| Climbing the High School | 0,92 mi | 194 ft | 4,0% |
| road bike rental party | 10,76 mi | 561 ft | 0,8% |
| Peekskill Hollow Rd to Rt 301 | 2,43 mi | 338 ft | 2,6% |
| Little Brother | 0,26 mi | 72 ft | 5,1% |
| Peekskill Hollow Climb at the end | 1,09 mi | 259 ft | 4,0% |
| Big Brother | 0,78 mi | 249 ft | 6,1% |
| The 301 Halfmile Hussle | 0,45 mi | -10 ft | -0,4% |
| Nichols St (W to E) | 1,06 mi | 180 ft | 1,6% |
| Nicols Street Climb | 0,41 mi | 177 ft | 7,9% |
| Nichols Hill | 0,31 mi | 174 ft | 10,2% |
| Bullet Hole (Carmel to Patterson) | 1,78 mi | 190 ft | 1,5% |
| Bullet Hole (Ice Pond to 164) | 1,32 mi | -266 ft | -3,8% |
| Cushman - Mooney Hill | 3,40 mi | 410 ft | 0,9% |
| Cushman - Mooney Hill climb | 2,34 mi | 410 ft | 3,3% |
| Fireside Ct Climb | 0,82 mi | 266 ft | 6,1% |
| Milltown Rd climb from 52 | 0,89 mi | 174 ft | 3,6% |
| 301 to top of Peekskill Hollow | 0,46 mi | 135 ft | 5,5% |
| Peekskill Hollow Rd - Rt 301 to Bryant Pond | 5,78 mi | -417 ft | -1,0% |
| Peekskill Hollow 301 to Gordon | 1,34 mi | -243 ft | -1,7% |
| PH to 301 | 1,98 mi | -259 ft | -1,4% |
| Peekskill Hollow southwest to Mill St | 8,77 mi | -489 ft | -0,8% |
| Peekskill Hollow Towards Peekskill | 11,28 mi | -623 ft | -0,8% |
| Peekskill hollow downhill to Adams corners. All out. | 8,12 mi | -463 ft | -1,1% |
| White Trash Ramble! | 1,75 mi | -62 ft | -0,7% |
| Love to Cindy and Wilma | 0,75 mi | 105 ft | 2,3% |
| Old Oregon Rd to Locus Ave | 1,83 mi | -62 ft | -0,3% |
| Locus to Frost Lane Via Division St | 1,15 mi | 56 ft | 0,8% |
| Matty's Climb Home | 0,32 mi | 161 ft | 9,4% |
