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Cheshire AcademyDexter Southfield

Cats
31
20

The Dexter Southfield (Brookline, MA) varsity football team lost Saturday's home playoff game against Cheshire Academy (Cheshire, CT) by a score of 31-20.

Q1Q2Q3Q4Final
Cheshire Academy01714031
Dexter Southfield608620
Final score provided by B. Macarz.
  • Recap
  • Scoretracker
  • Matchup Info

Game Story

Massachusetts High School Football - Dexter Southfield thwarted by Cheshire Academy

November 15, 2025: Brookline, MA 02445

Cheshire Academy Cats (Cheshire, CT) boosters were content Saturday as they observed their football squad thwart the host Dexter Southfield (Brookline, MA), 31-20 in a non-league match.

Bob MacarzCats Reporter
  • All
  • Q1
  • Q2
  • Q3
  • Q4
  • F

  1. Check In

    0 - 0 The scorer has checked in. CA 0, DSHS 0
    Posted @ 3:36p

  2. Commentary

    On the campus of Dexter Southfield for the NEPSAC Danny Smith bowl gm. Between Dexter Southfield & Cheshire Academy!! Should b a gr8 gm!!!
    Posted @ 3:41p

  3. Commentary

    The NEPSAC DANNY SMITH BOWL between Dexter Southfield & Cheshire Academy is 20mins away from kickoff! Lock in for what will b a gr8 game!!!
    Posted @ 4:10p

  4. Commentary

    Captains take the field @the Danny Smith bowl
    Posted @ 4:29p
  5. 0 - 0

    Start of Game

    Cheshire Academy1st Quarter
    Cheshire Academy kicking off to Dexter Southfield.
    Posted @ 4:29p
  6. 0 - 0

    Possession Update - Kickoff

    Dexter Southfield1st Quarter ~11 minutes to go
    Cheshire Academy kicked off to Dexter Southfield. Dexter Southfield has the ball on Cheshire Academy's 9-yard line. CA 0, DSHS 0
    Posted @ 4:32p
  7. 0 - 0

    Update

    Dexter Southfield1st Quarter ~10 minutes to go
    Dexter Southfield - 3rd down, ~10 minutes to go, ball on Cheshire Academy's 1-yard line. CA 0, DSHS 0
    Posted @ 4:33p
  8. 0 - 6

    Rushing Touchdown

    Dexter Southfield1st Quarter ~10 minutes to go
    Dexter Southfield - Rushing TD. CA 0, DSHS 6
    Posted @ 4:34p
  9. 0 - 6

    Rushing Two Point Conversion Failed

    Dexter Southfield1st Quarter ~10 minutes to go
    Dexter Southfield - 2Pt Conversion Failed. CA 0, DSHS 6
    Posted @ 4:35p
  10. 0 - 6

    Possession Update - Kickoff

    Cheshire Academy1st Quarter ~10 minutes to go
    Dexter Southfield kicked off to Cheshire Academy. Cheshire Academy has the ball on their own 41-yard line. CA 0, DSHS 6
    Posted @ 4:36p
  11. 0 - 6

    Interception

    Dexter Southfield1st Quarter ~10 minutes to go
    Dexter Southfield intercepts a Cheshire Academy pass. CA 0, DSHS 6
    Posted @ 4:37p
  12. 0 - 6

    Update

    Dexter Southfield1st Quarter ~9 minutes to go
    Dexter Southfield - 3rd down, ~9 minutes to go, ball on Cheshire Academy's 38-yard line. CA 0, DSHS 6
    Posted @ 4:39p
  13. 0 - 6

    Update

    Dexter Southfield1st Quarter ~9 minutes to go
    Dexter Southfield - 1st down, ~9 minutes to go, ball on Cheshire Academy's 35-yard line. CA 0, DSHS 6
    Posted @ 4:39p

  14. Commentary

    1st Quarter
    2d&9 for dxsf
    Posted @ 4:40p

  15. Commentary

    1st Quarter
    3d&6 for dexter
    Posted @ 4:41p

  16. Commentary

    1st Quarter
    1st down Dexter on ca 18
    Posted @ 4:41p
  17. 0 - 6

    Update

    Dexter Southfield1st Quarter ~5 minutes to go
    Dexter Southfield - 2nd down, ~5 minutes to go, ball on Cheshire Academy's 13-yard line. CA 0, DSHS 6
    Posted @ 4:42p

