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October 2026
Mon Tue Wed Thu Fri Sat/Sun
Monday, September 28
Tuesday, September 29
Middle School 6th-8th Grades ERB Testing
College Visits College Rep Visit: University of San Francisco with Djavan Nascimento
Wednesday, September 30
Middle School 6th-8th Grades ERB Testing
Thursday, October 1
Middle School 6th-8th Grades ERB Testing
All School Photo Make-up Day (9:30-10:45AM)
Lower School Kindergarten Field Trip: Casa de Fruta Pumpkin Junction
College Visits College Rep Visit: High Point University with Jim Smith
College Visits College Rep Visit: University of Arizona with Kaylene Mclaughlin
Friday, October 2
Middle School 6th-8th Grades ERB Testing
High School First Friday Late Start for Upper School
Middle School First Friday Late Start for Upper School
All School Oakwood Staff & Family Immunization Clinic
Middle School 4th Annual Julia Robinson Math Festival (Gr K-8)
Lower School 4th Annual Julia Robinson Math Festival (Gr K-8)
Saturday, October 3
Sunday, October 4
Monday, October 5
High School HS AP Spanish Field Trip: SF Hispanic Murals
Tuesday, October 6
Lower School 3rd Grade In-Class Visit: San Jose Water
Lower School 5th Grade Drama Evening Performance - Mallette
Wednesday, October 7
Middle School 8th Grade Free Dress (for Rising Hawks Day)
High School HS College Board Bluebook Prep for PSAT (10th & 11th)
College Counseling 10th Gr College Counseling Night
Thursday, October 8
Lower School Kindergarten Visit by Fire Department
Lower School 5th Grade Drama Evening Performance - Slabaugh
Friday, October 9
All School All School Spirit Shirt Day (Fund Run)
All School Oakwood Fund Run
Saturday, October 10
Sunday, October 11
Monday, October 12
All School No School - Fall Break Day
Tuesday, October 13
All School Parent-Teacher Conference Day
Wednesday, October 14
High School PSAT Exam (10th & 11th Grades)
Lower School Early Childhood Growing Together Parent & Educator Series (Event 1 of 3)
Thursday, October 15
All School CA Great Shake-Out Day - Earthquake Drill
All School Bake Sale (HS Drama Club) - Grades 1-12
Friday, October 16
High School Fall Senior Night (Girls Volleyball) 6PM
High School Fall Senior Night (Girls Volleyball) 6PM
Middle School Middle School Dance
Saturday, October 17
Sunday, October 18
Monday, October 19
High School Oakwood Homecoming Week
College Visits College Rep Visit: Virginia Tech (VA) with Fisher McInville
Tuesday, October 20
High School Oakwood Homecoming Week
High School Fall Senior Night (Girls Tennis & Co-ed Cross Country)
Wednesday, October 21
High School Oakwood Homecoming Week
Lower School 4th & 5th Grades Medieval/Renaissance Faire
Lower School 2nd Gr Field Trip to History of San Jose Early to Rise
College Visits College Rep Visit: Babson College with Ryan Stanley
College Counseling 9th Gr College Counseling Night
Thursday, October 22
High School Oakwood Homecoming Week
College Visits College Rep Visit: Seton Hall University (Virtual) with Ryan Stanley
All School Middle School Harmonics Evening Performance
Friday, October 23
High School Oakwood Homecoming Week
Lower School 1st Grade Field Trip: Swank Farms
College Visits College Rep Visit: Arizona State University-Tempe with Lala Lassiter
College Visits College Rep Visit: University of Oregon with Carolyn Kelly
High School Oakwood Athletics: Hawks Family Pasta Night Fundraiser
Middle School Oakwood Athletics: Hawks Family Pasta Night Fundraiser
Saturday, October 24
High School High School Homecoming Dance
Sunday, October 25
Monday, October 26
Middle School Scholastic Book Fair (After school hours)
Lower School Scholastic Book Fair (After school hours)
Tuesday, October 27
All School Oakwood Community Involvement Meeting
Middle School Scholastic Book Fair (After school hours)
Lower School Scholastic Book Fair (After school hours)
Lower School 4th Grade Parent Info Meeting - Coloma Field Trip
Wednesday, October 28
Middle School Scholastic Book Fair (After school hours)
Lower School Scholastic Book Fair (After school hours)
Lower School 5th Grade Parent Info Meeting - Walker Creek Field Trip
Thursday, October 29
Middle School Scholastic Book Fair (After school hours)
Lower School Scholastic Book Fair (After school hours)
Friday, October 30
Lower School Lower School Free Dress Day
Lower School Preschool & Jr. Kinder Halloween Parade
Lower School Kinder - 5th Costume Parade
Lower School Oaktober Trunk Fest
Middle School Scholastic Book Fair (After school hours)
Lower School Scholastic Book Fair (After school hours)
Saturday, October 31
Sunday, November 1

2026-2027 Calendar
A school academic calendar for 2026-2027 is displayed with a QR code and school contact information at the bottom.