| Wednesday | July 22, 2020 | Fall schedules to Tim | |
| Monday | September 7, 2020 | Labor Day | |
| Saturday | August 29, 2020 | SAT date | |
| Wednesday | September 9, 2019 | Coaches' meetings (hockey, XC, soccer, girls' tennis) (video conferencing) | 6:30 |
| Thursday | September 10, 2019 | AD meeting at FCS | 9:00 |
| Saturday | September 12, 2020 | ACT date | |
| Saturday | September 12, 2020 | Girls’ tennis Invitational @ WTN | 10:00 |
| Fri night | September 18, 2020 | Rosh Hashanah Eve | |
| Fri.-Sun. | September 18-20, 2020 | Rosh Hashanah | |
| Tuesday | September 22, 2020 | Cross Country– first league date | |
| Tuesday | September 22, 2020 | Boys Soccer– first league date | |
| Tuesday | September 22, 2020 | Girls’Tennis – first league date | |
| Saturday | September 26, 2020 | SAT Date | |
| Sun night-Mon | September 27-28, 2020 | Yom Kippur | |
| Wednesday | September 30, 2020 | Girls Soccer – first league date | |
| Wednesday | September 30, 2020 | Field Hockey – first league date | |
| Saturday | October 3, 2020 | SAT date | |
| Saturday | October 10, 2020 | JV Hockey tourney @ WTN(coaches 9:30) | 10:00 |
| Saturday | October 10, 2020 | JV Boys soccer tourn. @ SHP (coaches 9:30) | 10:00 |
| Saturday | October 10, 2020 | JV Girls soccer tourn. @ AFS (coaches 9:30) | 10:00 |
| Saturday | October 10, 2020 | JV Girls tennis tourn. @ WTN (coaches 9:30) | 10:00 |
| Monday | October 12, 2020 | Winter Schedules to Tim | |
| Wednesday | October 14, 2020 | PSAT date | |
| Saturday | October 17, 2020 | PSAT date | |
| Tuesday | October 20, 2020 | Cross country champs @ WTN | 2:30 |
| | (race order– Girls JV, Boyss Varsity, Girls Varsity, Boys JV) | |
| Wednesday | October 21, 2020 | Regular Season Raindate for all sports | |
| Thursday | October 22, 2020 | Hockey, tennis, boys soccer and girls soccer Tiebreak day | |
| Friday | October 23, 2020 | Boy’s soccer playoffs 1st round (4v5 at the # 4 seed) | 3:00 |
| Saturday | October 24, 2020 | ACT date | |
| Saturday | October 24, 2020 | Girls Tennis team semis at 1st and 2nd place courts | 3:00 |
| Tuesday | October 27, 2020 | Girls' tennis team finals at higher ranked court | 2:45 |
| Tuesday | October 27, 2020 | Boys Soccer Quaker Cup-1st round at 6th/7th place fields 3:30 | 3:30 |
| Tuesday | October 27, 2020 | Field Hockey Quaker Cup-1st round- 5th/6th place fields | 3:30 |
| Tuesday | October 27, 2020 | Field Hockey playoffs - 1st round -1st/2nd place fields | 3:00 |
| Wednesday | October 28, 2020 | Girls Soccer playoffs - 1st round at 1st/2nd place fields | 3:00 |
| Wednesday | October 28, 2020 | Boys Soccer playoffs - 2nd round at 1st/2nd place fields | 3:00 |
| Wednesday | October 28, 2020 | GFS MS Cross-country Invitational @ Belmont | 3:00 |
| Thursday | October 29, 2020 | Field Hockey and Soccer Quaker Cup Championships | 3:30 |
| Friday | October 30, 2020 | Field Hockey championship | 3:30 |
| Saturday | October 31, 2020 | PAISAA Cross Country Championships | 11:00 |
| Saturday | October 31, 2020 | Girls soccer championship | 11:00 |
| Saturday | October 31, 2020 | Boys soccer championship | 1:00 |
| Friday-Tuesday | October 30-November 3, 2020 | Soccer, Tennis & hockey raindates | 3:00/2:45/3:15 |
| Sunday | November 1, 2020 | Daylight Savings ends | |
| Monday | November 2, 2020 | Soccer, hockey, tennis & xc coaches meetings at GFS (Hargroves Center) | 6:30 |
