| W&OD: Nokes/Pacific to Claiborne | 4.35 mi | 69 ft | 0.1% |
| Sterling parking to Ashburn Rd. | 3.32 mi | 75 ft | 0.3% |
| Pacific to Smith Switch | 1.39 mi | -56 ft | -0.1% |
| Gravel and Dirt Part II | 2.65 mi | 62 ft | 0.3% |
| W&OD Trail (Loudoun County Pkwy to Old Ashburn Rd) | 2.56 mi | 56 ft | 0.3% |
| Smith-BB | 1.92 mi | 66 ft | 0.4% |
| Smith to Part | 1.93 mi | 66 ft | 0.4% |
| Smith's Switch Rd to Ashburn Rd (BBQ) | 1.92 mi | 62 ft | 0.4% |
| Smith Switch to BBQ (Ashburn Rd) | 1.85 mi | 79 ft | 0.5% |
| W&OD Trail (Smiths Switch to Old Ashburn Rd) | 1.87 mi | 69 ft | 0.5% |
| Smi-Swi to BBQ | 1.82 mi | 69 ft | 0.4% |
| Ashburn Rd Incline from Switchback on WOD | 1.51 mi | 62 ft | 0.8% |
| Ashburn Hill | 1.40 mi | 56 ft | 0.7% |
| Ashburn Village Rd (Under Bridge) to BBQ | 0.86 mi | 26 ft | 0.6% |
| W&OD Ashburn Rd to Claiborne | 1.01 mi | -26 ft | -0.1% |
| BBQ to Belmont Ridge | 1.90 mi | -36 ft | -0.0% |
| W&OD: Ashburn Rd to 659 | 1.84 mi | -33 ft | 0.0% |
| W&OD: Claiborne to Route 7 | 6.94 mi | 207 ft | 0.2% |
| Trailside to P-Ville | 15.89 mi | 371 ft | 0.3% |
| Belmont Ridge Rd, Ashburn, VA to Purcellville, VA | 15.19 mi | 384 ft | 0.3% |
| Belmont Ridge to Catoctin | 4.26 mi | 59 ft | 0.0% |
| W&OD: 659 to Cochran Mill | 1.18 mi | -52 ft | -0.7% |
| Belmont to Lawson | 3.22 mi | -59 ft | -0.1% |
| W&OD : BRR to Lawson | 3.20 mi | -56 ft | -0.2% |
| Belmont Ridge to Harrison Road | 11.42 mi | 413 ft | 0.3% |
| W&OD: 659 to Lawson | 3.10 mi | -49 ft | -0.1% |
| Cochran Mill Rd Incline | 0.72 mi | 79 ft | 2.1% |
| W&OD: Cochran Mill to Lawson | 2.05 mi | 46 ft | 0.3% |
| Cochran Mill to Purcellville | 12.39 mi | 453 ft | 0.6% |
| Long Climb Leesburg - Clark's gap | 6.31 mi | 377 ft | 1.1% |
| Under the Bypass | 0.29 mi | -30 ft | -0.6% |
| Shorty | 0.13 mi | 10 ft | 0.7% |
| Test Segment 1.20.332 Do not mark as unsafe. Mgmt. | 4.15 mi | 262 ft | 1.2% |
| Prospect Dr Sw Climb | 0.36 mi | 13 ft | 0.0% |
| Harrison St. to Clarke's Gap Climb | 4.25 mi | 312 ft | 1.4% |
| 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% |
| W&OD Hamilton to Purcellville | 3.70 mi | 115 ft | 0.5% |
| Purcellville WOD Climb | 1.41 mi | 102 ft | 1.2% |
| 709 To Belkin Pike | 1.08 mi | 92 ft | 1.6% |
| W&OD: Ivandale to 287 | 1.09 mi | 98 ft | 1.7% |
| TECC TDF Challenge Green Jersey points | 0.81 mi | 79 ft | 1.7% |
| E Loudoun Valley Dr Climb | 0.31 mi | 315 ft | 19.3% |
