| Heritage Trail | 0.44 km | 25.8% | 113 m | Cat. 4 |
| Hazel Hill | 0.35 km | 30% | 104 m | Cat. 4 |
| Normandy Village | 1.03 km | 6.4% | 66 m | N/A |
| Normandy Village | 2.04 km | 3.2% | 66 m | N/A |
| Celebrate Virginia | 1.68 km | 3.7% | 61 m | N/A |
| Gratitude Trail (Blue Difficulty) | 1.44 km | 4.1% | 58 m | N/A |
| Canal Path | 1.17 km | 5% | 58 m | N/A |
| Fall Hill Avenue | 1.02 km | 5.7% | 60 m | N/A |
| Lafayette Boulevard | 1.67 km | 3.3% | 56 m | N/A |
| Celebrate Virginia | 0.89 km | 6% | 53 m | N/A |
| Forest Village | 0.82 km | 6.4% | 52 m | N/A |
| Virginia Central Railway Trail | 1.03 km | 4.7% | 48 m | N/A |
| Celebrate Virginia | 0.69 km | 6.9% | 48 m | N/A |
| Celebrate Virginia | 0.86 km | 5.5% | 47 m | N/A |
| Maryes Heights | 4.99 km | 0.9% | 43 m | N/A |
| Celebrate Virginia | 1.13 km | 3.8% | 43 m | N/A |
| Fall Quarry Run Trail (Blue Difficulty) | 0.65 km | 6.5% | 42 m | N/A |
| Mary Washington Boulevard | 0.8 km | 5.2% | 42 m | N/A |
| Big Bill Trail (Black Difficulty) | 0.35 km | 11.3% | 40 m | N/A |
| Pool Pass Trail (Black Difficulty) | 0.33 km | 11.8% | 39 m | N/A |
| Monolith Trail (Blue Difficulty) | 0.46 km | 8.3% | 38 m | N/A |
| Normandy Village | 0.82 km | 4.4% | 41 m | N/A |
| Normandy Village | 0.9 km | 4% | 36 m | N/A |
| Pool Pass Trail (Black Difficulty) | 0.23 km | 15.3% | 37 m | N/A |
| Celebrate Virginia | 0.31 km | 10.9% | 34 m | N/A |
| Braehead Woods | 0.53 km | 6.4% | 34 m | N/A |
| Celebrate Virginia | 0.35 km | 9.6% | 34 m | N/A |
| Maryes Heights | 2.07 km | 1.6% | 34 m | N/A |
| Fall Quarry Run Trail (Blue Difficulty) | 3.6 km | 0.9% | 32 m | N/A |
| Braehead Woods | 0.63 km | 5.1% | 32 m | N/A |
| Confederate Ridge | 0.77 km | 4.1% | 32 m | N/A |
| Monolith Trail (Blue Difficulty) | 1.57 km | 1.9% | 30 m | N/A |
| Virginia Central Railway | 0.81 km | 3.6% | 29 m | N/A |
| Hospitality Lane | 0.17 km | 16.7% | 28 m | N/A |
| Celebrate Virginia | 0.35 km | 8% | 28 m | N/A |
| Celebrate Virginia | 0.22 km | 12.3% | 27 m | N/A |
| Celebrate Virginia | 1.77 km | 1.5% | 27 m | N/A |
| Fall Quarry Run Trail (Blue Difficulty) | 1.32 km | 2% | 26 m | N/A |
| Hazel Hill | 0.95 km | 2.7% | 25 m | N/A |
| City View Lane | 0.49 km | 5% | 25 m | N/A |
| Gateway Boulevard | 0.48 km | 5.1% | 24 m | N/A |
| Celebrate Virginia | 3.51 km | 0.7% | 24 m | N/A |
| Beach Trail (Green Difficulty) | 1.25 km | 1.9% | 24 m | N/A |
| Celebrate Virginia | 0.53 km | 4.5% | 24 m | N/A |
| Celebrate Virginia | 3.39 km | 0.7% | 23 m | N/A |
| Villas at Snowden | 0.51 km | 4.5% | 25 m | N/A |
