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September 2026
Sunday Monday Tuesday Wednesday Thursday Friday Saturday
Sunday, August 30
Monday, August 31
Tuesday, September 1
Staff Development Day
All Day
Staff Development Day
All Day
Staff Development Day
All Day
Staff Development Day
All Day
Last Day to Register for September ACT (with Late Fee)
All Day
Last Day to Register for September ACT (with Late Fee)
All Day
JV Volleyball JV Girls Volleyball vs Cuba Rushford
-
Olean High Gym
Varsity Volleyball Varsity Girls Volleyball vs Cuba Rushford
-
Olean High Gym
Wednesday, September 2
Staff Development Day
All Day
Staff Development Day
All Day
Staff Development Day
All Day
Staff Development Day
All Day
OHS Calendar OHS Open House
-
Thursday, September 3
Varsity Girls Tennis Girls Varsity Tennis @ Falconer
-
Falconer
Varsity Boys Soccer Boys Varsity Soccer @ Dunkirk Tournament vs Westfield
-
Dunkirk
JV Volleyball JV Girls Volleyball @ Portville
-
Portville
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving vs Salamanca
-
OIMS Pool
Varsity Volleyball Varsity Girls Volleyball @ Portville
-
Portville
Friday, September 4
Varsity Football Varsity Football vs Pioneer
-
Bradner Stadium
OHS Calendar OHS Pep Band/Football Game
-
Bradner Stadium
Saturday, September 5
Boys Varsity Soccer @ Dunkirk Tournamnet
All Day
Dunkirk
Boys Varsity Soccer @ Dunkirk Tournamnet
All Day
Dunkirk
Modified Girls Soccer Girls Modified Soccer vs Allegany-Limestone
-
OIMS Grass Field
Varsity Girls Soccer Girls Varsity Soccer vs Allegany-Limestone
-
OIMS Turf Field
Sunday, September 6
Monday, September 7
Schools Closed - Labor Day
All Day
Schools Closed - Labor Day
All Day
Schools Closed - Labor Day
All Day
Schools Closed - Labor Day
All Day
Tuesday, September 8
"A" Day
All Day
"A" Day
All Day
First Day of School - All Students
All Day
First Day of School - All Students
All Day
First Day of School - All Students
All Day
First Day of School - All Students
All Day
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving @ Chautauqua Lake
-
Chautauqua Lake
Modified Volleyball Modified Girls Volleyball @ Allegany-Limestone
-
Allegany-Limestone
Varsity Girls Soccer Girls Varsity Soccer @ Bolivar at Cuba HS
-
Cuba HS
JV Volleyball JV Girls Volleyball @ Otto-Eldred
-
Otto-Eldred
Varsity Volleyball Varsity Girls Volleyball @ Otto-Eldred
-
Otto-Eldred
Wednesday, September 9
"B" Day
All Day
"B" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Chautauqua Lake
-
Chautauqua Lake
Modified Boys Soccer Boys Modified Soccer vs Southwestern
-
OIMS Grass Field
Varsity Boys Soccer Boys Varsity Soccer vs Southwestern
-
OIMS Turf Field
Thursday, September 10
"C" Day
All Day
"C" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Jamestown
-
OIMS Tennis Courts
Modified Football Modified Football @ Gowanda
-
Gowanda
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving vs Franklinville
-
OIMS Pool
Modified Volleyball Modified Girls Volleyball vs Randolph
-
OIMS Gym
JV Volleyball JV Girls Volleyball @ Dunkirk
-
Dunkirk
Varsity Volleyball Varsity Girls Volleyball @ Dunkirk
-
Dunkirk
Friday, September 11
Last Day to Register for October ACT
All Day
Last Day to Register for October ACT
All Day
"D" Day
All Day
"D" Day
All Day
Modified Boys Soccer Boys Modified Soccer vs Westfield
-
OIMS Grass Field
Varsity Football Varsity Football @ Depew
-
Depew
Saturday, September 12
Cross Country Boys and Girls Var & Mod Cross Country @ Red Dragon Invitational
-
Benus Point
Sunday, September 13
Monday, September 14
"A" Day
All Day
"A" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Fredonia
-
Fredonia
Varsity Boys Soccer Boys Varsity Soccer @ Jamestown
-
Jametown
Modified Boys Soccer Boys Modified Soccer @ Jamestown
-
Jamestown
Modified Volleyball Modified Girls Volleyball @ Ellicottville
-
Ellicottville
