| Wednesday | July 19, 2023 | Fall schedules to Tim | |
| Saturday | August 26, 2023 | SAT date | |
| Monday | September 4, 2023 | Labor Day | |
| Saturday | September 9, 2023 | ACT date | |
| Saturday | September 9, 2023 | Girls’ tennis Invitational @ WTN | 10:00 |
| Monday | September 11, 2023 | Pre-Season (video conferencing) | 7:00 |
| Tuesday | September 12, 2023 | AD meeting at SHP | 9:00 |
| Fri. night | September 15, 2023 | Rosh Hashanah Eve | |
| Fri.-Sun. | September 15-17 | Rosh Hashanah | |
| Tuesday | September 19, 2023 | Cross Country– first league date | |
| Tuesday | September 19, 2023 | Boys Soccer– first league date | |
| Tuesday | September 19, 2023 | Girls’Tennis – first league date | |
| Sun. night-Mon. | September 24-25 | Yom Kippur | |
| Saturday | September 23, 2023 | JV Hockey tourney @ WTN(coaches 9:30) | 10:00 |
| Saturday | September 23, 2023 | JV Boys soccer tourn. @ SHP (coaches 9:30) | 10:00 |
| Saturday | September 23, 2023 | JV Girls soccer tourn. @ GFS (coaches 9:30) | 10:00 |
| Saturday | September 23, 2023 | JV Girls tennis tourn. @ WTN (coaches 9:30) | 10:00 |
| Tuesday | September 26, 2023 | Girls Soccer – first league date | |
| Tuesday | September 26, 2023 | Field Hockey – first league date | |
| Saturday | October 7, 2023 | SAT Date | |
| Monday | October 9, 2023 | Winter Schedules to Tim | |
| Wednesday | October 11, 2023 | PSAT date | |
| Saturday | October 14, 2023 | PSAT date | |
| Tuesday | October 17, 2023 | XC champs @ GEO GJVXC 2:30, BVXC 3:00, GVXC 3:30, BJVXC 4:00 | 2:30 |
| Wednesday | October 18, 2023 | Regular Season Raindate for all sports | |
| Thursday | October 19, 2023 | Hockey, tennis, boys soccer and girls soccer Tiebreak day | |
| Friday | October 20, 2023 | Boy’s soccer playoffs 1st round (4v5 at the #4 seed) | 3:00 |
| Friday | October 20, 2023 | Girls Tennis playoffs 1st round (4v5 at the #4 seed) | 3:00 |
| Saturday | October 21, 2023 | ACT date | |
| Tuesday | October 24, 2023 | Girls Tennis team semis at 1st and 2nd place courts | 3:00 |
| Tuesday | October 24, 2023 | Boys Soccer Quaker Cup-1st round at 6th/7th place fields 3:30 | 3:00 |
| Tuesday | October 24, 2023 | Field Hockey Quaker Cup-1st round- 5th/6th place fields | 3:00 |
| Tuesday | October 24, 2023 | Field Hockey playoffs - 1st round -1st/2nd place fields | 3:00 |
| Tuesday | October 24, 2023 | Girls Tennis Quaker Cup 1st Round | 3:00 |
| Wednesday | October 25, 2023 | Girls Soccer playoffs - 1st round at 1st/2nd place fields | 3:00 |
| Wednesday | October 25, 2023 | Boys Soccer playoffs - 2nd round at 1st/2nd place fields | 3:00 |
| Wednesday | October 25, 2023 | GFS MS Cross-country Invitational @ Belmont | 3:00 |
| Thursday | October 26, 2023 | Field Hockey and Soccer Quaker Cup Championships | 3:30 |
| Friday | October 27, 2023 | Girls Tennis Quaker Cup Championship | 3:00 |
| Friday | October 27, 2023 | Girls Tennis team Championship | 3:00 |
| Friday | October 27, 2023 | Field Hockey championship | 3:00 |
| Saturday | October 28, 2023 | PAISAA Cross Country Championship | 11:00 |
| Saturday | October 28, 2023 | Girls soccer championship | 11:00 |
| Saturday | October 28, 2023 | Boys soccer championship | 1:00 |
| Friday-Tuesday | October 27-October 31, 2022 | Soccer, Tennis & hockey raindates | 3:00/3:00/3:15 |
