| 100% | EDES | 4 | Gordon, ESPN and Globe former reporter covering the Boston Red Sox and now official Red Sox historian |
| 33% | SAMADAMS | 8 | Official beer of the Boston Red Sox, familiarly |
| 30% | PAPI | 4 | Big ___, nickname given to former baseballer David Ortiz of the Boston Red Sox |
| 29% | WALLY | 5 | ___ the Green Monster, official mascot for the Boston Red Sox MLB team that was first seen in 1997 |
| 27% | DUSTINPEDROIA | 13 | Second baseman who won both the Gold Glove and the Silver Slugger awards in 2008 while on the Boston Red Sox: 2 wds. |
| 27% | BABE | 4 | With 46-Across, he slugged 714 homers from 1914 to 1935, started his career with the Boston Red Sox, and ended it with the Boston Braves |
| 27% | TEAMS | 5 | Boston Red Sox and Toronto Blue Jays, e.g. |
| 26% | TEAMPHYSICIAN | 13 | Dr. Kelly McInnis, for the Boston Red Sox |
| 26% | NOMAR | 5 | Shortstop Garciaparra in the Boston Red Sox Hall of Fame |
| 26% | SEA | 3 | Portland ___ Dogs (Double-A affiliate of the Boston Red Sox) |
| 26% | WAGNER | 6 | Billy ___, former pitcher with the Mets and the Red Sox who may be dressing up as "Sandman" this Halloween? |
| 25% | CURTGOWDY | 9 | Sportscaster who was the longtime voice of the Boston Red Sox: 2 wds. |
| 25% | WALLY | 5 | Male mascot of the Boston Red Sox who has a sister named Tessie |
| 25% | TESSIE | 6 | Boston Red Sox anthem updated by the Dropkick Murphys in 2004 |
| 24% | EAST | 4 | American League division with the Red Sox and Yankees |
| 24% | TED | 3 | Slugger Williams who was a 19-time All-Star for the Boston Red Sox |
| 24% | DAVIDORTIZ | 10 | Former Boston Red Sox hitter who was nicknamed "Big Papi": 2 wds. |
| 24% | SAM | 3 | "Cheers" bartender who was a former Boston Red Sox pitcher |
| 24% | FOES | 4 | The Yankees and the Red Sox, e.g. |
| 24% | TED | 3 | ___ Williams, American baseball player who played his 19-year career for the Boston Red Sox |
| 24% | RICE | 4 | Eight-time MLB All-Star Jim who played his entire career with the Boston Red Sox |
| 24% | TIMWAKEFIELD | 12 | Boston Red Sox pitcher honored with the Roberto Clemente Award in 2010 (2 wds.) |
| 23% | MOOKIEBETTS | 11 | Boston Red Sox outfielder who is the 2018 American League Most Valuable Player (2 wds.) |
| 23% | BRONSON | 7 | Arroyo who pitched for the Pirates, Red Sox, Reds and Diamondbacks |
| 23% | BASEBALL | 8 | Sport played by the Yankees, Braves and Red Sox |
| 23% | DAVIDORTIZ | 10 | Boston Red Sox designated hitter who won the AL Hank Aaron Award in 2016: 2 wds. |
| 23% | EAST | 4 | American League division of the Yankees and the Red Sox |
| 23% | MLB | 3 | Organization that the Yankees and Red Sox play in: Abbr. |
| 22% | YANKEES | 7 | New York ___ vs Boston Red Sox, legendary rivalry on the baseball field that started in 1903 |
| 22% | ALEAST | 6 | MLB division for the Yankees and Red Sox, for short (2 wds.) |