| Fall Quarry Run Trail (Blue Difficulty) | 5.56 km | 0.4% | 23 m | N/A |
| Westwood | 0.37 km | 6.1% | 23 m | N/A |
| Woodland Road | 0.45 km | 5% | 22 m | N/A |
| Gratitude Trail (Blue Difficulty) | 1.07 km | 2.1% | 22 m | N/A |
| Emancipation Highway | 0.42 km | 5.2% | 22 m | N/A |
| Celebrate Virginia | 4.13 km | 0.5% | 21 m | N/A |
| Maryes Heights | 0.72 km | 2.8% | 20 m | N/A |
| Idlewild Boulevard | 2.69 km | 0.7% | 18 m | N/A |
| Gratitude Trail (Blue Difficulty) | 0.41 km | 4.4% | 18 m | N/A |
| Maryes Heights | 0.26 km | 7% | 18 m | N/A |
| Celebrate Virginia | 0.72 km | 2.5% | 18 m | N/A |
| Maryes Heights | 0.19 km | 8.9% | 17 m | N/A |
| Braehead Woods | 0.33 km | 5.3% | 17 m | N/A |
| Maryes Heights | 0.31 km | 5.5% | 17 m | N/A |
| Black Oak Court | 0.54 km | 3.1% | 17 m | N/A |
| Cobblestone Square | 0.36 km | 4.7% | 17 m | N/A |
| Dishwasher Trail (Blue Difficulty) | 0.94 km | 1.7% | 16 m | N/A |
| Celebrate Virginia | 0.15 km | 10% | 15 m | N/A |
| Maryes Heights | 0.26 km | 5.8% | 15 m | N/A |
| Kings Mill | 1.26 km | 1.2% | 15 m | N/A |
| Celebrate Virginia | 0.18 km | 8.1% | 15 m | N/A |
| Cowan Crossing | 0.37 km | 3.9% | 15 m | N/A |
| Confederate Ridge | 0.67 km | 2.2% | 14 m | N/A |
| Celebrate Virginia | 0.56 km | 2.6% | 14 m | N/A |
| Westwood Drive | 0.15 km | 9.2% | 14 m | N/A |
| Black Oak Court | 0.78 km | 1.8% | 14 m | N/A |
| Naysayer Trail (Black Difficulty) | 1.49 km | 0.9% | 63 m | N/A |
| Emancipation Highway | 0.65 km | 2% | 13 m | N/A |
| Maryes Heights | 0.46 km | 2.7% | 13 m | N/A |
| Hazel Hill | 0.85 km | 1.4% | 12 m | N/A |
| Maryes Heights | 0.61 km | 1.8% | 11 m | N/A |
| Maryes Heights | 0.41 km | 2.4% | 10 m | N/A |
| Pins and Needles Trail (Blue Difficulty) | 1.43 km | 0.7% | 10 m | N/A |
| Fairview | 0.88 km | 0.9% | 8 m | N/A |
| Upper College Heights | 0.49 km | 1.6% | 8 m | N/A |
| Brulle | 0.16 km | 4.9% | 8 m | N/A |
| Kings Mill | 1.03 km | 0.7% | 8 m | N/A |
| Celebrate Virginia | 0.88 km | 0.8% | 7 m | N/A |
| Cowan Boulevard | 1.41 km | 0.5% | 7 m | N/A |
| Celebrate Virginia | 0.06 km | 10.3% | 6 m | N/A |
| Winchester | 2.28 km | 0.2% | 5 m | N/A |
| Hazel Hill | 0.3 km | 1.7% | 5 m | N/A |
| Celebrate Virginia | 1.27 km | 0.4% | 5 m | N/A |
| Princess Anne Street | 0.21 km | 2.4% | 5 m | N/A |
| Epiphany Trail (Blue Difficulty) | 1.55 km | 0.3% | 54 m | N/A |
| Campus Walk | 0.39 km | 1% | 5 m | N/A |
| Pins and Needles Trail (Blue Difficulty) | 0.32 km | 0.8% | 11 m | N/A |
| Celebrate Virginia | 1.35 km | 0.1% | 27 m | N/A |