| Old Town Bridge | Essex, MA | 4.3 miles | NE |
| Rocks Bridge | Essex, MA | 5.1 miles | NW |
| Bates Bridge | Essex, MA | 5.3 miles | NW |
| Whittier Memorial Bridge | Essex, MA | 5.6 miles | NE |
| Choate Bridge | Essex, MA | 7.2 miles | SE |
| Rowley Bridge | Essex, MA | 9.1 miles | SW |
| Thunder Bridge | Essex, MA | 9.9 miles | SW |
| Queens Bridge | Rockingham, NH | 10.9 miles | NW |
| O'Reilly Bridge | Essex, MA | 11.1 miles | SW |
| Mile Bridge | Rockingham, NH | 11.3 miles | NE |
| Essex River Causeway | Essex, MA | 11.5 miles | SE |
| Duck Bridge | Essex, MA | 11.8 miles | SW |
| Casey Bridge | Essex, MA | 12.2 miles | SW |
| O'Leary Bridge | Essex, MA | 12.5 miles | SW |
| Blynman Drawbridge | Essex, MA | 16.5 miles | SE |
| Bourne Bridge | Barnstable, MA | 17.4 miles | SE |
| Buchanan Bridge | Essex, MA | 18.6 miles | SW |
| The Bridge Causeway | Essex, MA | 18.7 miles | SE |
| Hunts Falls Bridge | Middlesex, MA | 20.2 miles | SW |
| Central Bridge | Middlesex, MA | 20.4 miles | SW |
| Ouelette Bridge | Middlesex, MA | 20.8 miles | SW |
| Fox Hill Bridge | Essex, MA | 21.2 miles | SW |
| General Edwards Bridge | Essex, MA | 21.8 miles | SW |
| Memorial Bridge | Rockingham, NH | 24.1 miles | NE |
| Packers Falls Bridge | Strafford, NH | 24.1 miles | NW |
| Memorial Bridge | York, ME | 24.2 miles | NE |
| Maine New Hampshire Bridge | York, ME | 24.4 miles | NE |
| Maine-New Hampshire Bridge | Rockingham, NH | 24.4 miles | NE |
| Medford Pipe Bridge (historical) | Middlesex, MA | 25.2 miles | SW |
| Tyngsboro Bridge | Middlesex, MA | 25.5 miles | SW |
| General Sullivan Bridge | Rockingham, NH | 25.6 miles | NE |
| Chelsea Bridge | Suffolk, MA | 25.9 miles | SW |
| Taylor Falls Bridge | Hillsborough, NH | 26 miles | NW |
| Scammel Bridge | Strafford, NH | 26.2 miles | NE |
| Pierces Bridge | Middlesex, MA | 26.2 miles | SW |
| M J Tobin Memorial Bridge | Middlesex, MA | 26.3 miles | SW |
| Mystic River Bridge | Suffolk, MA | 26.3 miles | SW |
| Maiden Bridge | Suffolk, MA | 26.4 miles | SW |
| Prison Point Bridge (historical) | Suffolk, MA | 27.5 miles | SW |
| Charles River Bridge (historical) | Suffolk, MA | 27.5 miles | SW |
| Warren Bridge (historical) | Suffolk, MA | 27.6 miles | SW |
| Leonard P Zakim Bunker Hill Bridge | Suffolk, MA | 27.6 miles | SW |
| Leverett Circle Connector Bridge | Suffolk, MA | 27.6 miles | SW |
| Canal Bridge (historical) | Suffolk, MA | 27.8 miles | SW |
| Longfellow Bridge | Suffolk, MA | 28.2 miles | SW |
| Evelyn Moakley Bridge | Suffolk, MA | 28.4 miles | SW |
| John W Weeks Pedestrian Bridge | Middlesex, MA | 28.4 miles | SW |
| Northern Avenue Bridge | Suffolk, MA | 28.4 miles | SW |
| Eliot Bridge | Suffolk, MA | 28.5 miles | SW |
| Larz Anderson Bridge | Middlesex, MA | 28.5 miles | SW |
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