  18. Commentary

    1st Quarter
    Holding on Dexter 2d&15
    Posted @ 4:43p
  19. 0 - 6

    Update

    Dexter Southfield1st Quarter ~4 minutes to go
    Dexter Southfield - 3rd down, ~4 minutes to go, ball on Cheshire Academy's 23-yard line. CA 0, DSHS 6
    Posted @ 4:44p
  20. 0 - 6

    Update

    Dexter Southfield1st Quarter ~4 minutes to go
    Dexter Southfield - 1st down, ~4 minutes to go, ball on Cheshire Academy's 3-yard line. CA 0, DSHS 6
    Posted @ 4:45p

  21. Commentary

    1st Quarter
    2d, goal on ca 4
    Posted @ 4:45p

  22. Commentary

    1st Quarter
    3d goal on ca 4
    Posted @ 4:46p
  23. 0 - 6

    Update

    Dexter Southfield1st Quarter ~3 minutes to go
    Dexter Southfield - 4th down, ~3 minutes to go, ball on Cheshire Academy's 5-yard line. CA 0, DSHS 6
    Posted @ 4:47p

  24. Commentary

    1st Quarter
    Timeout..Dexter..4th &goal on CA 5 yd line. Big play for both tms. Ca ball or Dexter up 2 scores!!
    Posted @ 4:48p
  25. 0 - 6

    Turnover on Downs

    Cheshire Academy1st Quarter ~2 minutes to go
    Dexter Southfield has turned possession over on downs. Cheshire Academy has the ball on their own 5-yard line. CA 0, DSHS 6
    Posted @ 4:49p

  26. Commentary

    1st Quarter
    3d& 5 ca
    Posted @ 4:50p

  27. Commentary

    1st Quarter
    1st down CA
    Posted @ 4:51p
  28. 0 - 6

    Update

    Cheshire Academy1st Quarter Under a minute
    Cheshire Academy - 1st down, Under a minute, ball on Dexter Southfield's 40-yard line. CA 0, DSHS 6
    Posted @ 4:52p
  29. 0 - 6

    End of 1st Quarter

    2nd Quarter
    CA 0, DSHS 6
    Posted @ 4:52p
  30. 6 - 6

    Passing Touchdown

    Cheshire Academy2nd Quarter ~11 minutes to go
    Cheshire Academy - #10 Keegan Croucher pass completed to #9 Aidan Good for a TD. CA 6, DSHS 6
    Posted @ 4:55p
  31. 7 - 6

    Made Point After

    Cheshire Academy2nd Quarter ~11 minutes to go
    Cheshire Academy - #80 Nolan Pendergrast PAT Good. CA 7, DSHS 6
    Posted @ 4:55p
  32. 7 - 6

    Possession Update - Kickoff

    Dexter Southfield2nd Quarter ~11 minutes to go
    Cheshire Academy kicked off to Dexter Southfield. Dexter Southfield has the ball on their own 25-yard line. CA 7, DSHS 6
    Posted @ 4:57p

  33. Commentary

    2nd Quarter
    3d& 6 Dexter on the 29
    Posted @ 4:59p
  34. 7 - 6

    Update

    Dexter Southfield2nd Quarter ~10 minutes to go
    Dexter Southfield - 1st down, ~10 minutes to go, ball on their own 38-yard line. CA 7, DSHS 6
    Posted @ 4:59p

  35. Commentary

    2nd Quarter
    Personal foul on Dexter brings back 15. 2 down
    Posted @ 5:01p

  36. Commentary

    2nd Quarter
    3d & 15 dexter
    Posted @ 5:01p

  37. Commentary

    2nd Quarter
    Dexter stopped brings up 4th down
    Posted @ 5:02p
  38. 7 - 6

    Punt

    Cheshire Academy2nd Quarter ~8 minutes to go
    Dexter Southfield has punted to Cheshire Academy. Cheshire Academy has the ball on their own 30-yard line. CA 7, DSHS 6
    Posted @ 5:03p
  39. 13 - 6

    Passing Touchdown

    Cheshire Academy2nd Quarter ~5 minutes to go
    Cheshire Academy - #10 Keegan Croucher 30 Yd pass completed to #1 Jovon Williams for a TD. CA 13, DSHS 6
    Posted @ 5:06p
  40. 14 - 6