Varsity Girls Soccer Girls Varsity Soccer vs Cattaraugus-Little Valley
-
OIMS Turf Field
Tuesday, September 15
School Picture Day
All Day
School Picture Day
All Day
"B" Day
All Day
"B" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Cassadaga Valley
-
OIMS Tennis Courts
Cross Country Boys and Girls Var & Mod Cross Country @ Southwestern w/Fredonia and Fgrewsburg
-
Southwestern
JV Volleyball JV Girls Volleyball @ Falconer
-
Falconer
Modified Girls Soccer Girls Modified Soccer vs Falconer/Maple Grove/Casadaga Valley
-
OIMS Grass Field
Varsity Girls Soccer Girls Varsity Soccer vs Falconer/Casadaga Valley/Maple Grove
-
OIMS Turf Field
Varsity Volleyball Varsity Girls Volleyball @ Falconer
-
Falconer
Wednesday, September 16
"C" Day
All Day
"C" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Salamanca
-
Salamanca
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving @ Fredonia
-
Fredonia
Modified Boys Soccer Boys Modified Soccer vs Fredonia
-
OIMS Grass Field
Varsity Boys Soccer Boys Varsity Soccer vs Fredonia
-
OIMS Turf Field
Thursday, September 17
"D" Day
All Day
"D" Day
All Day
Modified Football Modified Football vs Fredonia
-
OIMS Turf Field
Modified Volleyball Modified Girls Volleyball @ Gowanda
-
Gowanda
Modified Girls Soccer Girls Modified Soccer @ Jamestown
-
Jamestown
JV Volleyball JV Girls Volleyball vs Jamestown
-
Olean High Gym
Varsity Girls Soccer Girls Varsity Soccer @ Jamestown
-
Jamestown
Varsity Volleyball Varsity Girls Volleyball vs Jamestown
-
Olean High Gym
Friday, September 18
Last Day to Register for October SAT
All Day
Last Day to Register for October SAT
All Day
"A" Day
All Day
"A" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Dunkirk
-
OIMS Tennis Courts
Varsity Boys Soccer Boys Varsity Soccer @ Randolph
-
Randolph
OHS Calendar OHS Pep Band/Football Game
-
Bradner Stadium
Varsity Football Varsity Football vs Portville
-
Bradner Stadium
Saturday, September 19
OHS Calendar ACT Examination
-
Cross Country Boys and Girls Var & Mod Cross Country @ East Aurora Invite
-
East aurora
JV Volleyball Girls JV Volleyball @ Randolph JV Tournament
-
Randolph
Modified Girls Soccer Girls Modified Soccer vs Portville
-
OIMS Grass Field
Varsity Cheerleading Olean Cheer Competition
-
OHS Gym
Varsity Girls Soccer Girls Varsity Soccer vs Portville
-
OIMS Turf Field
Sunday, September 20
Monday, September 21
"B" Day
All Day
"B" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Cassadaga Valley
-
Cassadaga Valley
Varsity Boys Soccer Boys Varsity Soccer @ Dunkirk
-
Dunkirk
Modified Boys Soccer Boys Modified Soccer @ Dunkirk
-
Dunkirk
Modified Volleyball Modified Girls Volleyball vs Portville
-
OIMS Gym
JV Volleyball JV Girls Volleyball @ Ellicottville
-
Ellicottville
Varsity Volleyball Varsity Girls Volleyball @ Ellicottville
-
Ellicottville
Tuesday, September 22
"C" Day
All Day
"C" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Falconer
-
OIMS Tennis Courts
Varsity Girls Soccer Girls Varsity Soccer @ Southwestern
-
Southwestern
Modified Girls Soccer Girls Modified Soccer @ Southwestern
-
Southwestern
Cross Country Boys and Girls Var & Mod Cross Country @ Gowanda w/Maple Graove and Silver Creek
-
Gowanda
JV Volleyball JV Girls Volleyball vs Fredonia
-
Olean High Gym
Modified Volleyball Modified Giels Volleyball vs Salamanca
-
OIMS Gym
District Calendar Regular Board of Education Meeting
-
Board of Education Conference Room
Varsity Volleyball Varsity Girls Volleyball vs Fredonia
-
Olean High Gym
Wednesday, September 23
"D" Day
All Day
"D" Day
All Day
Modified Boys Soccer Boys Modified Soccer vs Allegany-Limestone
-
OIMS Grass Field
Varsity Boys Soccer Boys Varsity Soccer vs Allegany-Limestone
-
OIMS Turf Field
Thursday, September 24
"A" Day
All Day
"A" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Jamestown
-
Jamestown
Varsity Girls Soccer Girls Varsity Soccer vs Fredonia