| Wednesday | November 1, 2023 | Basketball, Wrestling & Swimming coaches meetings (video conferencing) | 7:00 |
| Friday | November 3, 2023 | PAISAA 1st round | |
| Saturday | November 4, 2023 | Daylight Savings ends | |
| Saturday | November 4, 2023 | SAT date | |
| Monday | November 6, 2023 | Soccer, hockey, tennis & xc coaches meetings at GFS (Hargroves Center) | 6:30 |
| Tuesday | November 7, 2023 | PAISAA 2nd round | |
| Thursday | November 9, 2023 | AD’s meeting @ SHP | 9:00 |
| Thursday | November 9, 2023 | PAISAA semifinals | |
| Wednesday | November 15, 2023 | PAISAA championship | |
| Thursday | November 23, 2023 | Thanksgiving | |
| Wednesday | November 29, 2023 | MS Wrestling Tournament @ FCS | 2:00 |
| Saturday | December 2, 2023 | SAT date | |
| Tuesday | December 5, 2023 | AD meeting @ SHP | 9:00 |
| Thursday | December 7, 2023 | Hannukah Begins | |
| Saturday | December 9, 2023 | ACT date | |
| Monday | December 25, 2023 | Christmas Day | |
| Wednesday | January 3, 2024 | Basketball-first league date (Dec flex date) | |
| Friday | January 5, 2024 | Swimming – first league date | |
| Tuesday | January 9, 2024 | Wrestling – first league date | |
| Monday | January 15, 2024 | ML King Day | |
| Saturday | January 20, 2024 | Girls JV hoops tourney @ ANC - (coaches’ mtg. 9:30) | 10:00 |
| Saturday | January 20, 2024 | Boys JV hoops tourney @ GFS - (coaches’ mtg. 9:30) | 10:00 |
| Wednesday | January 24, 2024 | Basketball Snow Date | |
| Wed.-Thu. | January 31-Feb. 1, 2024 | Basketball tiebreak days | 4:00 |
| Friday | February 2, 2024 | Basketball Playoffs – 1st round (4 v 5 at the # 4 seed) | |
| Monday | February 5, 2024 | Spring schedules to Tim | |
| | | |
| Tuesday | February 6, 2024 | Wrestling tiebreak day | 4:00 |
| Tuesday | February 6, 2024 | Boys and Girls B-ball playoffs - 2nd round @ 1st & 2nd place courts | 5:30 |
| Wednesday | February 7, 2024 | Basketball Quaker Cup playoffs - 1st round @ 6th & 7th place courts | 5:30 |
| Thursday | February 8, 2024 | Wrestling semis and champs @ 1st place school | 4:00 |
| Friday | February 9, 2024 | Wrestling semis and champs snow date - @ 1st place school | |
| Friday | February 9, 2024 | Girls & Boys B-ball finals at TBD (girls first) | 6:30/8:00 |
| Friday | February 9, 2024 | Quaker Cup B-ball Finals - at higher ranked gyms | 4:00 |
| Saturday | February 10, 2024 | Swim Championship @GEO | TBD |
| Saturday | February 10, 2024 | Basketball snow date (Championship and Quaker Cup finals) TBA | |
| Saturday | February 10, 2024 | ACT date | |
| February 13, 16-17, 23-24, 2024 | PAISAA basketball dates | |
| Tuesday | February 13, 2024 | Swim Championship snow date @GEO | TBD |
| Thursday | February 15, 2024 | Track, baseball, B & G lacrosse, softball, boys' tennis | |
| | & golf coaches' meetings (video conferencing) | 7:00 |
| Friday-Saturday | February 16-17, 2024 | PAISAA wrestling dates | |
| Monday | February 19, 2024 | Presidents’ Day | |
| Wednesday | February 21, 2024 | Basketball, Swimming & Wrestling all-league at GFS (Hargroves Center) | 6:30 |
| Thursday | February 22, 2024 | AD’s meeting at SHP | 9:00 |
| Friday-Saturday | Febrauary 23-24, 2023 | Easterns Swim Championship | |
| Friday-Saturday | Febrauary 23-24, 2023 | National Prep Wrestling dates | |
| Saturday | March 9, 2024 | SAT date | |
