151 waymarked trails starting within 60 km of Siena, by straight-line distance, closest first.
Radius from the municipality
25–48 of 151 walks
Tuscany · Castellina in Chianti
7.4 km2 h 15222 m upOut & back
Winery · 100 m in a straight lineOsteria · 12.4 km in a straight line
24 km from Siena in a straight line
Tuscany · Radicondoli
3.9 km1 hLoop
Winery · 7.6 km in a straight lineOsteria · 18.5 km in a straight line
Tuscany · Barberino Tavarnelle
5.3 km1 h 45211 m upLoop
Winery · 2.4 km in a straight lineOsteria · 14.7 km in a straight line
25 km from Siena in a straight line
Tuscany ·
6.4 km2 h184 m upOut & back
Winery · 2.3 km in a straight lineOsteria · 11.5 km in a straight line
Tuscany · Greve in Chianti
7.6 km2 hMostly flatAlmost a loop
Winery · 1.3 km in a straight lineOsteria · 14.3 km in a straight line
5.3 km2 h267 m upOut & back
Winery · 1.0 km in a straight lineOsteria · 13.0 km in a straight line
26 km from Siena in a straight line
7.9 km2 h 45381 m upOut & back
Winery · 3.4 km in a straight lineOsteria · 13.8 km in a straight line
4.1 km1 h 30184 m upOut & back
Winery · 1.8 km in a straight lineOsteria · 8.4 km in a straight line
6.6 km2 h 30393 m upOut & back
Winery · 3.1 km in a straight lineOsteria · 14.7 km in a straight line
27 km from Siena in a straight line
7.2 km2 h 15215 m upLoop
Winery · 1.3 km in a straight lineOsteria · 16.2 km in a straight line
28 km from Siena in a straight line
Tuscany · Chianti
8.0 km2 h 30235 m upLoop
Winery · ≤ 50 m in a straight lineOsteria · 12.9 km in a straight line
29 km from Siena in a straight line
6.7 km2 h 15257 m upLoop
Winery · 100 m in a straight lineOsteria · 17.9 km in a straight line
Tuscany · Volterra
6.7 km2 h 15276 m upLoop
Winery · 8.8 km in a straight lineOsteria · 14.2 km in a straight line
7.9 km2 h 45327 m upLoop
Winery · ≤ 50 m in a straight lineOsteria · 16.6 km in a straight line
30 km from Siena in a straight line
5.7 km1 h 45200 m upLoop
Winery · 100 m in a straight lineOsteria · 17.3 km in a straight line
3.9 km1 hAlmost a loop
Winery · 100 m in a straight lineOsteria · 19.1 km in a straight line
6.1 km1 h 45Loop
Winery · 800 m in a straight lineOsteria · 12.8 km in a straight line
7.4 km2 h 15201 m upOut & back
Winery · 500 m in a straight lineOsteria · 18.8 km in a straight line
Tuscany · Figline e Incisa Valdarno
7.4 km2 h 30306 m upOut & back
Winery · 3.6 km in a straight lineOsteria · 17.9 km in a straight line
31 km from Siena in a straight line
Tuscany · San Gimignano
5.1 km2 h 45484 m upOut & back
Winery · 2.0 km in a straight lineOsteria · 11.6 km in a straight line
33 km from Siena in a straight line
Tuscany · Pomarance
7.7 km2 h 15Loop
Osteria farther away · 20.4 km in a straight line
Tuscany · Montieri
4.5 km1 h 15Almost a loop
Osteria · 3.7 km in a straight line
3.3 km1 h91 m upLoop
Winery · 9.0 km in a straight lineOsteria · 18.3 km in a straight line
34 km from Siena in a straight line
7.4 km2 hAlmost a loop
Choose up to 3 trails