Author: Tommy Kowalczuk WHS Class of '26 The Winchester boys varsity tennis team has come out firing this season, posting an impressive 8–1 record and establishing themselves as a serious contender in the league. Signature wins over Belmont High, Cambridge Rindge and Latin, and Reading High have highlighted just how dangerous this Red & Black squad can be when it finds its rhythm. Leading the charge at first singles is sophomore Henry May, who has been nearly flawless so f

Author: Alex Machemer WHS Class of '26 Winchester opened its outdoor track season on Thursday, April 10th with a home meet against Reading High School, where both teams competed hard despite tough final scores. The girls’ team fell 82-54, while the boys’ team was defeated 101-35. Despite the tough competition, the meet featured several standout performances and early-season qualifications for upcoming invitationals. Noah Damaske led the distance squad with strong marks in

Author: Ashton Marnik, WHS Class of '26 As New Englanders, it’s safe to say that plenty of locals eagerly await ski trips this February break, whether it be a local day-trip or a destination vacation. Not all avid skiers must look weeks ahead to shred the slopes, though– certainly not WHS Alpine. For the first time, Winchester Alpine has trekked to Westford’s Nashoba Valley both Tuesday and Wednesday every week. Prior to this season, snow training was exclusive to Tuesdays,

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester boys varsity basketball team opened its state tournament run with a hard-fought 65–59 victory over Lexington High in the first round of the playoffs. In a game that was lower-scoring than fans might expect from two high-powered teams, the difference came down to defense, composure, and clutch free-throw shooting. Winchester High boys basketball senior Adam Fiorentino looks to make a play during the Feb. 27 Division 1

Author: Joe McConnell | Winchester News Correspondent After the Winchester High qualified wrestlers competed hard over two days last weekend (Feb. 20, 21) in the State Division 1 Meet at North Andover High School, Mother Nature gave them a break to rest and recuperate with Monday’s blizzard that resulted in two days off from school. There was much to be proud of at the divisional meet, starting with a Top 10 finish – ninth overall – out of 50 statewide teams. It was the progr

Author: Alex Machemer WHS Class of '26 It is a pleasure to fill you in on the results from Winchester’s latest performance at the New Balance Track in Boston this past Monday, February 2nd. Both teams showed incredible grit against a highly competitive field, with the girls’ team delivering an outstanding performance to finish 4th overall with 42 points. The boys’ team also put up a strong showing in a deep field, securing 7th place overall with a total of 30 points. The mee

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester swim team closed out its season with determination and strong individual performances, highlighted by an encouraging final meet and a resilient team mindset throughout the year. In their most recent competition, Winchester saw several swimmers reach the podium, as Bodhi, Alex, and Peter each earned medals in their respective events. The 200-yard freestyle relay team also delivered a standout performance, finishing in m

Author: Joe McConnell | Winchester News Correspondent Sometimes, losing a game can be a blessing in disguise. This was the case for the Winchester High boys basketball team on January 20, when they faced a tough defeat at home against Burlington, ending their impressive streak of 12 consecutive wins. The final score was 57-54, a close call that reminded us all of the unpredictability of sports. Winchester High boys basketball senior Adam Fiorentino takes the ball up court dur

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester boys and girls varsity alpine ski teams are carving out impressive seasons in the Mass Bay West Omega League, combining strong team performances with standout individual racers. On the boys’ side, Winchester currently sits fourth out of eight teams in the league standings. Leading the charge is junior Marcus Brady, who has surged to the very top of the individual rankings—first overall out of 87 athletes across the lea

Author: Joe McConnell | Winchester News Correspondent The Winchester High wrestling team (2-1) recently concluded one of its busiest parts on its regular season schedule, and it all centered around the town of Belmont. On Wednesday, Jan. 7, the Red & Black were at Belmont High for a dual meet, and by the end of the night, they were able to come out on top against the rival Marauders, 53-26. Girls team captain Maria Baldwin helped lead the way to victory with a big individual

