​Securing The Future: Boston Fleet Extend Rookie of the Year Haley Winn to Long-Term Deal originally appeared on NESN. Add NESN as a Preferred Source by clicking here.As the PWHL continues to grow, the Boston Fleet are looking to make moves before time passes them by. They decided to hold on to the league’s future.AdvertisementAdvertisementAdvertisementThe Fleet recently re-signed defender Haley Winn, the 2026 PWHL Rookie of the Year, to a one-year contract extension through the 2028-29 PWHL season.The signing served as a perfect birthday gift for Winn, who celebrated her 23rd birthday the exact same day. The extension adds a year of security to her original three-year standard player agreement signed prior to her rookie season.Winn was selected second overall by the Fleet in the 2025 PWHL Draft, putting up a stellar 19 points in 30 regular-season games, putting her in a tie for third in points among league defenders. More impressively, she established herself as an absolute workhorse, setting a new PWHL single-season record by averaging a league-high 26:45 of ice time per game. The Clarkson University star was one of the Fleet’s most versatile players, scoring 5 goals and tallying 14 assists.AdvertisementAdvertisementAdvertisementMORE:Shipping Up to Boston: Fleet Moving to New Home for 2026-27 PWHL SeasonA finalist for PWHL Defender of the Year, Winn bested the Victoire’s Nicole Gosling and the Sirens’ Casey O’Brien for Rookie of the Year honors.It has been an unforgettable calendar year for the Rochester, New York native. Back in February, Winn made her Olympic debut at the 2026 Winter Games in Milan, where she registered one goal and three assists over seven games, helping lead Team USA to a gold medal alongside Fleet teammates Megan Keller and Aerin Frankel.Winn is the only member of the Fleet currently signed through the 2027-28 season. The league is expanding, with the additions of teams in Detroit, Hamilton, Las Vegas, and San Jose. Boston made it known that Winn is a Fleet player for the long haul.AdvertisementAdvertisementAdvertisement“It just been such a surreal year, and it’s hard to put into words. So many dreams that I’ve had that have came true and also just trying to stay present, it just feels like, this is what I love to do. It’s not really work anymore,” Winn told News 10.“So the accolades and achievements kind of come with that. But at the end of the day, I just get to do what I love every day. With a lot of people that mean a lot to me.”