Trail race calendar in Tuscany 2026
Cypress hills, vineyards and medieval villages: Tuscany is the friendliest face of Italian trail running, with the Chianti Ultra Trail by UTMB in March and the 100 miles of the Tuscany Crossing in Val d'Orcia.
Calendar updated October 2026
Photo: Anna.Massini / Wikimedia Commons (CC BY-SA 4.0) / Unsplash(opens in a new tab)For cold and dark miles
Headlamp, thermal layer and a good watch: what matters when daylight runs short.
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Upcoming races: 2026 calendar
3 upcoming races
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For your vertical km
Poles, grippy shoes and a light vest for a 1,000 m climb.
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For a short race
Shoes, socks and sun protection: just what you need to run fast.
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For a mid-distance race
Shoes, vest and hydration for 21-42 km without suffering.
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For a long race
Vest, headlamp and nutrition for all those hours in the mountains.
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For your ultra
A watch with battery to spare, a powerful headlamp and poles: the gear that can't fail.
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Share this view(opens in a new tab)Essential gear for trails in this area
Most-bought gear for running in jan.

Buff
Buff Thermonet
Thermal tubular Buff with Primaloft technology. Traps body heat, ultralight and versatile: hat, neck gaiter, headband. Ideal for high mountain.

Petzl
Petzl Actik Core
Rechargeable 600-lumen headlamp with the Core battery included. Compatible with AAA batteries. Red mode to preserve night vision. Ideal for ultras with night sections.

Petzl
Petzl Iko Core
Ultralight 79 g headlamp with AIRFIT headband and rear battery to distribute weight. 500 lumens with rechargeable Core battery (2h30 at max power, 9h at 100 lumens, 100h in reserve mode). Compatible with AAA batteries. Ideal for night ultras where weight on the head matters.

Nitecore
Nitecore NU25
Ultralight 56 g headlamp with 400 lumens and up to 45 hours of runtime in low mode. USB-C charging, dual beam (wide and spot) and an auxiliary red light that does not dazzle while running. A very competitive entry-level weight option for those who do not need maximum power.
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Gear up for the mountains
The right gear makes the difference on race day. Our comparison guides to choose well.
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Races by area
Races in Chianti Classico
Races in Val D Orcia
Races in Otras
Race map
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About the region Tuscany
“Cypresses, clay and 100 miles through vineyards”
Key facts about the region
2.054 m
Monte Prado, Tuscany's highest peak
123 km
UTCC 120: the Chianti ultra, with a direct Western States ticket
UNESCO
Val d'Orcia, World Heritage Site
3
Races
10 – 161 km
Distance range
400 – 5,720 D+
Elevation range
Jan – Apr
Race months
Difficulty
Terrain
Tuscan trail running is a chain of farm tracks between vineyards, chestnut woods and eroded clay ridges. The climbing is not extreme (races sit around 3,000-5,000 m D+ over 100 km), but the terrain is demanding: mud in the rain, slippery clay and long sun-exposed stretches. Inland, Monte Amiata and Pratomagno add real mountain; in the northwest, the Apuan Alps bring rock, marble and brutal gradients.
Key areas
Climate & best season
March and April are the ideal window: mild temperatures (8-18 °C), green hills and the two big dates of the calendar. May and June already bite in the middle of the day and afternoon storms are common in the Apennines. July and August are tough for daytime running; September and October bring back the best balance.
Trail culture
Tuscany has turned its postcard landscape into a top-level trail circuit: the Chianti Ultra Trail by UTMB opens the European season in March, starting and finishing among castles and wineries, and the Tuscany Crossing takes 100 miles to Val d'Orcia in April. Here racing is lived like a meal: pasta, wine and a long table afterwards, with a very active local club scene in Florence, Siena and Arezzo.
Iconic races in the region






