    Made Point After

    Cheshire Academy2nd Quarter ~5 minutes to go
    Cheshire Academy - #80 Nolan Pendergrast PAT Good. CA 14, DSHS 6
    Posted @ 5:07p

  41. Commentary

    2nd Quarter
    5&half mins in 1st half. CA up 14 to 6. Been a tough physical gm thus far!!
    Posted @ 5:08p
  42. 14 - 6

    Possession Update - Kickoff

    Dexter Southfield2nd Quarter ~5 minutes to go
    Cheshire Academy kicked off to Dexter Southfield. Dexter Southfield has the ball on their own 25-yard line. CA 14, DSHS 6
    Posted @ 5:09p

  43. Commentary

    2nd Quarter
    3d&8 for Dexter
    Posted @ 5:10p
  44. 14 - 6

    Update

    Dexter Southfield2nd Quarter ~3 minutes to go
    Dexter Southfield - 1st down, ~3 minutes to go, ball on their own 35-yard line. CA 14, DSHS 6
    Posted @ 5:11p
  45. 14 - 6

    Update

    Dexter Southfield2nd Quarter ~2 minutes to go
    Dexter Southfield - 3rd down, ~2 minutes to go, ball on their own 35-yard line. CA 14, DSHS 6
    Posted @ 5:12p
  46. 14 - 6

    Update

    Dexter Southfield2nd Quarter ~2 minutes to go
    Dexter Southfield - 4th down, ~2 minutes to go, ball on their own 35-yard line. CA 14, DSHS 6
    Posted @ 5:13p
  47. 14 - 6

    Punt

    Cheshire Academy2nd Quarter ~2 minutes to go
    Dexter Southfield has punted to Cheshire Academy. Cheshire Academy has the ball on their own 20-yard line. CA 14, DSHS 6
    Posted @ 5:13p

  48. Commentary

    2nd Quarter
    2min warning! CA takes over on there own 19
    Posted @ 5:14p

  49. Commentary

    2nd Quarter
    1st down CA
    Posted @ 5:17p
  50. 14 - 6

    Update

    Cheshire Academy2nd Quarter Under a minute
    Cheshire Academy - 1st down, Under a minute, ball on Dexter Southfield's 12-yard line. CA 14, DSHS 6
    Posted @ 5:19p
  51. 17 - 6

    Field Goal

    Cheshire Academy2nd Quarter Under a minute
    Cheshire Academy - #80 Nolan Pendergrast kicks a 45 Yd Field Goal. CA 17, DSHS 6
    Posted @ 5:27p
  52. 17 - 6

    Halftime

    Halftime
    CA 17, DSHS 6
    We noticed it's halftime, please enjoy this video while you wait for the action to resume.
    Posted @ 5:28p

  53. Commentary

    Halftime
    There'd quarter about to begin here at Dexter Southfield. Dexter will KO to start the3Q Great game to this pt. Let's c how the 2d half goes
    Posted @ 5:39p
  54. 17 - 6

    Start of 3rd Quarter

    Dexter Southfield3rd Quarter
    Dexter Southfield to kick off to Cheshire Academy.
    Posted @ 5:40p
  55. 17 - 6

    Possession Update - Kickoff

    Cheshire Academy3rd Quarter ~11 minutes to go
    Dexter Southfield kicked off to Cheshire Academy. Cheshire Academy has the ball on their own 31-yard line. CA 17, DSHS 6
    Posted @ 5:41p

  56. Commentary

    3rd Quarter
    1st down CA on dexters 32
    Posted @ 5:44p
  57. 23 - 6

    Rushing Touchdown

    Cheshire Academy3rd Quarter ~7 minutes to go
    Cheshire Academy - #11 Michael Caulfield with a 13 Yd Rushing TD. CA 23, DSHS 6
    Posted @ 5:47p
  58. 24 - 6

    Made Point After

    Cheshire Academy3rd Quarter ~7 minutes to go
    Cheshire Academy - #80 Nolan Pendergrast PAT Good. CA 24, DSHS 6
    Posted @ 5:47p
  59. 24 - 6

