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Bike touring routes & trails
Italy
Tuscany
Arezzo
Terranuova Bracciolini

Loro Ciuffenna and Castelfranco di Sopra Loop

Moderate

5.0

(2)

35

riders

Loro Ciuffenna and Castelfranco di Sopra Loop

02:05

32.2km

360m

Cycling

This moderate 20.0-mile (32.2 km) touring cycling loop from Terranuova explores the beautiful villages of Loro Ciuffenna and Castelfranco di

Last updated: February 26, 2026

Waypoints

A

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Parking

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1

8.38 km

Loro Ciuffenna Historic Village and Waterfalls

Highlight • Settlement

Recognized as one of the most beautiful villages in Italy by the homonymous association, Loro Ciuffenna has ancient roots and is perched on the Ciuffenna river. Picturesque, absolutely worth a visit, it has various churches and bridges that allow you to glimpse waterfalls and mills.

Translated by Google •

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2

10.5 km

Montemarciano is located on the Setteponti road, the ancient Etruscan-Roman Cassia Vetus road.
In the parish church dedicated to Santa Lucia and San Apollinare, the architrave of the thirteenth-century church is walled up in the entrance. Of particular interest 400 meters from the town of Montemarciano on the Setteponti road is the oratory of the Madonna delle Grazie built in 1522, surrounded by a portico with cross vaults. At the entrance door there is a frescoed lunette with a Madonna and child from the early seventeenth century; inside there are two seventeenth-century altars and a fresco of the fifteenth century believed to be a youthful work by Masaccio: The Madonna Enthroned between San Michele and San Giovanni Battista (from the site of the Municipality of Terranuova Bracciolini).
It was the site of two ancient hospitals for pilgrims, dedicated to Sant'Angelo and San Martino. Initially under the lordship of the Pazzi family, the castle was occupied by the Florentine troops in 1288 and from 1313 it came under the definitive control of Florence. The community of Montemarciano was also included in the so-called "third of Loro" within the Podesta office of Terranuova and had its own municipal council, complete with a rector to be appointed every six months. Regulated by the statutes of the municipality was also the feast of May 8 in honor of San Michelagnolo; the feast that is still celebrated today was then dedicated to the Madonna delle Grazie. Of the ancient fortified wall remains Porta Campana, traces of the walls and the Etruscan arch through which a paved road led to the castle of the "Cave", the current road grafted onto the one that crosses the town along its length, was instead built in 1918 starting from the point where there was an ancient tabernacle with paintings, on the sides of Christ on the cross, of San Rocco and San Sebastiano.

Translated by Google •

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3

18.0 km

San Salvatore Abbey in Soffena

Highlight • Religious Site

One of the many pearls of the Valdarno on the Setteponti road that leads from Florence to Arezzo through beautiful villages rich in history.

Translated by Google •

Tip by

4

32.1 km

Historic center of Terranuova Bracciolini

Highlight • Historical Site

The center of Terranuova still has a clearly visible layout of a medieval walled land and inside it preserves a remarkable artistic heritage. Wandering through the narrow and straight streets of the town allows you to retrace the path that makes up the grid of the original urban structure, come across the churches of the peoples who came to live here in the fourteenth century, and admire the palaces of the nobles from Terranovesi from the Renaissance period.
The visit to the historic center can start from the Ganghereta Church located between the current via Mazzini and via Fazia, on which it has the façade; Then, taking via Mazzini up to the intersection with via Concini, you will find the Church of Pernina, today of the Misericordia. Via Concini is one of the roads that have been best preserved and that have less suffered the passage of the front during the Second World War, continuing towards the south, in fact, there is the Palazzo Concini, home of the historic Terranuovese family, the Hospice of the Friars of Verna and, at the crossroads of via Ricasoli, the Chiesa dei Mori. Always following via Ricasoli you will arrive at the Church of the Well, a few meters from the Benedictine Oratory and its Cloister located in via Fazia. Going along this road again to the intersection with Via Garibaldi, you arrive at Piazza della Repubblica, where on the north side you can see the Archpriesthood of Santa Maria Bambino, and on the east side the modern municipal building. Crossing the square towards Viale Piave is located, close to the walls, the new council chamber obtained from the now deconsecrated church of the White Veste, and, just outside the walls, the modern Church of Santa Maria Nova, designed by Mario Botta.
To conclude, we recommend a walk along the main street, via Roma, to discover the facades of the ancient noble palaces such as Palazzo Inghirami.

