Poughkeepsie High School - Class of 1999 Alumni

Join thousands of alumni from Poughkeepsie High School and the Class of 1999. Reconnect with classmates, photos, yearbooks, upcoming reunions.

Varsity Football Schedule 2026-27

09/03 vs Roosevelt
09/09 vs Highland
09/17 vs Wallkill
09/25 vs O'Neill
10/08 vs Monticello
10/15 vs Spackenkill
10/22 vs Beacon
10/30 vs Red Hook

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.

Poughkeepsie '99 Apparel

Browse our apparel store for a wide range of Pioneers gear, from t-shirts and hoodies, to caps and accessories.

Class Yearbook

View past yearbooks

Recently joined '99 Classmates

Ronell Johnson
Class of 1999

Connect with Class of 1999 Classmates

Christopher Ferrante Christopher Ferrante

Kathleen Dougherty

Diane Cividanes

Julienne Williams

Nearby Poughkeepsie Classmates

Class of 1997

7 classmates have joined

View Class of 1997 Alumni

Class of 1998

13 classmates have joined

View Class of 1998 Alumni

Class of 2000

16 classmates have joined

View Class of 2000 Alumni

Class of 2001

19 classmates have joined

View Class of 2001 Alumni