| Oct 2 | (Mon) | - | Yom Kippur, NO SCHOOL |
| Oct 5 | (Thur) | - | Anti Bullying Workshop 7pm- 8:30pm, Bowen School |
| Oct 5 | (Thur) | - | Newton Programs & Services for Students with Special Needs 7:30 PM Education Center, 100 Walnut Street, Newton |
| Oct 6 | (Fri) | - | Cabot School Student Pictures (rain date 10/13) |
| Oct 9 | (Mon) | - | Columbus Day, NO SCHOOL |
| Oct 10 | (Tues) | - | PTO Coffee for all Grades & Meeting, 8:40 AM |
| Oct 10 | (Tues) | - | School Committee Meeting, 7:30 PM |
| Oct 11 | (Wed) | - | Grade 4 Bike Safety 8:45 AM (rain date 10/18) |
| Oct 13 | (Fri) | - | Rain date for Cabot School Student Pictures |
| Oct 14 | (Sat) | - | Coffee Pond Family Photo Day (rain date 10/15) |
| Oct 15 | (Sun) | - | Cabot Connecting Families Play date 2-4pm Larz Anderson Park, Brookline (rain date 10/22) |
| Oct 16 | (Mon) | - | School Council, 6-7:30 PM |
| Oct 16 | (Mon) | - | METCO Parents' Council Meeting 7 - 9:00 PM Roxbury |
| Oct 19 | (Thur) | - | Parent to Parent Series, Grade K thru 5, Overview of Open Circle Curriculum. 8:35AM - 9:30AM |
| Oct 19 | (Thur) | - | Early Release Day, 12:30 PM Dismissal |
| Oct 20 | (Fri) | - | PTO Gift Wrap Orders Due- (Date Extended from October 10th) |
| Oct 21 | (Sat) | - | Coffee Pond Family Photo Day (rain date 10/22) |
| Oct 23 | (Mon) | - | School Committee Meeting, 7:30 PM |
| Oct 24 | (Tues) | - | Affinity Group 12:30 PM |
| Oct 25 | (Wed) | - |
School Committee Meeting, Interactive Forum: Short Term Space Needs 7:30 PM |
| Oct 25 | (Wed) | - | PTO Papa Gino's Fundraiser |
| Oct 26 | (Thur) | - | CA&S Program K-5 Semenva McCord - Journey into Jazz, 1-3PM |
| Oct 28 | (Sat) | - | Coffee Pond Family Photo Day (rain date 10/29) |
| Oct 31 | (Tues) | - | Wellness Day |
| Oct 31 | (Tues) | - | Halloween UNICEF Collection |
| Oct 31 | (Tues) | - | CASP Haunted House 4 - 5:15PM Gym |