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Ranking
Toughest climbs -
Hardest
Most popular
Hardest
Steepest
Longest
Elevation gain
Highest
Hairpins
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1
1
2
3
4
...
7
51
La Bertesca from Le Fontanelle
7 km
4.6%
198
Done
Bucket list
3
52
Castellina in Chianti via Pietrafitta
7.6 km
4.4%
196
Done
Bucket list
3
53
Castello di Brolio from Pianella
8 km
3.6%
196
Done
Bucket list
3
54
Strappo di Lucignanello Southeast
1.1 km
11.2%
194
Done
Bucket list
3
55
Montepulciano via Via Antica Chiusina
5 km
5.5%
194
Done
Bucket list
3
56
Salto di Poggio d'Arno from Asciano
3 km
5.1%
189
Done
Bucket list
3
5.0
(1)
57
Radiconcoli Southwest
4.5 km
6%
189
Done
Bucket list
3
58
Passo del Raspatoio via Fontazzi
5.7 km
5.1%
188
Done
Bucket list
3
59
Ciciano via Colordesoli
1.5 km
10.4%
184
Done
Bucket list
3
60
Salita di Coltibuono from Gaiole in Chianti
7.1 km
4.8%
180
Done
Bucket list
3
61
Salita di Coltibuono from Molinlungo
10.3 km
3.5%
175
Done
Bucket list
3
62
Passo dell'Incrociati from Pievescola
6.2 km
4.4%
174
Done
Bucket list
3
63
Passo dell'Incrociati from Sovicille
5.7 km
4.7%
170
Done
Bucket list
3
3.0
(1)
64
Via di Collalto from Rigaiolo
6.5 km
4.1%
169
Done
Bucket list
3
65
Pievasciata via Geggiano
4.8 km
4.7%
169
Done
Bucket list
3
66
Montauto from Lucignano d’Arbia
3.2 km
4.8%
165
Done
Bucket list
3
67
L'Imposto Southwest
1.8 km
9%
165
Done
Bucket list
3
68
Salita di Ama via Lecchi
3.7 km
6.4%
165
Done
Bucket list
3
69
Grotti Alto from Bagnaia
3.6 km
4.8%
163
Done
Bucket list
3
5.0
(1)
70
Vagliagli via Corsignano
6.7 km
4.1%
163
Done
Bucket list
3
71
San Gimignano from Poggio Muleti
3.3 km
6.1%
162
Done
Bucket list
3
72
Poggio Macinaio via San Lorenzo a Merse
5.5 km
5.1%
160
Done
Bucket list
3
73
Passo di Celsa via Arnano
7.2 km
4.3%
159
Done
Bucket list
3
74
Rigomagno via Via della Croce
1 km
11.7%
159
Done
Bucket list
3
75
Poggio della Croce East
2.1 km
8.1%
159
Done
Bucket list
3
76
Via di Collalto via San Gimignanello
8.1 km
3.3%
157
Done
Bucket list
3
77
Castelmuzio via Via della Trove
1.4 km
10.1%
157
Done
Bucket list
3
78
Poggiolo via Strada del Poggiolo
1 km
10.5%
157
Done
Bucket list
3
79
Castellina in Chianti from Quercegrossa
10 km
3.3%
156
Done
Bucket list
3
2.0
(1)
80
Poggio ai Cieli
1.3 km
10.1%
156
Done
Bucket list
3
81
Lucignano d'Asso
1.6 km
7.6%
152
Done
Bucket list
3
82
Casole d'Elsa from Villa San Giovanni
2.9 km
6.8%
151
Done
Bucket list
3
83
Montepulciano from Gracciano
5.4 km
4.6%
148
Done
Bucket list
4
84
Pievasciata from Pianella
4.9 km
4.4%
147
Done
Bucket list
4
85
Tegoia from Sovicille
4.2 km
5.6%
145
Done
Bucket list
4
86
Via San Donato via Cimitero di Montorio
0.8 km
11.6%
144
Done
Bucket list
4
87
Bellavista via Strada Provinciale di Radicondoli
3.4 km
5.9%
143
Done
Bucket list
4
88
Monteguidi from Ponte di Fiume Cecina
4 km
5.7%
142
Done
Bucket list
4
89
Salita di Campocoli via Torrita di Siena
6.6 km
4%
141
Done
Bucket list
4
90
Montauto from Asciano
1.8 km
6.6%
137
Done
Bucket list
4
4.0
(1)
91
Salita di Coltibuono from La Villa
5.2 km
4.6%
131
Done
Bucket list
4
92
Passo del Raspatoio via Crevole
2.9 km
6.3%
131
Done
Bucket list
4
93
Poggio al Vento from Casa Molini
3.9 km
4.8%
131
Done
Bucket list
4
94
Strada di Colle Pinzuto from Strada di Pieve a Bozzone
2.3 km
4.9%
130
Done
Bucket list
4
95
Villa a Sesta via La Pagliaia
3.6 km
4.7%
129
Done
Bucket list
4
96
Colle Petroso from San Giusto in Salcio
7.9 km
3.3%
127
Done
Bucket list
4
97
L'Imposto from Le Potatine
1.7 km
7.5%
127
Done
Bucket list
4
98
Poggio Pitte from San Gimignano
4.1 km
4.8%
127
Done
Bucket list
4
99
Colle Ciupi
2.7 km
6%
126
Done
Bucket list
4
100
Castello di Brolio from Osteria della Passeria
5.6 km
3.8%
125
Done
Bucket list
4
4.0
(1)
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