| Weekday | Day | Month | Event | Distance | Group | Comment | |
|---|
| Mon | | WEEKLY* | LoSS Monday Training (*excluding bank holidays) | 0 to 10 km | | Chalkwell Seafront |
| Wed | | WEEKLY | LoSS Wednesday Training | 0 to 10 km | | Garons |
| Fri | | WEEKLY | LoSS Friday Training at 9:15am | 0 to 10 km | | Meet at Grove Restaurant |
| Sat | | WEEKLY | Southend, Chalkwell, Hockley or Hadleigh parkrun | 5 km | | Start 9am. Register and print bar code |
| Sun | | WEEKLY | Hawkell Junior parkrun | 2 km | | Start 9am. Register and print bar code |
| 2023 |
| Sun | 1 | October | Southend 10k (and children's 3k) | 10 km | ๐ | LoSS Championship 2023/24; Essex Championship 2023 |
| Sat | 7 | October | LoSS Annual Dinner Dance & Prize Giving 2023 | | Social | Click here for Facebook Event |
| Sun | 8 | October | Tiptree 10 | 10 mile |  | Essex Championship 2023 |
| Sat | 14 | October | Essex XC League #1 @ One Tree Hill | 0 to 10km | XC | Essex XC League |
| Sun | 15 | October | Chelmsford Marathon & Half Marathon | Marathon & HM | | |
| Sat | 28 | October | Essex XC League #2 @ Gloucester Park | 0 to 10km | XC | Essex XC League |
| Sun | 29 | October | Leigh 10k - After Dark Race | 0 to 10km | | LoSS Annual Hosted 10k - Halloween Fancy Dress |
| Sun | 29 | October | Stort 30 | Ultra | | |
| Sat | 4 | November | Essex XC League #3 @ Writtle College | 0 to 10km | XC | Essex XC League |
| Sun | 5 | November | Billericay 10K | 10 km | ๐ | LoSS Championship 2023/24 |
| Sun | 5 | November | WIX 5 | 5 mile | | |
| Sun | 5 | November | Roding Valley Half Marathon | Half Marathon | | |
| Sat | 11 | November | Essex Remembrance Runs - 5k, 10k and HM | Various | | Saffron Walden |
| Sun | 12 | November | Stebbing 10 | 10 mile | ๐ | LoSS Championship 2023/24 |
| Sun | 26 | November | South Essex XC League #1 - Benfleet RC @ Hadleigh Park | 0 to 10km | ๐ | South Essex XC League / LoSS Championship 2023/24 |
| Sat | 2 | December | Essex Vets XC Champs @ Writtle College | 0 to 10km | XC | Essex Vets XC Champs |
| Sat | 2 | December | Mental Elf Run | 5 km | | Belfaris Woods |
| Sun | 10 | December | South Essex XC League #2 - Pitsea RC @ One Tree Hill | 0 to 10km | XC | South Essex XC League |
| Sun | 10 | December | Southend 5 Mile Rudolph Run | 5 mile | | |
| Sat | 16 | December | Essex XC League #4 @ Colchester | 0 to 10km | XC | South Essex XC League |
| Sun | 17 | December | LoSS Turkey Trot | 0 to 10 km | ๐ | LoSS Championship 2023/24 |
| Sun | 17 | December | LoSS Christmas Drinks after Turkey Trot | | Social | https://www.facebook.com/events/633440945618910 |
| Mon | 25 | December | Christmas Day | | | |
| Tue | 26 | December | Boxing Day | | | |
| Tue | 26 | December | Crown to Crown 5k - Boxing Day | 0 to 10km | | Pitsea Running Club - 11:00am start |
| Tue | 26 | December | Witham Boxing Day 5 | 5 mile | | |
| Sun | 31 | December | South Essex XC League #3 - LoSS @ Hadleigh Park | 0 to 10km | XC | South Essex XC League |
| 2024 |
| Mon | 1 | January | New Year's Day | | | |
| Mon | 1 | January | Knacker Cracker | 10 km | | Box Hill, Surrey |
| Sat | 6 | January | Essex XC Champs @ Gloucester Park | 0 to 10km | XC | Essex XC Champs |
| Sat | 6 | January | Country to Capital 45 miles | Ultra | | |
| Sun | 7 | January | East Hanningfield Trail Marathon | Marathon | | |
| Sun | 7 | January | Flitch Way 12 Hour Race | Ultra | | |
| Sat | 20 | January | Peddars Way Ultra 45 miles | Ultra | | Suffolk border to North Norfolk coast |
| Sun | 21 | January | Benfleet 15 | 15 mile | ๐ | LoSS Championship 2023/24 |
| Sun | 28 | January | South Essex XC League #4 - Nuclear Races Striders @ Kelvedon | 0 to 10km |
XC | South Essex XC League |
| Sun | 4 | February | Great Bentley Half | Half Marathon | | |
| Fri | 9 | February | LoSS Charity Quiz Night 2024 | | Social | Click here for Facebook Event |
| Sat | 10 | February | Essex XC League #5 @ Chigwell | 0 to 10km | ๐ | Essex XC League |
