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Trail Running Calendar Toscana 2026-2027

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Explore the best trail runs in Toscana for 2026-2027! Our updated list features 40 exciting trail runs across the region. Find your next trail run in Toscana below and join the trail community at these great events!

October 2026
Oct
18
Su

Piglione Trail

Trail Run 7 km 19 km 36 km 56 km
Piglione Trail
Oct
24-25
Sa - Su

Inferno Mud Run

Obstacle Run 3 km 6 km 12 km
Inferno Mud Run
Oct
25
Su

Sticciano Saliscendi Run

Trail Run 9 km
Oct
30-31
Fr - Sa

Trail Del Cinghiale

Trail Run Walk 13 km 20 km 100 km
November 2026
Nov
1
Su

UTR Monte Morello Skyrun

Trail Run 22 km
UTR Monte Morello Skyrun
Nov
8
Su

Urban Trail Aurelia Antica

Urban Trail 7 km
Nov
15
Su

Corri Nella Riserva

Trail Run 10 km
December 2026
Dec
8
Tu

Corsa dell'Olio

Trail Run
Dec
13
Su

Arezzo Wild Trail

Trail Run Walk 13 km 23 km Marathon
Dec
13
Su

Argentario Trail

Trail Run 10 km 24 km
Dec
20
Su

Scalata ai Presepi

Trail Run 6 km
January 2027
Jan
30-31
Sa - Su

Ronda Ghibellina

Trail Run Walk 14 km 16 km ... 46 km 70 km
Ronda Ghibellina
February 2027
Feb
20-21
Sa - Su

Brunello Crossing

Trail Run Walk 14 km 18 km 24 km 45 km
Feb
28
Su

Terre di Siena Ultramarathon

Trail Run 6 km 18 km 32 km 50 km
March 2027
Mar
18
Th

Chianti Ultra Trail by Utmb

Trail Run 10 km 20 km ... 73 km 123 km
Chianti Ultra Trail by Utmb
Mar
29
Mo

Trail degli Antichi Lavatoi

Trail Run Walk 5 km 10 km 20 km
Trail degli Antichi Lavatoi
April 2027
Apr
11-17
Su - Sa

Elbe Trail Challenge

Trail Run Walk 13 km 18 km 19 km Half Marathon
Apr
16-17
Fr - Sa

Tuscany Crossing

Trail Run Walk 15 km 53 km 103 km 161 km
May 2027
May
2
Su

Crete Senesi Ultra Marathon

Trail Run Walk 15 km 30 km 50 km
May
9
Su

Chianti Classico Marathon

Trail Run Walk 22 km 47 km
Chianti Classico Marathon
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