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start is at 12:00 noon on Monday, April 17, 2000 approximate timings for lead runners
| |||
| Hopkinton | |||
| 0.0 mile | 12:00 noon | Hopkinton Common | 
|
| E. Main St | |||
| 2.0 mi | 12:09 pm | Ashland | 
|
| Union St [Rte 135] | |||
| 4.3 mi | 12:20 pm | Uphill | |
| 5.0 mi | 12:24 pm | Framingham | |
| Waverly St [Rte 135] | |||
| 6.6 mi | 12:32 pm | Framingham Ctr | |
| 7.4 mi | 12:36 pm | Natick | |
| W. Central St [Rte 135] | |||
| 10.1 mi | 12:49 pm | Natick Ctr | |
| E. Central St [Rte 135] | |||
| 11.7 mi | 12:57 pm | Wellesley | |
| Central St [Rte 135] | |||
| 12.4 mi | 1:00 pm | Wellesley College | |
| Washington St | |||
| 15.4 mi | 1:15 pm | Wellesley Hills | |
| 15.7 mi | 1:16 pm | Newton | |
| 16.6 mi | 1:21 pm | Rt 128 Crossing | |
| Commonwealth Ave | |||
| 17.5 mi | 1:25 pm | Newton Hills | |
| 20.6 mi | 1:40 pm | Heartbreak Hill (top) | |
| 21.0 mi | 1:42 pm | Boston College | |
| 21.2 mi | 1:43 pm | Boston | |
| 22.2 mi | 1:48 pm | Cleveland Circle | |
| Beacon St | |||
| 22.3 mi | 1:48 pm | Brookline | |
| 23.3 mi | 1:53 pm | Coolidge Corner | |
| 24.6 mi | 2:00 pm | Boston | |
| 25.3 mi | 2:03 pm | Kenmore Square | |
| Commonwealth Ave | |||
| Hereford St | |||
| Boylston St | |||
| 26.2 mi | 2:08 pm | Boston Public Library | |