Highwood High School - Class of 1999 Alumni

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

Varsity Football Schedule 2026-27

08/28 vs Shields Valley
09/04 vs Noxon
09/11 vs Bridger
09/18 vs Lavina
09/26 vs North Toole
10/09 vs North Star
10/14 vs Big Sandy

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.

Highwood '99 Apparel

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

Class Yearbook

View past yearbooks

Connect with Class of 1999 Classmates

Tyson Severin

Briana Johnson

Nearby Highwood Classmates