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| Name | School | Season | ST Award Category |
| Adeyemi, Atinuke | North Attleboro | OD04 | Best Name Award |
| Amendola, Ali | Franklin | OD03 | Best League Ambassador |
| Amendola, Ali | Franklin | OD03 | Most Intense |
| Banks, Jenna | North Attleboro | ID06 | Most Tenacious |
| Banks, Jenna | North Attleboro | OD05 | Goddess of Endurance |
| Banks, Jenna | North Attleboro | XC05 | Beech Tree Award |
| Binney, Dave | Mansfield | XC04 | William Bradford Award |
| Binney, Stacey | Oliver Ames | XC04 | Maria Mitchell Award |
| Binney, Stacey | Oliver Ames | XC03 | Babe in the Woods |
| Booth, Lindsey | Franklin | XC05 | Pine Tree Award |
| Boouchard, Brittany | Franklin | OD05 | Goddess of Humor |
| Brague, Katie | Mansfield | XC04 | Amelia Earhart Award |
| Caeran, Mike | Mansfield | XC04 | Winston Churchill Award |
| Cerqueira, Dan | Mansfield | XC05 | Oak Tree Award |
| Clayman, Greg | Mansfield | OD05 | Zeus - Gog of Gods |
| Clayman, Greg | Mansfield | ID05 | Representing Fan Fare |
| Collins, Julie | Mansfield | ID04 | Coach of the Season Award |
| Collins, Kailin | Mansfield | OD05 | Goddess of Land Travel |
| Collins, Kailin | Mansfield | XC04 | Sacagawea Award |
| Collins, Kailin | Mansfield | XC04 | Annie Oakley Award |
| Collins, Ryan | Mansfield | XC04 | Galileo Award |
| Crook, Hillary | Mansfield | OD04 | Scariest Award |
| Crowley, Meg | Franklin | OD05 | Goddess of Humor |
| Crowley, Meg | Franklin | ID05 | Representing Fast Delivery |
| Crowley, Meg | Franklin | OD04 | Fashion Maven Award |
| Darcy, Dan | Sharon | XC05 | Birch Tree Award |
| Darcy, Dan | Sharon | XC04 | Leonardo DiVinci Award |
| Darcy, Dan | Sharon | XC03 | Babe in the Woods |
| Darling, Mike | Oliver Ames | OD05 | God of Strategy |
| Dundon, Brian | Mansfield | ID04 | Most Surprising Hock Performance |
| Ellis, Derek | Mansfield | XC03 | Tropicana Coach of the Year |
| Estey, Dwight | North Attleboro | OD05 | Apollo - God of Truth |
| Faublas, Fabian | Canton | OD04 | The Franchise Award |
| Fears, Aaron | North Attleboro | ID05 | Representing Sir Speedy |
| Fears, Aaron | North Attleboro | OD04 | Hottest New Performer |
| Finn, John | Mansfield | ID04 | Coach of the Season Award |
| Fisher, Liz | Franklin | XC05 | Cypress Tree Award |
| Flynn, Brendan | North Attleboro | XC03 | Happy Trails Award |
| Fuller, Kristy | Franklin | OD05 | Ares - Goddess of Battle |
| Fuller, Kristy | Franklin | ID05 | Representing Starbucks |
| Gannon, Matt | Franklin | XC04 | Louis Pasteur Award |
| Gannon, Matt | Franklin | ID04 | The Apprentice Award |
| Giblin, Jared | OD04 | Unsung Hero Award | |
| Godfrey, Leah | Franklin | XC03 | Babe in the Woods |
| Goldberg, Adrienne | North Attleboro | OD04 | Least Likely to Get Psyched Out |
| Graham, TyLynn | North Attleboro | OD05 | Diana - Goddess of Strength and Skill |
| Graham, TyLynn | North Attleboro | OD05 | Pan- Goddess of the Fields |
| Graham, TyLynn | North Attleboro | ID05 | Representing Elite |
| Graham, TyLynn | North Attleboro | OD04 | Hottest New Performer |
| Halperin, Jennie | Oliver Ames | XC05 | Palm Tree Award |
| Harrington, Drew | Oliver Ames | ID04 | Hock Role Model Award |
| Harrington, Drew | Oliver Ames | XC03 | Rock of the Hock |
| Harrison, Tricia | Mansfield | ID04 | Rodney Dangerfield Award |
| Hart, Matt | Oliver Ames | ID04 | Clark Kent Award |
| Heinricker, Holly | Foxboro | OD05 | Goddess of Gods |
| Heinricker, Holly | Foxboro | ID05 | Representing Pronto Press |
| Heinricker, Holly | Foxboro | ID04 | Bookend Award |
| Heinricker, Holly | Foxboro | OD03 | Hottest New Performer |
| Hitchborn, Ed | Hockomock | ID05 | Representing The Casual Male |
| Hu, Jing | OD03 | Least Likely to Get Psyched Out | |
| Hurley, Caitlin | North Attleboro | OD03 | Least Likely to get Psyched Out |
| Kearney, Kellyn | North Attleboro | OD04 | Least Likely to Get Psyched Out |
| Kearney, Kellyn | North Attleboro | OD04 | Best Performance Award |
| Krasney, Sara | North Attleboro | XC05 | Maple Tree Award |
