Briarcliff High School - Class of 1999 Alumni, Briarcliff Manor NY

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

Varsity Football Schedule 2026-27

09/03 vs Horace Greeley
09/09 vs Pearl River
09/17 vs Pelham
09/25 vs Putnam Valley
10/02 vs Hendrick Hudson
10/08 vs Tappan Zee
10/15 vs Hastings
10/22 vs Sleepy Hollow

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.

Briarcliff '99 Apparel

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

Class Yearbook

View past yearbooks

Connect with Class of 1999 Classmates

Valeria Naylor

Nearby Briarcliff Classmates

Class of 1997

2 classmates have joined

View Class of 1997 Alumni

Class of 1998

4 classmates have joined

View Class of 1998 Alumni

Class of 2000

3 classmates have joined

View Class of 2000 Alumni

Class of 2001

4 classmates have joined

View Class of 2001 Alumni