    Possession Update - Kickoff

    Dexter Southfield3rd Quarter ~7 minutes to go
    Cheshire Academy kicked off to Dexter Southfield. Dexter Southfield has the ball on their own 49-yard line. CA 24, DSHS 6
    Posted @ 5:49p

  60. Commentary

    3rd Quarter
    3d/7 on ca 14
    Posted @ 5:53p
  61. 24 - 6

    Update

    Dexter Southfield3rd Quarter ~3 minutes to go
    Dexter Southfield - 1st down, ~3 minutes to go, ball on Cheshire Academy's 8-yard line. CA 24, DSHS 6
    Posted @ 5:54p
  62. 24 - 12

    Rushing Touchdown

    Dexter Southfield3rd Quarter ~3 minutes to go
    Dexter Southfield - Rushing TD. CA 24, DSHS 12
    Posted @ 5:54p
  63. 24 - 14

    Two Point Rush Completed

    Dexter Southfield3rd Quarter ~3 minutes to go
    Dexter Southfield - Rushed for a 2Pt Conversion. CA 24, DSHS 14
    Posted @ 5:55p
  64. 24 - 14

    Possession Update - Kickoff

    Cheshire Academy3rd Quarter ~3 minutes to go
    Dexter Southfield kicked off to Cheshire Academy. Cheshire Academy has the ball on their own 50-yard line. CA 24, DSHS 14
    Posted @ 5:56p

  65. Commentary

    3rd Quarter
    1st dn CA on Dexter 37
    Posted @ 5:59p
  66. 30 - 14

    Rushing Touchdown

    Cheshire Academy3rd Quarter Under a minute
    Cheshire Academy - #21 Jacob Macarz with a 10 Yd Rushing TD. CA 30, DSHS 14
    Posted @ 6:07p
  67. 31 - 14

    Made Point After

    Cheshire Academy3rd Quarter Under a minute
    Cheshire Academy - #80 Nolan Pendergrast PAT Good. CA 31, DSHS 14
    Posted @ 6:07p
  68. 31 - 14

    End of 3rd Quarter

    4th Quarter
    CA 31, DSHS 14
    Posted @ 6:07p
  69. 31 - 14

    Possession Update - Kickoff

    Dexter Southfield4th Quarter ~11 minutes to go
    Cheshire Academy kicked off to Dexter Southfield. Dexter Southfield has the ball on their own 18-yard line. CA 31, DSHS 14
    Posted @ 6:10p

  70. Commentary

    4th Quarter
    3/12 for DS
    Posted @ 6:11p
  71. 31 - 14

    Update

    Dexter Southfield4th Quarter ~10 minutes to go
    Dexter Southfield - 1st down, ~10 minutes to go, ball on their own 35-yard line. CA 31, DSHS 14
    Posted @ 6:12p

  72. Commentary

    4th Quarter
    1st dn Dexter on a CA penalty
    Posted @ 6:16p

  73. Commentary

    4th Quarter
    3/12 on CA 27
    Posted @ 6:18p

  74. Commentary

    4th Quarter
    Dexter pass incomp. 4/12..
    Posted @ 6:18p
  75. 31 - 20

    Passing Touchdown

    Dexter Southfield4th Quarter ~7 minutes to go
    Dexter Southfield - Pass completed for a TD. CA 31, DSHS 20
    Posted @ 6:21p
  76. 31 - 20

    Rushing Two Point Conversion Failed

    Dexter Southfield4th Quarter ~7 minutes to go
    Dexter Southfield - 2Pt Conversion Failed. CA 31, DSHS 20
    Posted @ 6:22p
  77. 31 - 20

    Possession Update - Kickoff

    Cheshire Academy4th Quarter ~7 minutes to go
    Dexter Southfield kicked off to Cheshire Academy. Cheshire Academy has the ball on their own 50-yard line. CA 31, DSHS 20
    Posted @ 6:23p
  78. 31 - 20

    Turnover on Downs

    Dexter Southfield4th Quarter ~4 minutes to go
    Cheshire Academy has turned possession over on downs. Dexter Southfield has the ball . CA 31, DSHS 20
    Posted @ 6:29p

