| Rhinecliff Road W to River Road | 1.16 mi | -75 ft | -0.9% |
| Rhinecliff West - Mill St to River Rd | 1.12 mi | -92 ft | -0.9% |
| Rhinebeck Kill Descent | 0.38 mi | -92 ft | -4.4% |
| Garden 2 Astor Mini Climb | 0.33 mi | 23 ft | 1.2% |
| River Road: Rhinecliff Road to Astor Drive | 1.03 mi | 62 ft | 0.7% |
| Escape From Rhinebeck | 2.62 mi | 98 ft | 0.5% |
| River Rd Northbound Climb to Lower Hook Rd | 0.33 mi | 66 ft | 3.7% |
| River Road: Lower Hook to 199 | 0.55 mi | -36 ft | -0.9% |
| LOWER HOOK TO STP 199 | 0.53 mi | -39 ft | -1.1% |
| barrytown | 2.36 mi | -43 ft | -0.1% |
| River Road: 199 to Rokeby Road | 1.07 mi | -39 ft | -0.2% |
| poet-bard | 2.98 mi | -49 ft | -0.2% |
| River Road: Rokeby Road to Barrytown Road | 1.07 mi | 33 ft | 0.0% |
| River Road: Barrytown Road to Annandale Road | 0.98 mi | -56 ft | -0.4% |
| WHALESBACK EAST | 0.93 mi | 7 ft | 0.1% |
| Rockafeller Yeller | 1.17 mi | -7 ft | -0.1% |
| Rose Hill Climb | 0.35 mi | 315 ft | 16.9% |
| Feller Newmark West | 0.70 mi | 121 ft | 3.2% |
| Crestwood Rd (N to S) | 0.85 mi | -82 ft | -0.3% |
| Yantz Rd. Southbound | 1.75 mi | 135 ft | 1.4% |
| Pells Stone Church to Cedar Heights | 1.29 mi | -43 ft | -0.4% |
| Cedar Wey | 1.22 mi | -85 ft | -0.9% |
| Wey Rd Drop | 0.88 mi | -125 ft | -2.3% |
| Old Post Road: Hook to Mt. Rutsen | 1.49 mi | 39 ft | 0.2% |
| Old Post Run (Hook to Tator Hill) | 1.32 mi | 26 ft | 0.0% |
| Old Post to peak of hill before hospital | 0.39 mi | -36 ft | -0.1% |
| Montgomery St.: Old Post to Rte. 9 | 0.66 mi | 56 ft | 0.8% |
| Montgomery St: Bridge to Astor Dr | 0.41 mi | 52 ft | 2.4% |
