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Dexter SouthfieldCheshire Academy

29
Cats
23

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

Q1Q2Q3Q4Final
Dexter Southfield----29
Cheshire Academy----23
Final score provided by J. Stout.
  • Recap
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  • Matchup Info

Game Story

Connecticut High School Football - Cheshire Academy tipped by Dexter Southfield

October 3, 2025: Cheshire, CT 06410

Dexter Southfield (Brookline, MA) followers went home pleased Friday as they saw their football team nip the host Cheshire Academy Cats (Cheshire, CT), 29-23 in a non-league battle.

With the win, Dexter Southfield advances its record to 4-0 on the season. The travel to Kent School (Kent, CT) to encounter the Lions in a non-league match on Saturday, October 11. The Lions enter the match with a record of 0-4. Kent School lost 29-6 in their recent non-league match against Phillips Academy (Andover, MA)

Coming up next, the Cats confront the Brunswick School Bruins (Greenwich, CT) in a Northeast Prep match, on Saturday, October 11. Cheshire Academy will attempt to upgrade on its 2-2 season record. The Bruins enter the match with a 3-1 record after their 66-7 non-league win over Belmont Hill (Belmont, MA).

  • All
  • Q1
  • Q3
  • OT
  • F

  1. MaxPreps

    Game Started
    DSHS
    0 - 0
    CA
    Cats
    Posted @ 7:16p

  2. B. Macarz

    3rd Quarter ~11 minutes to go
    DSHS
    21 - 7
    CA
    Cats

  3. B. Macarz

    3rd Quarter ~11 minutes to go
    DSHS
    21 - 7
    CA
    Cats

  4. B. Macarz

    3rd Quarter ~2 minutes to go
    DSHS
    21 - 20
    CA
    Cats

  5. B. Macarz

    4th Overtime ~5 minutes to go
    DSHS
    29 - 20
    CA
    Cats

  6. J. Stout

    Final
    DSHS
    29 - 23
    CA
    Cats
    Posted @ 5:34a

DSHS @ CA Football Game Info

Fri., Oct. 3, 2025 @ 6p
Cheshire Academy
The Cheshire Academy (Cheshire, CT) varsity football team lost Friday's home non-conference game against Dexter Southfield (Brookline, MA) by a score of 29-23.

Rankings & Records

Dexter Southfield (25-26)

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

Cheshire Academy (25-26)

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

Team Scoring Averages

Q1Q2Q3Q4Final
Dexter Southfield		9.507.53.020.7
Cheshire Academy		5.69.68.47.628.7

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

Dexter SouthfieldCheshire Academy
-Tackles Per Game63.0
-Sacks Per Game2.0
-Points Per Game8.0

Team Leaders

Dexter SouthfieldCheshire AcademyNational Avg.
-
Tackles Per Game#20 Zach Dresch9.72.6
-
Sacks Per Game#59 Aiden Gootnick0.80.2
-
Points Per Game#1 Jovon Williams2.01.9

Common Opponents

SchoolCommon Opp. Rec.SchoolCommon Opp. Rec.
Dexter Southfield2-0Cheshire Academy2-0
DateAwayHomeResultDateAwayHomeResult
9/12/25Suffield AcademyDexter Southfield(W) 21-611/7/25Cheshire AcademySuffield Academy(W) 28-6
9/27/25Dexter SouthfieldTaft School(W) 20-09/12/25Taft SchoolCheshire Academy(W) 28-0

Record Breakdown

Dexter Southfield (25-26)

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