  79. Commentary

    4th Quarter
    1st dn Dexter
    Posted @ 6:31p

  80. Commentary

    4th Quarter
    4th dn 6 for Dexter
    Posted @ 6:33p
  81. 31 - 20

    Turnover on Downs

    Cheshire Academy4th Quarter ~2 minutes to go
    Dexter Southfield has turned possession over on downs. Cheshire Academy has the ball on Dexter Southfield's 37-yard line. CA 31, DSHS 20
    Posted @ 6:34p

  82. Commentary

    4th Quarter
    2/3 for ca
    Posted @ 6:35p

  83. Commentary

    4th Quarter
    1st down Cats. Brings it 2 min warning
    Posted @ 6:36p
  84. 31 - 20

    Two-Minute Warning

    Cheshire Academy4th Quarter ~2 minutes to go
    Cheshire Academy has the ball on Dexter Southfield's 24-yard line. CA 31, DSHS 20
    Posted @ 6:36p

  85. Commentary

    4th Quarter
    Dexter uses last TO. 1:54 left in gm
    Posted @ 6:38p
  86. 31 - 20

    Turnover on Downs

    Dexter Southfield4th Quarter Under a minute
    Cheshire Academy has turned possession over on downs. Dexter Southfield has the ball . CA 31, DSHS 20
    Posted @ 6:43p
  87. 31 - 20

    Interception

    Cheshire Academy4th Quarter Under a minute
    Cheshire Academy - #19 Aiden Deluz intercepts a Dexter Southfield pass. CA 31, DSHS 20
    Posted @ 6:45p
  88. 31 - 20

    End of Game

    Final
    CA 31, DSHS 20
    Posted @ 6:45p

CA @ DSHS Football Game Info

Sat., Nov. 15, 2025 @ 4:30p
@ Dexter Southfield
The Dexter Southfield (Brookline, MA) varsity football team lost Saturday's home playoff game against Cheshire Academy (Cheshire, CT) by a score of 31-20.

Scoretracker Providers

Bob MacarzCats Reporter

Rankings & Records

Cheshire Academy (25-26)

CT
11
OverallLeagueHomeAwayWin %League %PFPA
7-35-23-14-2.700.714287194

Dexter Southfield (25-26)

MA
42
OverallHomeAwayWin %PFPA
7-34-23-1.700207167

Team Scoring Averages

Q1Q2Q3Q4Final
Cheshire Academy		5.69.68.47.628.7
Dexter Southfield		9.507.53.020.7

Head-to-Head

  • Dexter Southfield won last month
    10/3 @ 6pQ1Q2Q3Q4Final
    DSHS----29
    Cheshire Academy----23

    The Dexter Southfield (Brookline, MA) varsity football team won Friday's away non-conference game against Cheshire Academy (Cheshire, CT) by a score of 29-23.

    Box score
  • Cheshire Academy won yesterday
    11/15 @ 4:30pQ1Q2Q3Q4Final
    Cheshire Academy01714031
    DSHS608620

    The Cheshire Academy (Cheshire, CT) varsity football team won Saturday's away playoff game against Dexter Southfield (Brookline, MA) by a score of 31-20.

    Box score

Team Stat Comparison

Cheshire AcademyDexter Southfield
63.0Tackles Per Game-
2.0Sacks Per Game-
8.0Points Per Game-

Team Leaders

Cheshire AcademyDexter SouthfieldNational Avg.
#20 Zach Dresch9.7Tackles Per Game
-
2.6
#59 Aiden Gootnick0.8Sacks Per Game
-
0.2
#1 Jovon Williams2.0Points Per Game
-
1.9

Common Opponents

SchoolCommon Opp. Rec.SchoolCommon Opp. Rec.
Cheshire Academy2-0Dexter Southfield2-0
DateAwayHomeResultDateAwayHomeResult
9/12/25Taft SchoolCheshire Academy(W) 28-09/27/25Dexter SouthfieldTaft School(W) 20-0
11/7/25Cheshire AcademySuffield Academy(W) 28-69/12/25Suffield AcademyDexter Southfield(W) 21-6

Record Breakdown

Cheshire Academy (25-26)

Dexter Southfield (25-26)
7-3
Overall
7-3
5-2
League
0-0
1-1
Non-League
7-2
1-1
Head to Head
1-1
2-0
Common Opponent
2-0
3-1
Home
4-2
4-2
Away
3-1
0-0
Neutral
0-0
1-0
Playoff
0-1
4-0
In-State
0-0
3-3
Out-of-State
7-3