| Old North Bridge | Middlesex, MA | 4.3 miles | SW |
| Old North Bridge | Middlesex, MA | 4.3 miles | SW |
| South Bridge | Middlesex, MA | 5.1 miles | SW |
| Central Bridge | Middlesex, MA | 8.4 miles | NE |
| Hunts Falls Bridge | Middlesex, MA | 8.4 miles | NE |
| Ouelette Bridge | Middlesex, MA | 8.8 miles | NE |
| Sherman Bridge | Middlesex, MA | 9.3 miles | SW |
| Sherman Bridge | Middlesex, MA | 9.3 miles | SW |
| Pierces Bridge | Middlesex, MA | 9.7 miles | SE |
| Tyngsboro Bridge | Middlesex, MA | 10.7 miles | NW |
| Old Town Bridge | Middlesex, MA | 10.9 miles | SW |
| Medford Pipe Bridge (historical) | Middlesex, MA | 14.8 miles | SE |
| O'Leary Bridge | Essex, MA | 15.1 miles | NE |
| Casey Bridge | Essex, MA | 15.4 miles | NE |
| Eliot Bridge | Suffolk, MA | 15.5 miles | SE |
| Duck Bridge | Essex, MA | 15.6 miles | NE |
| Anderson Bridge | Middlesex, MA | 16 miles | SE |
| Larz Anderson Bridge | Middlesex, MA | 16 miles | SE |
| O'Reilly Bridge | Essex, MA | 16.1 miles | NE |
| Echo Bridge | Middlesex, MA | 16.2 miles | SE |
| Runnells Bridge | Hillsborough, NH | 16.2 miles | NW |
| John W Weeks Pedestrian Bridge | Middlesex, MA | 16.2 miles | SE |
| Western Avenue Bridge | Suffolk, MA | 16.5 miles | SE |
| Cambridge Street Bridge | Suffolk, MA | 16.6 miles | SE |
| River Street Bridge | Middlesex, MA | 16.6 miles | SE |
| Western Avenue Bridge | Middlesex, MA | 16.6 miles | SE |
| Taylor Falls Bridge | Hillsborough, NH | 16.8 miles | NW |
| Maiden Bridge | Suffolk, MA | 17.2 miles | SE |
| Boston University Bridge | Middlesex, MA | 17.3 miles | SE |
| Boston University Bridge | Suffolk, MA | 17.3 miles | SE |
| Prison Point Bridge (historical) | Suffolk, MA | 17.9 miles | SE |
| Harvard Bridge | Suffolk, MA | 17.9 miles | SE |
| Boylston Street Bridge | Suffolk, MA | 18 miles | SE |
| Canal Bridge (historical) | Suffolk, MA | 18.1 miles | SE |
| Longfellow Bridge | Suffolk, MA | 18.2 miles | SE |
| Warren Bridge (historical) | Suffolk, MA | 18.3 miles | SE |
| M J Tobin Memorial Bridge | Middlesex, MA | 18.4 miles | SE |
| Leonard P Zakim Bunker Hill Bridge | Suffolk, MA | 18.4 miles | SE |
| Leverett Circle Connector Bridge | Suffolk, MA | 18.4 miles | SE |
| Mystic River Bridge | Suffolk, MA | 18.4 miles | SE |
| Charles River Bridge (historical) | Suffolk, MA | 18.5 miles | SE |
| Lagoon Bridge | Suffolk, MA | 18.8 miles | SE |
| Thunder Bridge | Essex, MA | 19.4 miles | NE |
| Chelsea Bridge | Suffolk, MA | 19.4 miles | SE |
| Lyons Bridge | Norfolk, MA | 19.5 miles | SE |
| Northern Avenue Bridge | Suffolk, MA | 19.5 miles | SE |
| Summer Street Bridge | Suffolk, MA | 19.5 miles | SE |
| Congress Street Bridge | Suffolk, MA | 19.5 miles | SE |
| Baxters Bridge (historical) | Suffolk, MA | 19.5 miles | SE |
| Evelyn Moakley Bridge | Suffolk, MA | 19.5 miles | SE |
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