1960s-2000

The 100-Year Celebration Event is held in 1967 at the clubhouse and women are invited to attend. The book "Arlington Club and the Men Who Built It" is published and given to Club members.

At the annual golf tournament in 1977, President Charles Wentworth, Jr., duplicates the feat of his father 27 years earlier recording a hole-in-one on the 16th hole at Waverley Country Club, wearing a top hat and tails (in 1950 the theme was "Most Outlandish Attire"). The amazing event is chronicled in Ripley's Believe It or Not," and is currently memorialized in the Golf Champion's Room. In 1950, as he stood on the tee at the 9th hole at Waverley, Charles' father as President had bet "$20 a man" that he would make a hole-in-one – they all paid!

In November 1977, the first Annual Board Retreat is held in the desert at a retreat in Borrego Springs, California, and the mystique of that event is born.

The first Toastmasters meeting is held in 1979 with Diarmuid O'Scannlain elected as the first president. Toastmasters continue to meet every Thursday morning to this day. Arlington Club's chapter is the largest and oldest Toastmasters group in Oregon.

Arnold Palmer comes to Portland to play in the U.S. Senior Open held at Portland Golf Club in 1982 and speaks to 250 Arlington Club members at Tuesday Club at the invitation of Club President Norm Wiener. Twenty-seven years later, on the occasion of Norm's 90th birthday, Arnie (who turned 80 on that same September 10) sends Norm a letter of birthday greetings. The letter is on display in the Golf Champion's Room.

Club members vote overwhelmingly to allow women to join the club in 1990 and the first women are admitted in March 1991.

The first Holiday Gala is held in 1994, and the tradition continues today as one of the most popular events on the Club calendar.

The popular affinity group concept is formally adopted in 1999 and continues to thrive. Early groups included Toastmasters, Aviators, Wine, Cycling, and Motorcycling.