Author: Julia Ramsey, WHS Class of '27 This past week, Winchester Track & Field competed against Arlington in a closely contested meet. Both the girls’ and boys’ teams put forth strong efforts against tough competition. The girls narrowly lost by a score of 51–49, while the boys fell 63–36. Despite the close losses, several athletes achieved notable qualifying performances. Jasper C qualified for the MSTCA Coaches Invitational in the 55m hurdles with a time of 8.16. At the F

Author: Alex Machemer, WHS Class of '26 The Winchester boys varsity basketball team continued its unbeaten season with a hard-fought 58–51 victory over Reading in a game defined by momentum swings and a dominant finish. Winchester jumped out to an early lead, setting a fast pace and controlling the tempo. As the game wore on, however, their momentum slowed in the middle quarters, allowing Reading to battle back and take a six-point advantage. Rather than rattling the Red & B

Author: Alex Machemer, WHS Class of '26 The Winchester girls varsity basketball team pulled off a dramatic 54–53 victory over Reading, showcasing grit, defense, and clutch play in a game that came down to the final seconds. Winchester trailed for most of the contest, struggling to find momentum as Reading maintained a narrow lead throughout much of the game. However, late in the fourth quarter, Winchester surged back with renewed energy, tying the game with just 1:30 remaini

Author: Alex Machemer, WHS Class of '26 Winchester Track & Field competed against Lexington, the most competitive team in the league. Both the girls’ and boys’ teams battled hard against a formidable opponent. Unfortunately, the girls' team fell to Lexington by a score of 78–22, while the boys’ team lost a closely fought meet, 60–40. Despite the challenging competition, several athletes achieved impressive and noteworthy qualifying performances. Julia Ramsey delivered an out

Author: Alex Machemer, WHS Class of '26 We’re excited to share this week’s results from our Varsity Track & Field Meet against Reading High School. The Girls ' team earned a 50-50 tie, while the Boys’ varsity team faced a tough 76-24 loss. Despite the challenging competition, the meet featured several strong individual performances. Notably, Finn Hoover qualified for the Freshman & Sophomore Meet in the 55-meter dash with a time of 6.98 seconds. Tyler Bernstine qualified fo

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester Red & Black football team continues its postseason surge, earning a hard-fought 38–21 victory over Lincoln-Sudbury in the MIAA Division 2 quarterfinals and punching its ticket to the Final Four. The win showcased a balanced attack, dominant defense, and standout special teams play, proving the Red & Black are a force to be reckoned with as the playoffs continue. Winchester High School advances to the Final Four. Offensi

Author: Tess Machemer , WHS Class of '29 This past weekend, the Winchester girls cross country team won the MIAA 1B Divisional Championship Meet for the first time in the program’s history. The pressure was on, as the girls were favored to win their race according to Bay State Run MIAA Divisional predictions. The ranking had been based on last year’s team performance, as well as the current season record. However, Winchester had lost two of its top three runners from last ye

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester football team put on a commanding performance Friday night, cruising to a 42–6 win over North Quincy in one of their most complete games of the season. The Red & Black came out firing on all cylinders — explosive on offense, locked down on defense, and completely in control from start to finish. Captain Gianni DePrimeo, who scored three touchdowns in last Friday night’s dominating win over visiting Belmont, and his team

Author: Tommy Kowalczuk, WHS Class of '26 In one of their toughest matchups of the season, the Winchester girls volleyball team faced off against Newton North, the reigning two-time state champions, in an intense playoff showdown. Despite falling 3–1, the Red & Black left everything on the court, showing determination, skill, and heart from start to finish. The match opened with Winchester setting the tone early. The Red & Black came out energized, matching Newton North point

Author: Tommy Kowalczuk, WHS Class of '26 The Winchester cross country teams delivered one of their strongest collective performances in program history at the Middlesex League Championships , held at the Woburn Country Club last weekend. Against some of the toughest competition in the state, both the boys and girls teams showed depth, determination, and unity across all levels. On the boys’ side , Winchester had several standout performances, with Noah Damaske, Tyler Berns