| Kingdom Bridge | Litchfield, CT | 2.4 miles | SW |
| Gilbert Bridge | Litchfield, CT | 3.6 miles | NW |
| Mill Pond Bridge | Litchfield, CT | 4.9 miles | SW |
| Moore Bridge | Litchfield, CT | 7.1 miles | NW |
| Perry Bridge | Hartford, CT | 8.3 miles | SE |
| Spoonville Bridge | Hartford, CT | 9.2 miles | NE |
| Pequabuck Bridge | Hartford, CT | 12.2 miles | SE |
| Sheeps Bridge (historical) | Hartford, CT | 13.1 miles | SE |
| Gurney Bridge | Hartford, CT | 13.8 miles | SE |
| Pierce Bridge | Hartford, CT | 14.7 miles | SE |
| Bissell Bridge | Hartford, CT | 15.4 miles | SE |
| Bulkeley Bridge | Hartford, CT | 15.6 miles | SE |
| Founders Bridge | Hartford, CT | 15.8 miles | SE |
| Dexter Cuffin Junior Bridge | Hartford, CT | 15.9 miles | NE |
| Charter Oak Bridge | Hartford, CT | 16.6 miles | SE |
| Folly Bridge | Hartford, CT | 17.1 miles | SE |
| Reynolds Bridge | Litchfield, CT | 17.6 miles | SW |
| Enfield Bridge (historical) | Hartford, CT | 17.7 miles | NE |
| Hortons Bridge | Hampden, MA | 17.9 miles | NE |
| Beech Swamp Bridge | Hartford, CT | 18.1 miles | SE |
| William Putnam Memorial Bridge | Middlesex, CT | 18.8 miles | SE |
| Frost Bridge | Litchfield, CT | 19.6 miles | SW |
| Kirby Bridge | Hartford, CT | 22.1 miles | SE |
| North End Bridge | Hampden, MA | 22.5 miles | NE |
| Memorial Bridge | Hampden, MA | 22.7 miles | NE |
| Dutchers Bridge | Litchfield, CT | 23.7 miles | NW |
| Arrigoni Bridge | Middlesex, CT | 26 miles | SE |
| Covered Bridge | Berkshire, MA | 26.4 miles | NW |
| Robinson Bridge | Hampden, MA | 27.2 miles | NE |
| Old Covered Bridge | Berkshire, MA | 27.6 miles | NW |
| Salem Bridge | New Haven, CT | 27.9 miles | SW |
| Fuller Bridge | Litchfield, CT | 30.5 miles | SW |
| Minor Bridge | Litchfield, CT | 31.5 miles | SW |
| Pine Bridge | New Haven, CT | 32.4 miles | SW |
| Parker Bridge | Tolland, CT | 32.6 miles | SE |
| Gaylord Bridge | Litchfield, CT | 33 miles | SW |
| Bulls Bridge Covered Bridge | Litchfield, CT | 33.2 miles | SW |
| Boardmans Bridge | Litchfield, CT | 33.6 miles | SW |
| Old Comstock Bridge | New London, CT | 33.6 miles | SE |
| Lovers Leap Bridge | Litchfield, CT | 34 miles | SW |
| Mansfield Bridge | New Haven, CT | 34.2 miles | SE |
| Broad Street Bridge | New Haven, CT | 34.7 miles | SW |
| Tuttle Bridge (historical) | New Haven, CT | 35.7 miles | SE |
| Black Grocery Bridge | Columbia, NY | 35.8 miles | NW |
| Leonards Bridge | New London, CT | 35.9 miles | SE |
| Chesborough Bridge | Tolland, CT | 36.2 miles | SE |
| Fays Bridge | Hampden, MA | 36.4 miles | NE |
| Towns Bridge | New Haven, CT | 37.4 miles | SE |
| Sherman Bridge | Fairfield, CT | 37.8 miles | SW |
| East Haddam Bridge | Middlesex, CT | 38.2 miles | SE |
|