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Montemassi Castle – Tatti Village loop from Gavorrano

Routes

Bike touring routes & trails

Montemassi Castle – Tatti Village loop from Gavorrano

Hard

5.0

(5)

riders

Montemassi Castle – Tatti Village loop from Gavorrano

03:43

53.4km

670m

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 15, 2026

Tips

Includes segments that go up or down a series of steps

You may need to carry your bike.

After 23.8 km for 21 m

After 23.9 km for 21 m

Waypoints

Start point

Train Station

Get Directions

16.4 km

Miner of Ribolla Monument

Highlight • Monument

monument in perennial memory of the mining history of the area and of the tragedy of the Ribolla mine in which 43 miners lost their lives on 4 May 1954

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23.2 km

The village of Montemassi is located in the municipality of Roccastrada and in its highest part preserves the ancient castle which, from the 11th century onwards, belonged to the powerful Aldobrandeschi family, who made it a centre of vital importance along the salt trade routes.

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23.9 km

Montemassi Castle

Highlight • Castle

Montemassi is a small place where you pass quickly. But he has a lot of charm, flair and the typical Italian tranquility and the ruin is a real little secret.

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24.0 km

Castello di Montemassi

Highlight • Castle

The castle is undoubtedly the best-known monument in the municipality of Roccastrada, if not of the Alta Maremma, due to its importance as a historical document (it is depicted in the famous fresco 'Guidoriccio da Fogliano at the siege of Montemassi' in the public palace of Siena attributed to Simone Martini) and for the high example of Gothic architecture it represents. The fortification, which crowns a hill 280 meters above the town, consists of remains of the two prominent building bodies; to the north is the Palazzo/Mastio with the base of the sloping wall with numerous windows with wide openings that indicate its residential rather than strictly military function, remains of a polygonal tower.

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27.7 km

Ampeleia

Highlight • Restaurant

Biodynamic winery and natural wine producer @MemberOfVinama

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30.1 km

Roccatederighi

Highlight • Settlement

Roccatederighi stands on a spur of Mount Sassoforte, from which you can enjoy a wide and splendid panorama of the Maremma. The town still retains its medieval charm intact, in addition to the suggestive arched entrance gate and some tower houses. But the peculiarity of this village is given by the close link it has with the rock on which it rests, trachyte, a volcanic rock that has been exploited to build houses and other buildings, dig alleys and squares, and of which boulders and outcrops can be seen in various parts of the center. you can also find the remains of the ancient fortress and some sections of the original walls, dating back to the fourteenth century. In the upper part stands the tower, rebuilt in 1910 with a large clock that marks the time of this corner of Tuscany.

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35.6 km