Trail Running calendar near Castiglion Fiorentino 2025-2026

We have found 15 Trailruns within 80 kilometers of Castiglion Fiorentino. See below where and when you can find the races.

The Valdambra Trail will take place in Badia Agnano from Friday 10 October 2025 to Sunday 12 October 2025. You can run between 14 and 105 kilometers.

The EcoMaratona del Chianti Classico will take place in Castelnuovo Berardenga from Friday 17 October 2025 to Sunday 19 October 2025. You can run between 7 and 42 kilometers.

The Sagrantino Wine Trail will take place in Bevagna on Sunday 26 October 2025. You can run between 8 and 23 kilometers.

November 2025

The Trail del Cavatore will take place in Valtopina on Sunday 16 November 2025. You can run 15 kilometers.

December 2025

The Arezzo Wild Trail will take place in Arezzo on Sunday 7 December 2025. You can run between 13 and 42 kilometers.

January 2026

The Ronda Ghibellina will take place in Castiglion Fiorentino from Saturday 24 January 2026 to Sunday 25 January 2026. You can run between 9 and 67 kilometers.

February 2026

The Brunello Crossing will take place in Montalcino from Saturday 7 February 2026 to Sunday 8 February 2026. You can run between 13 and 45 kilometers.

March 2026

The Terre di Siena Ultramarathon will take place in Siena on Sunday 1 March 2026. You can run between 5 and 50 kilometers.

The Chianti Ultra Trail by Utmb will take place in Radda in Chianti from Thursday 19 March 2026 to Sunday 22 March 2026. You can run 75 kilometers.

April 2026

The Trail Alpe Della Luna will take place in Badia Tedalda on Sunday 12 April 2026.

The Tuscany Crossing will take place in Castiglione d'Orcia from Friday 17 April 2026 to Saturday 18 April 2026. You can run between 15 and 100 miles.

The Pasqua EcoTrail will take place in Montalcino from Friday 17 April 2026 to Saturday 18 April 2026. You can run between 19 and 19 kilometers.

May 2026

The Crete Senesi Ultra Marathon will take place in Rapolano Terme on Sunday 3 May 2026. You can run between 15 and 50 kilometers.

The Monte Catria Extreme Trail will take place in Serra Sant'Abbondio on Sunday 10 May 2026. You can run between 16 and 54 kilometers.

The Chianti Classico Marathon will take place in San Casciano in Val di Pesa on Sunday 10 May 2026. You can run between 22 and 47 kilometers.