West Chester's East Side Little League gave the borough its biggest baseball moment in more than 70 years in August. The community rallied around the team in ways that suggest the impact will outlast the final score.
East Side, a 12-and-under team managed by Bob Hennessey, became the first West Chester squad in over seven decades to reach the Little League World Series. The team won the Pennsylvania state championship, then captured the Mid-Atlantic Regional title by beating Naamans Little League of Wilmington, Delaware, before heading to Williamsport for nationally televised games on ESPN.
The run ended Tuesday, Aug. 25, when East Side fell 6-5 in extra innings to Phenix City, Alabama, in an elimination game. Cole Warner hit a two-run homer in the third inning and struck out six batters after moving to the mound in the fourth, the Philadelphia Inquirer reported. Ryan Hennessey, the manager's son, scored two runs and drove in two more with a double. But Phenix City rallied from a 5-0 deficit to tie the game, then won on a Brooks Cameron single in the seventh.
"It's just a dream come true, to be honest," Bob Hennessey said after the loss. "That's every Little Leaguer's dream. It was my dream growing up to see these boys get here and get to experience it."
West Chester watched together
Back home, fans packed Saloon 151 on West Gay Street for watch parties throughout the tournament. At an Aug. 21 watch party, East Side alumni, parents and young players crowded the bar and cheered through every at-bat.
Mike Calio, whose two sons previously played for East Side, was among them. Peter Castagna brought his son Eamon, a 10-year-old who plays on East Side's 10U team. In two years, Eamon will have his own shot at Williamsport.
"It lets East Side be known to the world, really," Eamon Castagna told the Inquirer.
Ryan Tench, a West Chester native who played for East Side growing up, watched with a group of old teammates who have stayed close through high school and college. David Bice, East Side's umpire-in-chief, told CBS Philadelphia after the Aug. 25 elimination that the players had already accomplished something rare.
"You are one of the top 10 teams in the country to get there," Bice said. "So you already won to get to Williamsport."
Beyond the scoreboard
In Williamsport, the players bunked with Japan's 12-and-under team and met players from the Milwaukee Brewers and Atlanta Braves before the Little League World Series MLB Classic. Many of East Side's players were also teammates on the league's 11U state championship team in 2025.
The West Chester Chronicle noted that East Side's greatest impact may arrive next spring, when a new generation of children shows up at local fields hoping to follow the same path. No registration numbers are available yet, but anticipation is building among families in the league's pipeline.
Peter Castagna said the takeaway for his son is that hard work leads to success, whether or not a kid makes the World Series.
East Side Little League's spring 2027 registration details have not yet been announced. Families can check eastsidell.org for updates.







