| Arthur Smith Covered Bridge | Franklin, MA | 5.1 miles | NE |
| Burkeville Covered Bridge | Franklin, MA | 6.4 miles | SE |
| Pumping Station Covered Bridge | Franklin, MA | 6.6 miles | NE |
| Bissell Covered Bridge | Franklin, MA | 6.8 miles | NW |
| Stillwater Bridge | Franklin, MA | 7.5 miles | SE |
| Florida Bridge | Berkshire, MA | 11.5 miles | NW |
| Florida Bridge | Franklin, MA | 11.5 miles | NW |
| Sunderland Bridge | Franklin, MA | 12 miles | SE |
| French King Bridge | Franklin, MA | 12.8 miles | SE |
| Green River Covered Bridge | Windham, VT | 12.8 miles | NE |
| Schell Bridge | Franklin, MA | 16.6 miles | NE |
| Creamery Covered Bridge | Windham, VT | 19.1 miles | NE |
| Ashuelot Bridge | Cheshire, NH | 20.3 miles | NE |
| Medburyville Bridge | Windham, VT | 20.9 miles | NW |
| Williamsville Covered Bridge | Windham, VT | 24 miles | NE |
| West Dummerston Covered Bridge | Windham, VT | 24.2 miles | NE |
| Walley Bridge | Berkshire, MA | 24.3 miles | NW |
| Moody Bridge | Berkshire, MA | 25.2 miles | NW |
| Coombs Bridge | Cheshire, NH | 25.9 miles | NE |
| State Bridge | Cheshire, NH | 26.6 miles | NE |
| Calvin Coolidge Bridge | Hampshire, MA | 27.8 miles | SE |
| West Swanzey Bridge | Cheshire, NH | 28.2 miles | NE |
| Sacketts Brook Stone Arch Bridge | Windham, VT | 28.3 miles | NE |
| Carleton Bridge | Cheshire, NH | 29.8 miles | NE |
| East Putney Brook Stone Arch Bridge | Windham, VT | 30.3 miles | NE |
| Sawyers Crossing Bridge | Cheshire, NH | 30.5 miles | NE |
| Scott Covered Bridge | Windham, VT | 31.2 miles | NE |
| Robinson Bridge | Hampden, MA | 32 miles | SE |
| Silk Road Covered Bridge | Bennington, VT | 32.7 miles | NW |
| Simpsonville Stone Arch Bridge | Windham, VT | 32.9 miles | NE |
| Paper Mill Village Bridge | Bennington, VT | 33.2 miles | NW |
| Hortons Bridge | Hampden, MA | 33.2 miles | SW |
| West Townshend Stone Arch Bridge | Windham, VT | 33.6 miles | NE |
| Ware-Hardwick Covered Bridge | Hampshire, MA | 33.6 miles | SE |
| Henry Covered Bridge | Bennington, VT | 33.9 miles | NW |
| North End Bridge | Hampden, MA | 34.5 miles | SE |
| Memorial Bridge | Hampden, MA | 35.4 miles | SE |
| Fays Bridge | Hampden, MA | 38.3 miles | SE |
| Chiselville Covered Bridge | Bennington, VT | 38.3 miles | NW |
| Gilsum Stone Arch Bridge | Cheshire, NH | 38.7 miles | NE |
| Hall Covered Bridge | Windham, VT | 39.4 miles | NE |
| Kidder Covered Bridge | Windham, VT | 40 miles | NE |
| First Connecticut River Bridge | Cheshire, NH | 40 miles | NE |
| Arlington Green Covered Bridge | Bennington, VT | 42.6 miles | NW |
| Worrall Covered Bridge | Windham, VT | 43 miles | NE |
| Buskirks Covered Bridge | Washington, NY | 43.1 miles | NW |
| Prentiss Bridge | Sullivan, NH | 43.2 miles | NE |
| Worralls Covered Bridge | Windham, VT | 43.6 miles | NE |
| Enfield Bridge (historical) | Hartford, CT | 43.7 miles | SE |
| McDermott Bridge | Sullivan, NH | 44.3 miles | NE |
|