| Sun | 18 | February | South Essex XC League #5 - Billericay Striders @ Weald Park | 0 to 10km | XC | South Essex XC League |
| Sat | 24 | February | Hadleigh parkrun | 5 km | ๐ | LoSS Championship 2023/24 |
| Sun | 25 | February | St Peters Way Ultra 43M | Ultra | ๐ | |
| Sun | 3 | March | Chelmsford Half Marathon | Half Marathon | | LoSS Championship 2023/24 |
| Sun | 3 | March | Essex 20 | 20 miles | | LoSS Championship 2023/24 |
| Sun | 3 | March | Chelmsford 10k and 5k | Various | | |
| Sun | 3 | March | London 10k | 0 to 10km | | Queen Elizabeth Olympic Park |
| Sun | 3 | March | London Half Marathon | Half Marathon | | Queen Elizabeth Olympic Park |
| Sun | 17 | March | Colchester Half Marathon | Half Marathon | | |
| Sat | 23 | March | Orion 15 | 15 mile | ๐ | LoSS Championship 2023/24 |
| Sun | 24 | March | Brentwood Half Marathon | Half Marathon | ๐ | LoSS Championship 2023/24 |
| Sun | 24 | March | Lee Valley Half Marathon | Half Marathon | | |
| Sat | TBC | March | Finish Line Fund Virtual Relay | 5 km | | |
| Fri | 29 | March | Good Friday | | | |
| Fri | 29 | March | LoSS - Easter Egg Hunt | | Social | |
| Mon | 1 | April | Easter Monday | | | |
| Sun | 7 | April | Brighton Marathon | Marathon | | |
| Sun | 7 | April | London Landmarks Half Marathon | Half Marathon | | |
| Sun | 7 | April | Saltmarsh Half Marathon | Half Marathon | | |
| Sun | 14 | April | Manchester Marathon | Marathon | | |
| Sun | 14 | April | Bromley 10k | 10 km | | |
| Sun | 21 | April | TCS London Marathon | Marathon | | |
| Sat | 27 | April | Southend parkrun | 5 km | ๐ | LoSS Championship 2023/24 |
| Sun | 28 | April | Colchester Zoo Stampede - 10k | 10 km | | |
| Sun | 5 | May | Roach Valley Way Charity Relay - TBC | Various | XC | |
| Mon | 6 | May | Early May Bank Holiday | | | |
| Mon | 6 | May | Milton Keynes Marathon and Half Marathon | Various | | |
| Sat | 11 | May | Chalkwell Beach parkrun | 5 km | ๐ | LoSS Championship 2023/24 |
| Sat | 11 | May | LoSS - Elvis Tribute Night Charity Fundraiser | | Social | Click here for Facebook Event |
| Sun | 12 | May | Colchester 10k | 10km | | |
| Sun | 19 | May | Great Baddow 10M (plus 2m Fun Run) | 11km to HM | ๐ | LoSS Championship 2023/24 |
| Mon | 27 | May | Spring Bank Holiday | | | |
| TBC | TBC | May | Track Mile | 11km to HM | ๐ | LoSS Championship 2023/24 |
| TBC | TBC | May | LoSS XC & Marathon Celebration Drinks | | Social | |
| Sun | 2 | June | Rayleigh 10k | 10 km | ๐ | LoSS Championship 2023/24 |
| Sun | 9 | June | Southend Half Marathon | Half Marathon | ๐ | LoSS Championship 2023/24 |
| Sun | 11 | June | Boxted 2k,5k and 10k | 0 to 10km | | |
| Sat | 15 | June | C2C Railway Children Utra | Ultra-Marathon | ๐ | LoSS Championship 2023/24 |
| Sat/Sun | 6/7 | July | LoSS does HARP24 | Various | XC | Click here for Facebook Event |
| Mon | 8 | July | Two Tree Time Trial | 5 km | ๐ | LoSS Championship 2023/24 |
| Sun | 14 | July | ASICS London 10K | 10 km | | |
| Sun | 21 | July | Kirste 5 Memorial Race | 5 mile | | |
| Sun | TBC | July | LoSS Salad Trot | 0 to 10km | ๐ | LoSS Championship 2023/24 |
| Sun | TBC | July | LoSS Summer Drinks | | Social | |
| TBC | TBC | August | LoSS Mud Run | | Social | |
| Sat | 17 | August | Hockley Woods parkrun | 5 km | ๐ | LoSS Championship 2023/24 |
| Mon | 26 | August | Summer Bank Holiday | | | |
| Mon | 26 | August | LoSS Animal Relay | | XC | |
| TBC | TBC | Aug/Sep | Essex Way Relay - TBC | Various | | |
| Sun | 10 | September | Pleshey Half Marathon | Half Marathon | | |
| Fri | 13 | September | LoSS Treasure Hunt Social | | Social | Click here for Facebook Event |
| Sun | 6 | October | London Royal Parks Half Marathon | Half Marathon | | |
| Sat | 12 | October | LoSS Annual Dinner Dance & Prize Giving | | Social | |
| Wed | 25 | December | Christmas Day | | | |
| Thu | 26 | December | Boxing Day | | | |