Translated by Google •

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32.2 km

End point

Parking

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Way Types & Surfaces

Way Types

26.9 km

4.52 km

795 m

< 100 m

Surfaces

27.1 km

3.29 km

1.06 km

709 m

< 100 m

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Elevation

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Highest point (350 m)

Lowest point (130 m)

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Weather

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Tuesday 12 May

22°C

10°C

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Frequently Asked Questions

What type of bike is recommended for the Loro Ciuffenna and Castelfranco di Sopra cycling loop?

This route is primarily suited for touring bicycles. While mostly paved, some sections might be unpaved, so a bike capable of handling varied surfaces is beneficial. Road bikes can manage, but caution is advised on any unpaved segments.

What is the terrain like on this cycling loop?

The terrain is mostly paved, offering a smooth ride for much of the route. However, be prepared for some potentially unpaved sections that add a mild adventurous element. The loop involves approximately 360 meters of elevation gain, so expect some climbs and descents through the picturesque Tuscan countryside.

Where can I park to start the Loro Ciuffenna and Castelfranco di Sopra cycling loop?

The loop starts from Terranuova Bracciolini. You can typically find parking within the historic center of Terranuova Bracciolini or in designated parking areas nearby. Public transport options to Terranuova Bracciolini are also available if you prefer not to drive.

What are the main highlights or villages to visit on this loop?

The route takes you through two of Italy's 'Most Beautiful Villages': Loro Ciuffenna Historic Village and Waterfalls and Castelfranco di Sopra. Other notable stops include the Oratory of the Madonna delle Grazie and Porta Campana, Montemarciano, the San Salvatore Abbey in Soffena, and the Historic center of Terranuova Bracciolini.

Is this cycling route dog-friendly?

While the route itself is outdoors, specific rules for dogs may apply in the villages or certain attractions. Generally, dogs are welcome on leashes in public outdoor spaces. Always be mindful of local regulations and ensure your dog is comfortable with cycling alongside you for the duration of the moderate-difficulty loop.

Are there any permits or entrance fees required for this area?

No specific permits or entrance fees are required to cycle this route, which passes through the Area Naturale Protetta di Interesse Locale Le Balze del Valdarno. However, individual attractions or museums within the villages might have their own entrance fees.

What is the best time of year to cycle this route?

The best time to cycle this route is during the spring (April-May) and autumn (September-October) when the weather is mild and the Tuscan countryside is at its most beautiful. Summers can be hot, especially in July and August, making early morning or late afternoon rides preferable if cycling during those months.

Does this cycling route connect with other official trails?

Yes, this route incorporates sections of several official trails. Notably, about 23% of the route follows the EuroVelo 7 - Sun Route - part Italy 2. Smaller segments also overlap with the Sentiero dell'Acqua Zolfina and the Ciclovia dell'Arno, among others.

Are there places to eat or drink along the way?

Yes, you'll find cafes, restaurants, and shops in the charming villages along the route, particularly in Loro Ciuffenna, Castelfranco di Sopra, and Terranuova Bracciolini. These are great spots to refuel and enjoy local Tuscan cuisine.

Is the Loro Ciuffenna and Castelfranco di Sopra loop suitable for beginners?

This loop is classified as moderate. While it's accessible for various skill levels, a good level of fitness is recommended due to its duration (around 2 hours) and the approximately 360 meters of elevation gain. Beginners with some cycling experience and a reasonable fitness level should be able to complete it, but might find some climbs challenging.

What kind of scenery can I expect while cycling this route?

You can expect breathtaking views of the Tuscan countryside, characterized by verdant hillsides, vineyards, and charming medieval villages. The route offers a blend of natural beauty and historical architecture, with highlights like Loro Ciuffenna's colorful buildings, ancient Etruscan stone houses, and dramatic gorges.

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