| Thursday | March 28, 2024 | Baseball/Softball/Tennis/Girl's Lax – first league date | |
| Friday | March 29, 2024 | Good Friday | |
| Sunday | March 31, 2024 | Easter | |
| Tuesday | April 2, 2024 | Track - first league date | |
| Saturday | April 6, 2024 | ACT date | |
| Wednesday | April 10, 2024 | AD’s w/Heads of Schools Meeting @ SHP | 9:00 |
| | | |
| Saturday | April 13, 2024 | Boys’ tennis Invitational (at WTN) | |
| Wednesday | April 17, 2024 | Regular season raindate (other than B Lacrosse) | 3:45 |
| Saturday | April 20, 2024 | JV Girls Lacrosse tournament @ FCS (coaches @ 9:30) | 10:00 |
| Saturday | April 20, 2024 | JV Softball tournament @ ANC - (coaches @ 8:30) | 9:00 |
| Saturday | April 20, 2024 | JV Boys tennis tournament @ WTN (coaches @ 9:30) | 10:00 |
| Saturday | April 20, 2024 | JV Baseball tournament @ GEO - (coaches @ 8:30) | 9:00 |
| Monday | April 22, 2024 | First Seder | |
| Tuesday | April 23, 2024 | Second Seder | |
| Wednesday | April 24, 2024 | Boys’ Lacrosse regular season raindate | 3:45 |
| Thu.-Sat. | April 25-27, 2024 | Penn Relays | |
| Tuesday | April 30, 2024 | Boys’ Lacrosse semifinals @ 1st & 2nd place fields | 4:00 |
| Thursday | May 2, 2024 | Tie break day | 3:45 |
| Friday | May 3, 2024 | Boys’ lacrosse championship @ higher ranked field | 4:00 |
| Friday | May 3, 2024 | Baseball championship First round (4 vs. 5) | 4:00 |
| Friday | May 3, 2024 | Softball championship First round (4 vs. 5) | 4:00 |
| Saturday | May 4, 2024 | SAT date | |
| Mon-Thurs. | May 6-9, 2024 | Golf Championship @ FSS | 9:00 |
| Tuesday | May 7, 2024 | Girls Lacrosse semifinals @ 1st & 2nd place fields | |
| Tuesday | May 7, 2024 | Softball semifinals @ 1st & 2nd place fields | |
| Tuesday | May 7, 2024 | Baseball/Girls’ Lacrosse/Softball Quaker Cup Semifinals | |
| Wednesday | May 8, 2024 | Girls’ Lacrosse semifinals raindate | 4:00 |
| Wednesday | May 8, 2024 | Boys Tennis semifinals @ 1st & 2nd place courts | |
| Wednesday | May 8, 2024 | Boys Tennis Quaker Cup 1st Round | |
| Wednesday | May 8, 2024 | Baseball semifinals @ 1st and 2nd place fields | |
| Thursday | May 9, 2024 | Girls’ Lacrosse/Softball Quaker Cup Championship | |
| Friday | May 10, 2024 | Baseball/Boys Tennis Quaker Cup Championship | 4:00 |
| Friday | May 10, 2024 | Girls Lacrosse Championship @ higher ranked field | |
| Friday | May 10, 2024 | Softball Championship @ higher ranked field | |
| Saturday | May 11, 2024 | Baseball championship @ higher ranked field | TBA |
| Saturday | May 11, 2024 | Boys Tennis team championship at higher ranked courts | TBA |
| Saturday | May 11, 2024 | B/G Track Champs @ WTN (coaches meeting @ 8:00) | 9:00 |
| Tuesday | May 14, 2024 | Track & Field rain date | 4:00 |
| Wednesday | May 15, 2024 | Track & Field rain date | 4:00 |
| Wed.-Mon. | May 8-13, 2024 | Girls Lacrosse/baseball/boys tennis/softball rain dates | 4:00 |
| Thursday | May 16, 2024 | Boys and Girls Lacrosse all-league meeting | 7:00 |
| May 17, 21, 23, 25, 2024 | PAISAA baseball dates | |
| May 17, 18, 21, 23, 2024 | PAISAA Softball and Girls’ Lacrosse dates | |
| Saturday | May 18, 2024 | PAISSA Track & Field Championship | |
| Monday | May 20, 2024 | Baseball, softball, golf, tennis & track | 7:00 |
| | all-league meetings @ GFS (Hargroves Center) | |
| Wednesday | May 22, 2024 | AD meeting @ SHP | 9:00 |