Winthrop High School - Class of 1999 Alumni
Join thousands of alumni from Winthrop High School and the Class of 1999. Reconnect with classmates, photos, yearbooks, upcoming reunions.
Varsity Football Schedule 2026-27
09/10 vs Essex North Shore Agricultural & Tech
09/17 vs Northeast Metro RVT
09/24 vs Pentucket Regional
10/07 vs Saugus
10/15 vs St. Mary’s
10/22 vs Swampscott
10/29 vs Salem
11/25 vs Revere
09/17 vs Northeast Metro RVT
09/24 vs Pentucket Regional
10/07 vs Saugus
10/15 vs St. Mary’s
10/22 vs Swampscott
10/29 vs Salem
11/25 vs Revere
Upcoming Class of 1999 Reunions
Browse past reunion events and photos for your class here.Past Class of 1999 Reunions
Browse past reunion events and photos for your class here.Class Yearbook
View past yearbooks
Connect with Class of 1999 Classmates
Nearby Winthrop Classmates
Class of 1997
6 classmates have joined
Class of 1998
13 classmates have joined
Class of 2000
5 classmates have joined
Class of 2001
5 classmates have joined