| SR420 --->NE | 0.96 mi | 128 ft | 2.5% |
| Castellina-Radda discesa | 4.47 mi | -764 ft | -3.2% |
| Ridge Road to Village Sign | 2.66 mi | -289 ft | -2.1% |
| La Croce discesa | 1.50 mi | -400 ft | -5.0% |
| inGamba Tours Galenda KOM | 1.41 mi | 397 ft | 5.3% |
| Casanova | 1.70 mi | 476 ft | 5.3% |
| Casanova (garbage cans) | 1.27 mi | 397 ft | 5.9% |
| Leaving Lecchi | 0.95 mi | -344 ft | -6.9% |
| Lecchi turnoff to Pianella bridge | 5.45 mi | -226 ft | -0.8% |
| Derek and JJ's awesome climb | 1.16 mi | 282 ft | 4.4% |
| Pianella to San Giovanni | 1.17 mi | 302 ft | 4.9% |
| San Giovanni to Ascarello | 4.14 mi | 292 ft | 0.2% |
| San Giovanni to Vignano | 3.54 mi | -279 ft | -0.2% |
| Staccatto mamma mia! | 0.83 mi | 174 ft | 3.9% |
| Strada Chiantigiana North to South | 0.60 mi | -135 ft | -4.2% |
| VIALE TOSELLI - ULTIMO TRATTO IN SALITA | 0.21 mi | 95 ft | 8.5% |
| Via Fiorentina | 0.93 mi | -36 ft | -0.0% |
| Siena(Montarioso)-Castellina(SP51) | 9.97 mi | 1,020 ft | 1.2% |
| Belvedere to Quercegrossa | 3.39 mi | -105 ft | -0.3% |
| QUERCEGROSSA - CASTELLINA BV CASTELLINA SCALO | 6.43 mi | 1,024 ft | 2.2% |
| Quercegrossa to Castellina in Chianti | 6.58 mi | 1,007 ft | 2.2% |
| Descent from Quercegrossa to Agriturismo | 0.63 mi | -236 ft | -6.8% |
| MOLINO QUERCEGROSSA - BIVIO LORNANO | 2.11 mi | 489 ft | 4.4% |
| Quercegrosa Climb from Flag to Finish Line | 4.97 mi | 971 ft | 3.7% |
| CROCE FIORENTINA (Castellina) da ponte dopo Quercegrossa | 5.11 mi | 1,001 ft | 3.7% |
| Castellina Stripe to Stripe | 4.85 mi | 961 ft | 3.8% |
| Quercegrossa to Fonterutoli | 3.00 mi | 810 ft | 5.1% |
| Castellina from south (Siena) climb | 4.78 mi | 994 ft | 3.9% |
| Affannoso inganno | 3.73 mi | 725 ft | 3.7% |
| Fonterutoli Castellina | 2.56 mi | 243 ft | 1.4% |
