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Trail Running Calendar near Montalcino 2026-2027

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Explore the top trail runs near Montalcino for 2026-2027! We've gathered 5 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
4
Su

Montepulciano Run

Road Race Urban Trail 7 km 15 km 30 km
Montepulciano Run
December 2026
Dec
20
Su

Scalata ai Presepi

Trail Run 6 km
February 2027
Feb
20-21
Sa - Su

Brunello Crossing

Trail Run 14 km 18 km 24 km 45 km
Multi-distance event in Montalcino with competitive races of 45 km, 24 km, 14 km and a 17.5 km non-competitive walk.
April 2027
Apr
16-17
Fr - Sa

Tuscany Crossing

Trail Run UTMB 50K/100M ITRA 2–6 15 km 53 km 103 km 161 km
Trail running across the Val d’Orcia in April with multiple distance options and countryside, villages and thermal sites along the route.
May 2027
May
2
Su

Crete Senesi Ultra Marathon

Trail Run 15 km 30 km 50 km
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