| Tue-Thu. | November 3-6, 2020 | PAISAA 1st round | |
| Wednesday | November 4, 2020 | Basketball, Wrestling & Swimming coaches meetings (video conferencing) | 7:30 |
| Thursday | November 5, 2020 | AD’s meeting @ FCS | 9:00 |
| Saturday | November 7, 2020 | SAT date | |
| Tuesday | November 10, 2020 | PAISAA 2nd round | |
| Thursday | November 12, 2020 | PAISAA semifinals | |
| Wednesday | November 18, 2020 | PAISAA championship | |
| Thursday | November 26, 2020 | Thanksgiving | |
| Wednesday | December 2, 2020 | AD meeting @ FCS | 9:00 |
| Wednesday | December 2, 2020 | MS Wrestling Tournament @ FCS | 2:00 |
| Saturday | December 5, 2020 | SAT date | |
| Thursday | December 10, 2020 | Hannukah begins | |
| Saturday | December 12, 2020 | ACT date | |
| Tuesday | December 15, 2020 | Basketball-first league date | |
| Friday | December 25, 2020 | Christmas Day | |
| Tuesday | January 5, 2021 | Swimming – first league date | |
| Tuesday | January 5, 2021 | Wrestling – first league date | |
| Monday | January 18, 2021 | ML King Day | |
| Saturday | January 23, 2021 | Girls JV hoops tourney @ ANC - (coaches’ mtg. 9:30) | 10:00 |
| Saturday | January 23, 2021 | Boys JV hoops tourney @ GFS - (coaches’ mtg. 9:30) | 10:00 |
| Wednesday | January 27, 2021 | Basketball Snow Date | |
| Wed.-Thu. | February 3-4, 2021 | Basketball tiebreak days | 4:00 |
| Friday | February 5, 2021 | Basketball Playoffs – 1st round (4 v 5 at the # 4 seed) | |
| Saturday | February 6, 2021 | ACT date | |
| Saturday | February 6, 2021 | Swimming Championship @ GEO - (warmups at 1:00) | 3:00 |
| Tuesday | February 9, 2021 | Wrestling tiebreak day | 4:00 |
| Tuesday | February 9, 2021 | Boys and Girls B-ball playoffs - 2nd round @ 1st & 2nd place courts | 4:00 |
| Tuesday | February 9, 2021 | Swim Championship snow date @GEO - (warmups at noon)2:00 | |
| Tuesday | February 9, 2021 | Spring schedules to Tim | |
| Wednesday | February 10, 2021 | Basketball Quaker Cup playoffs - 1st round @ 6th & 7th place courts | 4:00 |
| Thursday | February 11, 2021 | Wrestling semis and champs @ 1st place school | 4:00 |
| Friday | February 12, 2021 | Wrestling semis and champs snow date - @ 1st place school | |
| Friday | February 12, 2021 | Girls & Boys B-ball finals at TBD (girls first) | 6:30/8:00 |
| Friday | February 12, 2021 | Quaker Cup B-ball Finals - at higher ranked gyms | 4:00 |
| Saturday | February 13, 2021 | Basketball snow date (Championship and Quaker Cup finals) TBA | |
| Friday-Saturday | February 12-13, 2021 | Easterns Swimming dates | |
| Monday | February 15, 2021 | Presidents’ Day | |
| February 16, 19-20, 26-27, 2021 | PAISAA basketball dates | |
| Tuesday | February 16, 2021 | Basketball & Swimming all-league | |
| | at GFS (Hargroves Center) | 6:30 |
| Wednesday | February 17, 2021 | Track, baseball, B & G lacrosse, softball, boys' tennis | |
| | & golf coaches' meetings (video conferencing) | 6:30 |
| Thursday | February 18, 2021 | AD’s meeting at FCS | 9:00 |
| Friday-Saturday | February 19-20, 2021 | PAISAA wrestling dates | |
| Friday-Saturday | Febrauary 26-27, 2021 | National Prep Wrestling dates | |
| Tuesday | February 3, 2021 | Wrestling all-league at TBD | 6:30 |
| Saturday | March 13, 2021 | SAT date | |
| Saturday | March 27, 2021 | First Seder | |
| Sunday | March 28, 2021 | 2nd Seder | |
