| Station | Location | Railroad |
|---|---|---|
| Cross Street | Winchester, Massachusetts | Boston and Maine Corporation Boston and Maine Railroad Massachusetts Bay Transportation Authority |
| Wedgemere | Winchester, Massachusetts | Boston and Maine Corporation Boston and Maine Railroad Massachusetts Bay Transportation Authority |
| Winchester | Winchester, Massachusetts | Boston and Maine Corporation Boston and Maine Railroad |
| Winchester Center | Winchester, Massachusetts | Massachusetts Bay Transportation Authority |
| Winchester Centre | Winchester, Massachusetts | Massachusetts Bay Transportation Authority |
| Winchester Highlands | Winchester, Massachusetts | Boston and Maine Railroad |