In 2009–10, Bolden led all Hockey East freshmen defenders in scoring with four goals and nine assists for 13 points. Her first collegiate point was a goal in a 1–1 tie against Clarkson on October 3, 2009. Her first assist was also earned in a tie in a 1–1 draw with the Quinnipiac Bobcats on October 16, 2009. On October 24, 2010, in a 5–2 victory over Brown, Bolden was one of three BC players who scored their first goals of the 2010–11 season. In addition to the goal, Bolden tallied two assists in the win against Brown. It was a career high for most points in one game in her BC career. On December 9, 2010, she was invited to try out for the United States national women's ice hockey team. In her first three seasons at BC, Bolden appeared in 102 contests. Her 21 points during the 2011–12 campaign ranked second among defenders during Hockey East conference play. Statistically, she amassed 20 goals and 33 assists. She was part of the USA Hockey evaluation camp for the 2012 IIHF World Championship, and was a 2012 nominee for the Patty Kazmaier Award. On August 21, 2012, Bolden was appointed team captain for the 2012–13 NCAA Division I women's ice hockey season.
The National Women's Hockey League, the first women's hockey league to pay a salary, announced to play its inaugural season for 2015–16. On October 11, 2015, Bolden joined the NWHL's Boston Pride, thus becoming the first African-American player to compete in the NWHL. On December 31, 2015, Bolden and the Pride participated in an outdoor women's ice hockey game against the CWHL's Les Canadiennes de Montreal, known as the 2016 Outdoor Women's Classic and was the first professional women's ice hockey outdoor game. Bolden would score Boston's first and only goal of the game. In 2016, she helped the team win the inaugural Isobel Cup. Bolden was selected as a player for the 2nd NWHL All-Star Game, in which she won the fastest shot skills game with a shot of 87 mph. In May 2017, Bolden left the NWHL and signed on to play for the HC Lugano women's team in Switzerland. On August 15, 2018, Bolden signed a contract with the NWHL's Buffalo Beauts and played for that team until May 2019.
Overseas
During the 2017–18 season, Bolden competed in the Swiss Women's Hockey League for HC Lugano, where she competed in 20 games. She led all defenders on the team with 27 points, pacing fourth overall in team scoring with 27 points.
Bolden participated in the #ForTheGame movement in connection with the PWHPA, which began May 2019.. She played for Team Keller against Team Decker in PWHPA's Dream Gap Tour stop in Philadelphia, PA.