| Tuesday | March 30, 2021 | Baseball/Softball – first league date | |
| Friday | April 2, 2021 | Good Friday | |
| Sunday | April 4, 2021 | Easter | |
| Tuesday | April 6, 2021 | Girls’ Lax/Boys Tennis/Track - first league date | |
| Tuesday | April 13, 2021 | Boys’ Lacrosse – first league date | |
| Wednesday | April 14, 2021 | AD’s w/Heads of Schools Meeting @ FCS | 9:00 |
| Saturday | April 17, 2021 | ACT date | |
| Saturday | April 17, 2021 | Boys’ tennis Invitational (at George) | 10:00 |
| Wednesday | April 21, 2021 | Regular season raindate (other than B Lacrosse) | 3:45 |
| Saturday | April 24, 2021 | JV Girls Lacrosse tournament @ FCS (coaches @ 9:30) | 10:00 |
| Saturday | April 24, 2021 | JV Softball tournament @ ANC - (coaches @ 8:30) | 9:00 |
| Saturday | April 24, 2021 | JV Boys tennis tournament @ WTN (coaches @ 9:30) | 10:00 |
| Saturday | April 24, 2021 | JV Baseball tournament @ GEO - (coaches @ 8:30) | 9:00 |
| Wednesday | April 28, 2021 | Boys’ Lacrosse regular season raindate | 3:45 |
| Tuesday | May 4, 2021 | Boys’ Lacrosse semifinals @ 1st & 2nd place fields | 4:00 |
| Thursday | May 6, 2021 | Tie break day | 3:45 |
| Friday | May 7, 2021 | Baseball championship First round (4 vs. 5) | 4:00 |
| Friday | May 7, 2021 | Girls’ Lacrosse/Softball Quaker Cup Semifinals | 4:00 |
| | @ 5th and 6th place fields | |
| Friday | May 7, 2021 | Boys’ lacrosse championship @ higher ranked field | 4:00 |
| Saturday | May 8, 2021 | SAT date | |
| Mon-Thurs. | May 10-13, 2021 | Golf Championship (Date and time TBA) @ Shipley | |
| Tuesday | May 11, 2021 | Baseball Quaker Cup Semifinals | |
| | @ 6th and 7th place fields | 4:00 |
| Tuesday | May 11, 2021 | Girls Lacrosse semifinals @ 1st & 2nd place fields | |
| Tuesday | May 11, 2021 | Softball semifinals @ 1st & 2nd place fields | |
| Wednesday | May 12, 2021 | Girls’ Lacrosse/Softball Quaker Cup | |
| Wednesday | May 12, 2021 | Girls’ Lacrosse semifinals raindate | 4:00 |
| Wednesday | May 12, 2021 | Boys Tennis semifinals @ 1st & 2nd place courts | |
| Wednesday | May 12, 2021 | Baseball semifinals @ 1st and 2nd place fields | |
| Friday | May 14, 2021 | Baseball Quaker Cup Championship @ higher ranked field | 4:00 |
| Friday | May 14, 2021 | Girls Lacrosse Championship @ higher ranked field | |
| Friday | May 14, 2021 | Softball Championship @ higher ranked field | |
| Saturday | May 15, 2021 | Baseball championship @ higher ranked field | TBA |
| Saturday | May 15, 2021 | Boys Tennis team championship at higher ranked courts | TBA |
| Saturday | May 15, 2021 | B/G Track Champs @ FCS (coaches meeting @ 8:00) | 9:00 |
| Tuesday | May 18, 2021 | Track & Field (field events) rain date | 4:00 |
| Wednesday | May 19, 2021 | Track & Field (running events) rain date | 4:00 |
| Wed.-Mon. | May 12-17, 2021 | Girls Lacrosse/baseball/boys tennis/softball rain dates | 4:00 |
| Thursday | May 20, 2021 | Boys and Girls Lacrosse all-league meeting | 7:00 |
| May 21, 25, 27, 29, 2021 | PAISAA baseball dates | |
| May 21, 22, 25, 27, 2021 | PAISAA Softball and Girls’ Lacrosse dates | |
| Saturday | May 22, 2021 | PAISSA Track & Field Championship | |
| Monday | May 24, 2021 | Baseball, softball, golf, tennis & track | 7:00 |
| | all-league meetings @ GFS (Hargroves Center) | |
| Wednesday | May 26, 2021 | AD meeting @ FCS | 9:00 |