A 100-mile overnight odyssey through the UNESCO Val d'Orcia's rolling Tuscan hills
Other trail races within 191 miles
A 161km loop through the Val d'Orcia UNESCO World Heritage Site, departing Friday evening and running through sunset, night, and dawn to finish in Castiglione d'Orcia on Saturday. The course covers three distinct zones: the wine country above Montalcino (home of Brunello wine) with the Abbey of Sant'Antimo; the classic Tuscan landscapes near Pienza and San Quirico d'Orcia; and the wilder mountain terrain climbing to 1,050m at Vivo d'Orcia. The semi-autonomous route follows the famous white gravel roads of the Val d'Orcia (strade bianche), forest singletrack, and village paths, with multiple river crossings and passages through medieval towns. A GPS tracker is provided to all 100-mile participants.
Experienced ultrarunners
Castiglione d'Orcia, Siena, ItalyApril 17, 2026
Tuscany Crossing 100 Miles is a loop trail race in Castiglione d'Orcia, Siena, Italy, held on April 17, 2026. The course covers 161 km, climbs 5,607 m, and has a 34h cutoff.


| Location | km | Elevation | Cutoff | Crew | Drop bags |
|---|---|---|---|---|---|
Start Start | 0.0 | 520 m | — | ||
Poggio Grande Aid Station | 12.0 | 502 m | — | ||
Torrenieri Aid Station | 25.0 | 241 m | — | ||
Montalcino Aid Station | 35.0 | 521 m | — | ||
Castelnuovo dell'Abate Aid Station | 46.0 | 302 m | — | ||
Castiglione d'Orcia Aid Station | 58.0 | 543 m | 11h40m4:40 AM +1 | ||
Vitaleta Aid Station | 71.0 | 325 m | 14h30m7:30 AM +1 | ||
Monticchiello Aid Station | 86.0 | 486 m | 17h10:00 AM +1 | ||
Gallina Aid Station | 101.0 | 292 m | 21h2:00 PM +1 | ||
Campiglia d'Orcia Aid Station | 113.0 | 733 m | 23h10m4:10 PM +1 | ||
Bagni San Filippo Aid Station | 120.0 | 509 m | — | ||
Vivo d'Orcia Aid Station | 129.0 | 967 m | 27h15m8:15 PM +1 | ||
Poggio Rosa Aid Station | 144.0 | 666 m | 30h30m11:30 PM +1 | ||
Capanno Caccia Aid Station | 151.0 | 211 m | 31h10m12:10 AM +2 | ||
Finish Finish | 161.0 | 520 m | 34h3:00 AM +2 |
Aid station details for this race are still being filled in. Cutoffs and access rules come from the race’s own published information and can change — check the official race details before planning around them.
Sign in for race-day weather at every station, points of interest, segment-by-segment analysis, pacing, and to save this race to your calendar.
Free dormitory gymnasium available in Castiglione d'Orcia for participants (opens Friday 17 April at 4pm, closes Sunday 19 April at 10am). Various hotels, agritourism farmhouses, and B&Bs nearby in Castiglione d'Orcia, San Quirico d'Orcia, and surrounding villages.
Mid-April conditions in Val d'Orcia shift rapidly — 0-8°C at night rising to 15-20°C midday. Sudden rain and wind possible on exposed ridge sections.
Course is highly exposed on open gravel roads and hillsides; significant sun and UV exposure during daytime sections.
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