| God's Acre Hill Climb | 0,06 mi | 36 ft | 10,6% |
| Oenoke Main St. to Luke's Wood | 2,95 mi | 203 ft | 1,1% |
| Oenoke Ridge - West Rd to West Rd | 2,73 mi | 148 ft | 0,4% |
| W to Scotts Corners | 2,06 mi | 144 ft | 1,0% |
| West Rd to Country Club | 0,52 mi | 59 ft | 2,1% |
| Country Club to Turtle Back | 0,43 mi | 36 ft | 1,5% |
| Oenoke Sprint | 0,54 mi | 20 ft | 0,7% |
| Oneoke Ridge: Lukes Wood to West | 0,58 mi | -62 ft | -1,4% |
| Louise's Lane Climb | 0,17 mi | 26 ft | 2,6% |
| Westchester Ave: West to Trinity Pass | 0,90 mi | -85 ft | -1,1% |
| Pound Ridge Creek to Triangle | 1,93 mi | 243 ft | 2,2% |
| Rumplestiltskin to 121 | 4,36 mi | 246 ft | 0,1% |
| Rumplestiltskin | 1,30 mi | 256 ft | 3,7% |
| Westchester Ave climb to Parkers | 1,24 mi | 243 ft | 3,7% |
| Fancher-Nursery Climb | 1,08 mi | 184 ft | 3,1% |
| Pound Ridge Cemetary to Nursery | 0,81 mi | 157 ft | 3,2% |
| Descent of The Steps | 2,56 mi | -213 ft | -1,5% |
| Old Stone Hill to 121 | 1,83 mi | -131 ft | -0,8% |
| Sprint to the Old Post Stone Hill Stop | 0,57 mi | -43 ft | -1,1% |
| 121 to Martha Stewart's house | 2,44 mi | 72 ft | 0,6% |
| Pea Pond to Katonah Art Museum | 3,79 mi | -236 ft | -0,8% |
| Martha Stuart Turkey Dinner Sprint | 0,51 mi | 39 ft | 0,3% |
| The New Martha Stewart Turkey Dinner Sprint | 0,40 mi | 39 ft | 0,1% |
| First Goldens Bridge Rd. climb from 35 | 0,56 mi | 98 ft | 3,3% |
| Rt 22 - 35 to the Swan | 4,56 mi | 112 ft | 0,0% |
| Titicus Rd Hill | 0,46 mi | 128 ft | 5,2% |
| Titicus Reservoir | 3,15 mi | 151 ft | 0,9% |
| Titicus - 22 to Delancey | 2,76 mi | 128 ft | 0,9% |
| Norton Road Climb | 1,44 mi | 400 ft | 5,2% |
| 121/116 Climb to Keeler Ln | 0,65 mi | 121 ft | 3,5% |
| 116 to Ridgefield | 5,33 mi | 200 ft | 0,5% |
| Route 116 Wallace Rd to Mananasco Rd. | 1,76 mi | 128 ft | 0,9% |
| Hilltop to Prospect on 116 | 5,36 mi | 207 ft | 0,7% |
| Actual Titicus Road Climb | 0,73 mi | 128 ft | 3,2% |
| Catoonah to the fountain | 0,60 mi | 49 ft | 1,5% |
| Ridgefield to New Canaan | 9,45 mi | -545 ft | -1,1% |
| Rt. 35 to Elmwood via West Lane | 1,23 mi | 82 ft | 0,1% |
| Rt. 35 to Rt. 123 via West Lane and Elmwood | 3,52 mi | -194 ft | -0,3% |
| Elmwood from West to Lockwood | 1,76 mi | -157 ft | -1,4% |
| Recovery Road | 2,25 mi | -154 ft | -0,7% |
| Elmwood Sprint | 0,19 mi | 39 ft | 3,6% |
| Gasoline alley | 0,17 mi | 33 ft | 3,6% |
| 123 to NCCC | 3,09 mi | -118 ft | -0,6% |
| NY New Canaan border south to first stop light | 3,65 mi | -308 ft | -1,6% |
| NC Drag Strip (RT123: Border to Michigan) | 1,09 mi | -49 ft | -0,8% |
| NY-123 Border to Forest | 3,26 mi | -266 ft | -1,5% |
| Country Club to stop light | 1,60 mi | -256 ft | -3,0% |