| Lamothe, Kaitlin | King Philip | OD05 | Atlas Award |
| Lamothe, Kaitlin | King Philip | OD04 | Unsung Hero Award |
| Lancaster, John | Foxboro | OD04 | Scariest Award |
| Lawrence, Caitlin | Franklin | OD05 | Artemis - Goddess of the Hunt |
| Lawrence, Caitlin | Franklin | XC05 | Cherry Tree Award |
| Leenhouts, Meredith | Franklin | OD04 | Rock of the Hock Award |
| Leenhouts, Meredith | Franklin | ID04 | Long Haul Award |
| Leonard, Shawn | Stoughton | OD05 | Pan - God of the Fields |
| Leonard, Shawn | Stoughton | OD04 | Least Likely to Get Psyched Out |
| Leonard, Shawn | Stoughton | OD03 | Hottest New Performer |
| Lincoln, Cortney | Mansfield | ID05 | Representing Jumperoo |
| Lint, Dave | Foxboro | OD05 | Mercury - God of Winged Sandals |
| Matz, Paul | King Philip | XC05 | Palm Tree Award |
| McNamara, Jen | North Attleboro | ID05 | Representing Second Effort |
| McNamara, Jen | North Attleboro | OD04 | Least Likely to Get Psyched Out |
| McNamara, Jen | North Attleboro | ID04 | Most Surprising Hock Performance |
| Meagher, Katie | Mansfield | XC04 | Calamity Jane Award |
| Meagher, Matt | Mansfield | XC04 | Lewis and Clark Award |
| Megna, Melissa | North Attleboro | OD04 | Comeback Kid Award |
| Melinkov, Fjodor | Foxboro | OD05 | Ares - God of Battle |
| Melinkov, Fjodor | Foxboro | XC04 | Orville Wright Award |
| Monks, Brendan | Mansfield | XC04 | Thomas Paine Award |
| Oates, Jackie | Oliver Ames | XC04 | Dolly Madison Award |
| O'Brien, Katy | Oliver Ames | ID04 | Hock Role Model Award |
| O'Brien, Katy | Oliver Ames | XC03 | Rock of the Hock |
| Oliver Ames Girls | Oliver Ames | XC05 | Aspen Tree Award |
| Peretti, Francesca | Oliver Ames | OD04 | The Franchise Award |
| Pham, Ngoc | Sharon | ID05 | Representing The Good Guys |
| Pickett, Jess | Oliver Ames | XC05 | Elm Tree Award |
| Pitts, Shanika | Oliver Ames | OD05 | Mercury - Goddess of Winged Sandals |
| Pitts, Shanika | Oliver Ames | ID05 | Representing Sprint |
| Pitts, Shanika | Oliver Ames | ID04 | Most Talented New Performer |
| Rizzolo, Kate | Franklin | OD05 | Goddess of Endurance |
| Rizzolo, Kate | Franklin | XC04 | Susan B. Anthony Award |
| Robbins, Dave | Foxboro | OD05 | Athena - God of Wisdom and Understanding |
| Robbins, Samantha | Franklin | XC03 | Happy Trails Award |
| Saltzman, Dan | Foxboro | OD03 | Toughest |
| Saltzman, Dan | Foxboro | OD03 | Most Intense |
| Schofield, Andrea | North Attleboro | OD03 | Most Wired |
| Sergi, Jill | Franklin | ID05 | Representing Justin Time |
| Seward, Leah | North Attleboro | OD05 | Minerva - Goddess of Accomplishments |
| Seward, Leah | North Attleboro | OD05 | Goddess of Humility |
| Seward, Leah | North Attleboro | OD04 | Least Likely to Get Psyched Out |
| Sharpe, Nate | Canton | OD05 | God od Entertainment |
| Sharpe, Nate | Canton | XC04 | Albert Einstein Award |
| Shea, Mary | Foxboro | ID04 | Bookend Award |
| Simpson, Powell | Mansffield | OD05 | Hebes - God of Youth |
| Swanson, Lianne | Franklin | ID05 | Representing the Federal Witness Protection Program |
| Sweeney, Patrick | Franklin | XC03 | Tropicana Coach of the Year |
| Theeman, Gullaume | Stoughton | OD04 | Best Name Award |
| Tran, Emily | Sharon | OD05 | Mars - God of War |
| Tran, Emily | Sharon | XC04 | Nellie Bly Award |
| Travato, Paul | Franklin | OD03 | Most Wired |
| Vaughn, Marcus | North Attleboro | ID05 | Representing Marvelous |
| Vaughn, Marcus | North Attleboro | OD04 | Rock of the Hock Award |
| Vaughn, Marcus | North Attleboro | ID04 | Fiercest Competitor |
| Vaughn, Marcus | North Attleboro | OD03 | Best League Ambassador |
| Walkins, Amanda | North Attleboro | OD05 | Athena - Goddess of Wisdom and Understanding |
| Walkins, Amanda | North Attleboro | ID05 | Representing Reliable |
| Willox, Ashley | North Attleboro | XC04 | Betsy Ross Award |
| Young, Terry | Mansfield | OD04 | Comeback Kid Award |
| Young, Terry | Mansfield | OD04 | Best Performance Award |
| Zeilinski, Nicole | Foxboro | OD03 | Toughest |