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Upcoming

Varsity Boys Football

Woodland vs. Torrington

Aug 26, 20269:00 PM UTC

Varsity Boys Football

Woodland vs. Gilbert

Sep 12, 20265:00 PM UTC

Varsity Boys Football

Woodland vs. Killingly

Sep 18, 202610:30 PM UTC

Varsity Boys Football

Naugatuck vs. Woodland

Sep 25, 202610:30 PM UTC

Beacon Falls, CT

Varsity Boys Football

Woodland vs. Naugatuck

Sep 26, 20265:30 PM UTC

Varsity Boys Football

Watertown vs. Woodland

Oct 2, 202610:30 PM UTC

Beacon Falls, CT

Varsity Boys Football

Crosby vs. Woodland

Oct 9, 202610:30 PM UTC

Beacon Falls, CT

Varsity Boys Football

Wolcott vs. Woodland

Oct 30, 202610:30 PM UTC

Beacon Falls, CT

Varsity Boys Football

Holy Cross vs. Woodland

Nov 6, 202611:30 PM UTC

Beacon Falls, CT

Team Roster

Players

4

Saijour Havercombe

Senior • WR

5

Evan Mastropietro

Senior • QB

7

Jack Meier

Junior • OLB

11

Caden Dinsmore

Junior • WR

17

Justin Pringle

Senior • WR

22

Daniel Keogh

Senior • RB

24

Ryan Kenney

Senior • WR

25

Breyden Lango

Senior • WR

Latest Highlights

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1:19

Game Teaser: 2025 CIAC Football Quarterfinal Bloomfield High School vs. Woodland Regional High School

Dec 3, 202511:30 PM UTC

Beacon Falls, CT

1:01

Game Teaser: Varsity Football Seymour High School vs. Woodland Regional High School

Nov 26, 202511:00 PM UTC

Beacon Falls, CT

3:34

Team Highlights: Varsity Football Kennedy High School vs. Woodland Regional High School - Woodland

Nov 15, 202512:00 AM UTC

Beacon Falls, CT

2:37

Game Recap: Varsity Football Kennedy High School vs. Woodland Regional High School

Nov 15, 202512:00 AM UTC

Beacon Falls, CT

0:58

Game Teaser: Varsity Football Kennedy High School vs. Woodland Regional High School

Nov 15, 202512:00 AM UTC

Beacon Falls, CT

3:34

Team Highlights: Varsity Football Ansonia High School vs. Woodland Regional High School - Woodland

Oct 24, 202511:00 PM UTC

Beacon Falls, CT

2:40

Game Recap: Varsity Football Ansonia High School vs. Woodland Regional High School

Oct 24, 202511:00 PM UTC

Beacon Falls, CT

3:32

Team Highlights: Varsity Football Woodland Regional High School vs. Watertown High School - Woodland

Oct 3, 202511:00 PM UTC

2:38

Game Recap: Varsity Football Woodland Regional High School vs. Watertown High School

Oct 3, 202511:00 PM UTC

3:35

Team Highlights: Varsity Football Woodland Regional High School vs. Naugatuck High School - Woodland

Sep 26, 202511:00 PM UTC

Past Games

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Varsity Boys Football

2025 CIAC Class S Football Semifinal #1

Sheehan High School vs. Woodland High School

Dec 8, 202510:00 PM UTC

Beacon Falls, CT

Varsity Boys Football

2025 CIAC Football Quarterfinal

Bloomfield vs. Woodland

Dec 3, 202511:30 PM UTC

Beacon Falls, CT

Varsity Boys Football

Seymour vs. Woodland

Nov 26, 202511:00 PM UTC

Beacon Falls, CT

Varsity Boys Football

Kennedy vs. Woodland

Nov 15, 202512:00 AM UTC

Beacon Falls, CT

Varsity Boys Football

Ansonia vs. Woodland

Oct 24, 202511:00 PM UTC

Beacon Falls, CT

Varsity Boys Football

Woodland vs. Watertown

Oct 3, 202511:00 PM UTC

Varsity Boys Football

Woodland vs. Naugatuck

Sep 27, 202512:00 AM UTC

Varsity Boys Football

Woodland vs. Naugatuck

Sep 26, 202511:00 PM UTC

Varsity Boys Football

Gilbert vs. Woodland

Sep 19, 202511:00 PM UTC

Beacon Falls, CT

Varsity Boys Football

East Catholic vs. Woodland

Sep 12, 202511:00 PM UTC

Beacon Falls, CT