounded by famous vines

Translated by Google •

Tip by

56.8 km

The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.

Translated by Google •

Tip by

57.3 km

Brolio White Road

Highlight • Cycleway

Beautiful stretch of white road, part of the permanent path Eroica and dedicated to Luciano Berruti. Ascent not long but quite challenging. Before taking the climb you can take a break at the Eroica Caffè.

Translated by Google •

Tip by

61.8 km

Il leccione - secular oak

Highlight • Natural Monument

The "Leccione" is a secular tree and represents an iconic icon of Gaiole in Chianti. With the splendid panorama of Siena in the background, these two majestic holm oaks embrace …

Translated by Google •

Tip by

74.6 km

Belvedere of Castello di Ama

Highlight • Viewpoint

Beautiful view over the vineyards of the Castello d'Ama

Translated by Google •

Tip by

81.9 km

Radda in Chianti

Highlight • Settlement

A walk through the narrow, winding streets and numerous ornate vaulted passages transports you back to bygone medieval times, as if Radda were still the capital of the “Lega del Chianti”.

Translated by Google •

Tip by

117 km

End point

Parking

Way Types & Surfaces

Way Types

62.4 km

38.5 km

8.05 km

5.86 km

1.65 km

176 m

Surfaces

52.7 km

51.1 km

7.61 km

4.44 km

854 m

Elevation

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

Highest point (760 m)

Lowest point (250 m)

Weather

Friday 4 September

33°C

17°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

Comments

Want to know more?

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

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Embed on a website

Report an Issue

Report restricted access

Nearby routes

Hard

4.9

165

View of San Gimignano – Monteriggioni — Walled Village loop from Abbadia Isola

06:24h

87.0km

1,400m

Hard

4.7

185

Brolio Castle – Brolio White Road loop from Gaiole in Chianti

05:54h

82.8km

1,710m

Hard

4.8

View of San Gimignano – Monteriggioni Castle loop from Campiglia dei Foci

10:35h

133km

2,530m

Hard

4.5

115

Cistern Square – View of San Gimignano loop from Colle di Val d'Elsa

02:35h

38.8km

670m

Hard

5.0

View of Monteriggioni Fortress – View of the vineyards loop from Badesse

04:36h

62.0km

1,070m

Hard

4.8

101

Monteriggioni — Walled Village – Monteriggioni Castle loop from Barberino Val d'Elsa

07:03h

93.4km

1,800m

Hard

5.0

104

View of San Gimignano – San Gimignano Panoramic Trail loop from Libbiano

06:46h

89.6km

1,710m

Hard

4.5

Via Cortennano Gravel Road – Colle Val d'Elsa Cycle Path loop from San Gimignano

02:57h

44.5km

740m

Hard

5.0

283

Monteriggioni Castle – Lilliano Tree-lined Avenue loop from Colle di Val d'Elsa

04:33h

67.8km

940m

Hard

4.9

Lilliano Tree-lined Avenue – Monteriggioni Historic Centre loop from Quercegrossa

02:55h

46.5km

570m

Hard

4.3

103

View of San Gimignano – Monteriggioni Castle loop from Colle di Val d'Elsa

06:42h

96.5km

1,470m

Hard

5.0

Volterra – View of San Gimignano loop from San Gimignano

05:03h

59.2km

1,510m

Gaiole in Chianti – Brolio Castle loop from Mercatale in Val di Pesa

Panoramic View Above Panzano in Chianti

Strada Bianca of Panzano in Chianti

Gaiole in Chianti

Brolio Castle

Brolio White Road

Il leccione - secular oak

Belvedere of Castello di Ama

Radda in Chianti

Nearby routes

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️