
All riders will start and end at the Greenwich Country Day School, in Greenwich, Connecticut, right at the foot of many beautiful semi-rural roads. Our ride takes advantage of these roads, which generally have light automotive traffic, broad shoulders and beautiful vistas.
The itinerary features 50 kilometer, 100 kilometer metric century and 100 mile century ride opportunities. All of the Climb participants will pedal the same route along the Westchester and Fairfield county border. Rest stops stocked with snacks and water will be located at 25 kilometer, 50 kilometer and 50 mile marks.
Check in opens at 7:00am and will close at 10:45am.
2009 Climb jerseys will be given to riders at Check-in. Food, water and ride snacks will be on hand on for everyone to begin their ride energized.
Please make sure your bicycle is in good working order with tires pumped up and ready to go.
| Miles | Turns | Description |
| 0.0 | Right | Out of GCDS onto Old Church Road |
| Straight | Becomes Fairfield Road | |
| 0.1 | Right | Onto North Street |
| Straight | Becomes Bedford Banksville Road | |
| Straight | Becomes Greenwich Road | |
| 11.8 | Right | Route 22 N (Old Post Road at this point) |
| Straight | Follow ALL signs to stay on Rt 22 N | |
| 15.6 | Rest Stop at John Jay Homestead | |
| 21.9 | Right | Rouge 116, Titicus Road |
| 25.7 | Left | June Road |
| 25.8 | Right | Rest Stop and Metric Century Turn-Around |
| Straight | Becomes N Salem Road | |
| Straight | Becomes Deans Corner Road | |
| 30.6 | Right | Route 22 - Follow ALL signs to stay on Rt 22 N |
| 40.5 | Right | Haviland Hollow Road |
| 43.1 | Left | State Route 37 |
| Straight | Becomes Greenwoods Hill Road | |
| 50.0 | Left | New Fairfield Rd - Rest Stop and Century Turn-Around |