Employees at the Boston Public Library have placed thousands of yearbooks from Massachusetts high schools online. The images are all being posted on Archive.org. The yearbooks already digitized include about 140 Massachusetts cities and towns.
Remembering those old pictures might strike fear into the hearts of many, but as historical documents, yearbooks can’t be beat.
NOTE: MyHeritage also has a large collection of U.S. yearbooks at https://www.myheritage.com/research/category-10010/yearbooks. The description for each of these web sites states that not all Massachusetts yearbooks are in their collections. There are missing volumes in each collection. For instance, I just looked for a friend’s Massachusetts high school yearbook on Archive.org and found it was missing while the same yearbook was found on MyHeritage.com.
If you don’t find what you are looking for in one online yearbook collection, I’d suggest you try the other collection.