53km through iconic Tuscan scenery — rolling hills, cypress trees, and medieval villages
Other trail races within 191 miles
A 53km loop through the 'Classic Valdorcia' — the most visually iconic section of the Tuscany Crossing route. Starting in Castiglione d'Orcia, the course climbs to the Rocca di Tentennano fortress (the race landmark), drops to the thermal town of Bagno Vignoni, continues through San Quirico d'Orcia and the Gladiator film location landscapes near Pienza, then rolls through Monticchiello before returning via the panoramic Via Agogna. Despite the seemingly gentle Tuscan terrain, constant undulation and full sun exposure on open gravel roads make this a genuine test. Awards 2 ITRA points and is listed on the UTMB Index.
Suitable for first-timers
Castiglione d'Orcia, Siena, ItalyApril 17, 2027
Tuscany Crossing 53K is a loop trail race in Castiglione d'Orcia, Siena, Italy, held on April 17, 2027. The course covers 53 km, climbs 1,495 m, and has a 10h cutoff.


| Location | km | Elevation | Cutoff | Crew | Drop bags |
|---|---|---|---|---|---|
Start Start | 0.0 | 527 m | — | ||
Vitaleta Aid Station | 15.0 | 363 m | — | ||
Monticchiello Aid Station | 28.0 | 470 m | — | ||
Gallina Aid Station | 44.0 | 315 m | 8h30m2:30 PM | ||
Water Point Resource | 50.0 | 355 m | — | ||
Finish Finish | 53.0 | 527 m | 10h4:00 PM |
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.
No crew rules specified
Course is highly exposed on open gravel roads and hillsides; heat and UV exposure significant on warm April days.
April rainfall can make dirt roads and river crossings unpredictable; course conditions vary significantly year to year.
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