| Harrison Street to Stop Sign | 1.88 mi | 131 ft | 1.3% |
| W&OD: Catoctin Circle to Dry Mill | 2.88 mi | 194 ft | 1.3% |
| Catoctin Circle to Top of Clark's Gap | 3.27 mi | 259 ft | 1.5% |
| W&OD from LCHS to Dry Mill | 2.67 mi | 194 ft | 1.4% |
| Leesburg Mountain | 2.33 mi | 167 ft | 1.4% |
| LC West | 2.50 mi | 190 ft | 1.4% |
| Rt 7 To Clark's Gap | 2.46 mi | 187 ft | 1.4% |
| W&OD Paeonian Springs to Hamilton | 1.74 mi | -108 ft | -1.2% |
| Paeonian Springs to Hamilton | 1.75 mi | -89 ft | -0.9% |
| 704 North from Charles Town Pike to Clarks Gap | 1.96 mi | 69 ft | 0.1% |
| Hamilton Station Rd - 9 to 662 | 1.92 mi | -75 ft | -0.3% |
| Taylorstown | 1.64 mi | 440 ft | 4.8% |
| Taylorstown from Loyalty to Top (No Downhill) | 1.21 mi | 410 ft | 6.4% |
| Taylorstown from Furnace Mountain Rd. | 0.90 mi | 361 ft | 7.5% |
| Stumptown | 1.82 mi | 348 ft | 3.1% |
| Stumptown to the top | 1.35 mi | 341 ft | 4.7% |
| Stumptown westbound descent | 1.36 mi | -220 ft | -3.0% |
| hamilton station climb from Clarks Gap | 0.19 mi | 72 ft | 7.2% |
| Hamilton Station Waterford to Rte 7 | 3.35 mi | 141 ft | 0.4% |
| Hamilton Station - first climb | 0.19 mi | 95 ft | 9.1% |
| Hamilton Station South - Clarks Gap to Rte 9 | 1.96 mi | 89 ft | 0.6% |
| Meadowlark / Irene Rd Eastbound | 2.55 mi | 230 ft | 0.9% |
| Climbing Irene | 0.69 mi | 59 ft | 1.6% |
| The Meadow Witch | 0.25 mi | 62 ft | 4.5% |
| Meadowlark - Full Climb East | 0.44 mi | 108 ft | 4.4% |
| Irene quick climb | 0.47 mi | 105 ft | 3.9% |
| Meadowlark Hill - Eastbound | 0.33 mi | 105 ft | 5.9% |
| Clark's Gap Downhill | 2.76 mi | -213 ft | -1.4% |
| Clarks Gap Downhill - no road crossing | 2.52 mi | -197 ft | -1.5% |
| A really safe segment that only an idiot would mark as unsafe from Clark's Gap to Catoctin | 2.91 mi | -210 ft | -1.4% |
| This segment has been flagged as hazardous. | 2.88 mi | -194 ft | -1.3% |
| Dry Mill to LCH | 2.85 mi | -187 ft | -1.2% |
| W&OD Dry Mill to LCHS | 2.75 mi | -197 ft | -1.3% |
| Favorite fast section back from the pavilion | 1.12 mi | -75 ft | -1.1% |
| S King Sprint | 1.23 mi | -98 ft | -1.5% |
| 7 overpass to Catoctin Cir | 0.49 mi | -52 ft | -1.9% |
| N. King St. from North St | 0.67 mi | -26 ft | -0.5% |
