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Routes
Road cycling routes
Italy
Tuscany
Pisa
Volterra

Volterra and Casole d'Elsa Ring Route

Routes
Road cycling routes
Italy
Tuscany
Pisa
Volterra

Volterra and Casole d'Elsa Ring Route

Hard

33

riders

Volterra and Casole d'Elsa Ring Route

05:16

96.9km

1,980m

Road cycling

This difficult 60.2-mile (96.9 km) road cycling loop from Volterra offers challenging climbs and stunning Tuscan countryside views.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

6.96 km

View of Volterra and the Surrounding Hills

Highlight • Viewpoint

Beautiful hilly landscape, varied and sunny (hot in summer) serpentine road with a lot of traffic and Volterra always in view.

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2

8.96 km

Imposing and staged sculptures by the artist MAURO STACCIOLI.

Modern art created in 2009 for the "luoghi d'esperienza" exhibition - an open-air museum.

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3

60.7 km

Monteguidi

Highlight • Settlement

Fraction of the municipality of Casole d'Elsa, a typical Tuscan village on top of a hill, just what one expects in these places.

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60.8 km

Acqua potabile

Public Water Fountain

5

71.2 km

Casole d'Elsa

Highlight • Settlement

Like many places in Tuscany, Casole d'Elsa is located on the top of a hill. It is clearly visible from afar and easily recognizable from the battlements of the fortress tower.

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6

79.5 km

Torre di Montescudaio

Highlight • Monument

Remains of an ancient tower that dominate a breathtaking panorama.

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7

94.7 km

Medici Fortress of Volterra

Highlight • Historical Site

The old Medici fortress of Volterra, Fortezza Medicea, is now a prison for criminals. Those who were sentenced to at least 7 years, so quite "heavy boys". So it may …

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B

96.9 km

End point

Parking

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Way Types & Surfaces

Way Types

49.7 km

46.3 km

980 m

< 100 m

Surfaces

93.7 km

3.26 km

< 100 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 (610 m)

Lowest point (70 m)

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Weather

Powered by Foreca

Thursday 28 May

30°C

16°C

47 %

Additional weather tips

Max wind speed: 10.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete this road cycling loop?

This challenging road cycling loop usually takes around 5 hours and 15 minutes to complete. However, your actual time may vary depending on your fitness level and how often you stop to enjoy the views or visit towns.

Is this road cycling loop suitable for beginners?

No, this loop is classified as 'difficult' and requires a very good level of fitness. It features significant elevation gains, including a demanding climb into Volterra, and is best suited for experienced road cyclists.

Where is the best place to park and start this cycling loop?

The loop starts and ends in Volterra, making it a convenient starting point. You can find parking in or around Volterra, which is well-equipped for visitors. Specific parking areas can be found near the town's main entrances.

What kind of scenery and terrain can I expect on this route?

You'll experience quintessential Tuscan vistas, with rolling hills, olive groves, vineyards, and cypress-lined country roads. The terrain is predominantly hilly, with generally well-paved surfaces, though some sections might be unpaved. Expect challenging climbs and rewarding descents, including a 'fantastic and almost interminable descent' back towards the start.

What is the best time of year to ride this loop?

The best time to ride this loop is typically during the spring (April-May) and autumn (September-October) when the weather is milder and the Tuscan landscape is at its most beautiful. Summers can be very hot, and winters may bring colder temperatures and less predictable conditions.

What can I see along the route?

The route offers numerous points of interest. You'll enjoy a View of Volterra and the Surrounding Hills, pass by the Mauro Staccioli Sculptures at Castelsangimignano, and cycle through charming settlements like Monteguidi and Casole d'Elsa. Other highlights include the Torre di Montescudaio and the historic Medici Fortress of Volterra.

Does the trail intersect other well-known paths?

Yes, this route briefly intersects with several other paths. You'll find sections that overlap with the Dolce campagna, antiche mura 22, Dolce campagna, antiche mura 23, Via Francigena Mare - itinerario principale, and the Volterra Urban Trekking routes, among others.

Is this road cycling loop dog-friendly?

While the route is primarily for road cycling, dogs are generally not recommended for this type of strenuous and long-distance activity. If you plan to bring a dog, ensure they are accustomed to long rides and can be safely transported or kept on a leash during stops in towns.

Do I need a permit or pay an entrance fee for this route or the Riserva Naturale Foresta di Berignone?

No, you do not need a specific permit or to pay an entrance fee to cycle this loop or to pass through the Riserva Naturale Foresta di Berignone. Access to the roads and the natural reserve is generally free for cyclists.

Are there places to stop for refreshments or supplies along the way?

Yes, the route passes through several towns, including Monteguidi and Casole d'Elsa, where you can find cafes, restaurants, and shops to refuel and resupply. Volterra itself also offers plenty of options before and after your ride.

What should I bring for this challenging road cycling trip?

Given the difficulty and length, you should bring plenty of water, energy snacks, a repair kit (spare tubes, pump, tire levers), appropriate cycling attire for varying weather, sun protection, and a fully charged phone. A GPS device or a downloaded map of the route is also highly recommended.

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