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Hiking trails & Routes
Italy
Tuscany
Florence
Greve In Chianti

View of Montefioralle – View of the Chianti Hills loop from Montefioralle

Routes
Hiking trails & Routes
Italy
Tuscany
Florence
Greve In Chianti

View of Montefioralle – View of the Chianti Hills loop from Montefioralle

Moderate

4.7

(72)

300

hikers

View of Montefioralle – View of the Chianti Hills loop from Montefioralle

02:54

9.83km

290m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: July 29, 2026

Waypoints

A

Start point

Parking

Get Directions

1

1.79 km

Montefioralle Castle

Highlight • Castle

Montefioralle is a hamlet belonging to the municipality of Greve in Chianti, in Tuscany. It' situated on a hill, in a territory halfway between Florence and Siena, and, just for this, much disputed in the Middle Ages by the two Republics.
The village presents a medieval urban structure and preserves ancient stone houses, part of the castle and most of the walls with three gates.
It's not sure that it can be the birthplace of Amerigo Vespucci, as someone claims; but indeed the noble Vespucci family owned a palace in this village.

Tip by

2

3.01 km

3

3.26 km

A beautiful place awaits hikers here: an excellent view over a small pond, art and refreshing water invite you to take a break.

Translated by Google •

Tip by

4

3.89 km

View of Montefioralle

Highlight • Viewpoint

Contrary to Komoot's submission, the entire route between Greve and Sambuca is now fully paved 👍

Translated by Google •

Tip by

5

7.73 km

View of Montefioralle

Highlight • Viewpoint

Small but very nice village, definitely worth visiting

Translated by Google •

Tip by

6

8.22 km

View of the Chianti Hills

Highlight • Viewpoint

It's a good climb but well worth it

Translated by Google •

Tip by

7

8.26 km

Panorama

Highlight • Viewpoint

8

8.92 km

Climb to Montegonzi

Highlight • Trail

The road that climbs to the hamlet of Montegonzi from Greve in Chianti winds through the rolling hills covered with vineyards and olive groves, characterizing this stretch as a typical Chianti road. Arriving in Montegonzi, a small and quiet hamlet, you can admire the traditional architecture of the village, with its stone houses and the panorama that extends to the surrounding vineyards.

Translated by Google •

Tip by

B

9.83 km

End point

Parking

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Way Types & Surfaces

Way Types

6.77 km

2.25 km

330 m

268 m

214 m

Surfaces

5.94 km

1.99 km

1.24 km

269 m

214 m

164 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 (450 m)

Lowest point (230 m)

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Weather

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Monday 10 August

37°C

21°C

-- %

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Comments

September 9, 2024,Montefioralle – Schöne Aussicht auf Montefioralle Runde von Greve in Chianti
Very nice tour. Just enjoy nature. Highly recommended.

Showing Translation

Greve  represents the northern entrance to Chianti, the first stop after Florence. The SS222, also known as the Chiantigiana or Chianti Way, winds its way from Florence to Siena on a scenic route through this peaceful region of typical cypress trees, olive groves and vineyards.
The trail is well signposted and there are great views of the vineyards and Montefioralle …

Showing Translation

Really fascinating route, all in all doable with a little training. Please note the absence of fountains/water throughout the ring

Showing Translation

My first hike in Tuscany. May is unusually cold and wet this year, but today's rain break was ideal for a relaxed hike.

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