Weiland helmed the Hershey Bears of the American Hockey League for the next four seasons, then coached the league's New Haven entry for two more years. In 1950 he began his longest coaching stint, at Harvard University, where he compiled a record of 315-173-17 before retiring in 1971. That year also marked his induction into the Hockey Hall of Fame. A member of the Beanpot (ice hockey) Hall of Fame, Weiland was twice named coach of the year by the American Hockey Coaches Association, first in 1955, when he led the Crimson to third place in the NCAA tournament, and again in his final season, when his team captured the ECAC tournament. The New England Hockey Writers Association named Weiland its coach of the year five times and honored him with the Schaefer Pen Award for contribution to amateur hockey in 1962. He received the Lester Patrick Award for contribution to hockey in the United States in 1972. Weiland coached seven All-Americans, including three-time first-team selection Joe Cavanagh '71 and two-time pick David Johnston '63. His players earned a total of 26 first team All-Ivy honors, highlighted by the 1956–57 team, which was made up entirely of Crimson players. Four of Weiland's Harvard players helped the 1960 U.S. Olympic team win the gold medal in Squaw Valley. Among that group was the legendary Bill Cleary '56, who went on to assist Weiland and succeed him as head coach. Cleary served in that role for 19 seasons and as athletic director for 11. He earned the Hobey Baker Legend of College Hockey Award in 1993. Cufflinks presented to Weiland after Owen Sound's Memorial Cup win in 1924 are part of a permanent junior hockey exhibit at the Hockey Hall of Fame in Toronto.