Historical snapshots based on data from available timetables.
| Ashley Falls | Sheffield, Massachusetts | Station Info |
| Boardmans Bridge | New Milford, Connecticut | Station Info |
| Botsford | Newtown, Connecticut | Station Info |
| Bridgeport | Bridgeport, Connecticut | Station Info |
| Brookfield | Brookfield, Connecticut | Station Info |
| Brookfield Junction | Brookfield, Connecticut | Station Info |
| Canaan | North Canaan, Connecticut | Station Info |
| Cornwall Bridge | Cornwall, Connecticut | Station Info |
| Falls Village | Canaan, Connecticut | Station Info |
| Flanders | Kent, Connecticut | Station Info |
| Gaylordsville | New Milford, Connecticut | Station Info |
| Glendale | Stockbridge, Massachusetts | Station Info |
| Great Barrington | Great Barrington, Massachusetts | Station Info |
| Hawleyville Junction | Brookfield, Connecticut | Station Info |
| Housatonic | Great Barrington, Massachusetts | Station Info |
| Hurlburt | Lee, Massachusetts | Station Info |
| Iron Works | Stockbridge, Massachusetts | Station Info |
| Kelloggs | Sheffield, Massachusetts | Station Info |
| Kent | Kent, Connecticut | Station Info |
| Lee | Lee, Massachusetts | Station Info |
| Lenox | Lenox, Massachusetts | Station Info |
| Lime Rock | Canaan, Connecticut | Station Info |
| Long Hill | Trumbull, Connecticut | Station Info |
| Lyons | Bridgeport, Connecticut | Station Info |
| Maltbys | Canaan, Connecticut | Station Info |
| New Milford | New Milford, Connecticut | Station Info |
| Newtown | Newtown, Connecticut | Station Info |
| Niagara | Lenox, Massachusetts | Station Info |
| Parlor Rock | Trumbull, Connecticut | Station Info |
| Pepper Crossing | Monroe, Connecticut | Station Info |
| Pine Grove | Canaan, Connecticut | Station Info |
| Pittsfield | Pittsfield, Massachusetts | Station Info |
| Rising Siding | Great Barrington, Massachusetts | Station Info |
| Sheffield | Sheffield, Massachusetts | Station Info |
| Signal Station 201 | Newtown, Connecticut | Station Info |
| Stepney | Monroe, Connecticut | Station Info |
| Still River | New Milford, Connecticut | Station Info |
| Stockbridge | Stockbridge, Massachusetts | Station Info |
| Trumbull | Trumbull, Connecticut | Station Info |
| Van Deusenville | Great Barrington, Massachusetts | Station Info |
| West Cornwall | Cornwall, Connecticut | Station Info |
| Woodrow | Kent, Connecticut | Station Info |
| Yukon | Lenox, Massachusetts | Station Info |
| Station | Mile |
|---|---|
| Bridgeport | |
| Lyons | 1.6 |
| Trumbull | 5.3 |
| Long Hill | 8.0 |
| Parlor Rock | 8.5 |
| Stepney | 10.1 |
| Pepper Crossing | 12.2 |
| Botsford | 14.7 |
| Newtown | 19.1 |
| Signal Station 201 | 21.9 |
| Hawleyville Junction | 24.4 |
| Brookfield Junction | 25.9 |
| Brookfield | 28.1 |
| Still River | 32.5 |
| New Milford | 34.8 |
| Boardmans Bridge | 37.2 |
| Gaylordsville | 41.7 |
| Woodrow | 44.0 |
| Kent | 47.6 |
| Flanders | 51.1 |
| Cornwall Bridge | 56.2 |
| West Cornwall | 60.3 |
| Lime Rock | 64.8 |
| Falls Village | 66.4 |
| Maltbys | 68.8 |
| Pine Grove | 69.9 |
| Canaan | 72.1 |
| Ashley Falls | 74.6 |
| Sheffield | 78.3 |
| Kelloggs | 81.1 |
| Great Barrington | 84.2 |
| Van Deusenville | 86.9 |
| Rising Siding | 88.1 |
| Housatonic | 88.9 |
| Iron Works | 89.8 |
| Glendale | 91.6 |
| Stockbridge | 93.1 |
| Hurlburt | 95.0 |
| Lee | 99.0 |
| Niagara | 101.1 |
| Lenox | 102.3 |
| Yukon | 105.4 |
| Pittsfield | 109.8 |
No timetable data available for the selected route and year.