-
OIMS Track Field
Modified Girls Soccer Girls Modified Soccer vs Fredonia (Boardmanville Field)
-
Boardmanville Field
Modified Football Modified Football vs Dunkirk
-
OIMS Turf Field
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving vs Southwestern/Allegany-Limestone
-
OIMS Pool
JV Volleyball JV Girls Volleyball vs Southwestern
-
Olean High Gym
Modified Volleyball Modified Girls Volleyball @ Cattaraugus-Little Valley #1
-
Cattaraugus-Little Valley
Varsity Volleyball Varsity Girls Volleyball vs Southwestern
-
Olean High Gym
Friday, September 25
"B" Day
All Day
"B" Day
All Day
Saturday, September 26
Cross Country Boys and Girls Var & Mod Cross Country @ John Izzo Classic (Varsity Only)
-
Letchworth State Park
Varsity Girls Soccer Girls Varsity Soccer vs Portville
-
OIMS Turf Field
Modified Girls Soccer Girls Modified Soccer vs Portville
-
OIMS Grass Field
Varsity Football Varsity Football @ East Aurora
-
East Aurora
Sunday, September 27
Monday, September 28
Homecoming Spirit Week
All Day
Homecoming Spirit Week
All Day
"C" Day
All Day
"C" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Fredonia
-
OIMS Tennis Courts
Modified Boys Soccer Boys Modified Soccer @ Southwestern
-
Southwestern
Varsity Girls Soccer Girls Varsity Soccer @ Cattaraugus-Little Valley
-
Cattaraugus-Little Valley
Varsity Boys Soccer Boys Varsity Soccer @ Southwestern
-
Southwestern
Tuesday, September 29
Homecoming Spirit Week
All Day
Last Day to Register for October ACT (with Late Fee)
All Day
Last Day to Register for October ACT (with Late Fee)
All Day
"D" Day
All Day
"D" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Chautauqua Lake
-
OIMS Tennis Courts
Cross Country Boys and Girls Var & Mod Cross Country vs Allegany-Limestonw, Cattaraugus-Little Valley, Franklinville and Randolph (Senior Night)
-
Forness Park
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving @ CSP
-
CSP
JV Volleyball JV Girls Volleyball vs Portville
-
Olean High Gym
Modified Volleyball Modified Girls Volleyball vs Cattaraugus-Little Valley #2
-
OIMS Gym
Varsity Volleyball Varsity Girls Volleyball vs Portville
-
Olean High Gym
Wednesday, September 30
Homecoming Spirit Week
All Day
"A" Day
All Day
"A" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis vs Salamanca (Senior Night)
-
OIMS Tennis Courts
Modified Boys Soccer Boys Modified Soccer vs Jamestown
-
OIMS Grass Field
JV Volleyball JV Girls Volleyball @ Cuba-Rushford
-
Cuba-Rushford
Varsity Boys Soccer Boys Varsity Soccer vs Jamestown
-
OIMS Turf Field
Varsity Volleyball Varsity Girls Volleyball @ Cuba-Rushford
-
Cuba-Rushford
Thursday, October 1
Homecoming Spirit Week
All Day
"B" Day
All Day
"B" Day
All Day
Varsity Girls Tennis Girls Varsity Tennis @ Dunkirk
-
Dunkirk
Modified Girls Soccer Girls Modified Soccer @ Allegany-Limestone
-
Allegany-Limestone
Modified Football Modified Football vs Silver Creek
-
OIMS Turf Field
Modified Volleyball Modified Girls Volleyball vs Franklinville/West Valley
-
OIMS Gym
Varsity Girls Swimming and Diving Girls Varsity Swimming and Diving vs Frewsburg
-
OIMS Pool
Varsity Girls Soccer Girls Varsity Soccer @ Allegany-Limestone
-
Allegany-Limestone
Friday, October 2
Homecoming Spirit Week
All Day
"C" Day
All Day
"C" Day
All Day
Homecoming Assembly
All Day
Homecoming Assembly
All Day
OHS Calendar Homecoming Football Game (OHS Pep Band)
-
Bradner Stadium
Varsity Football Varsity Football vs Iroquois (Homecoming)
-
Bradner Stadium
Saturday, October 3
Homecoming Dance
All Day
Homecoming Dance
All Day
OHS Calendar SAT Examination
-
Cross Country Boys and Girls Var & Mod Cross Country @ McQuiad Invitational
-
Genesee Park Rochester
Modified Girls Soccer Girls Modified Soccer vs Jamestown
-
OIMS Grass Field
Varsity Girls Soccer Girls Varsity Soccer vs Jamestown
-
OIMS Turf Field

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