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<b>Bob Hope, Dean Martin and Jerry Lewis</b> Three of the funniest comics of their day yuck it up at Cog Hill Country Club in Chicago on National Golf Day in 1953.
Bob Hope, Dean Martin and Jerry Lewis Three of the funniest comics of their day yuck it up at Cog Hill Country Club in Chicago on National Golf Day in 1953.

When the stars of yesteryear headed out to the golf course, they dressed in style. Here is a collection of some of our favorite movie stars, sports stars and entertainers playing hard and looking good on the links

Hope. Ruth. Sinatra. Gleason. Martin. Crosby. Some of the biggest names in celebrity history. Each is famous in their own right, and each took to the golf course for charity and relaxation. But when they teed up the ball, they didn't do so wearing a pair of khaki chinos and a polo shirt—they dressed camera ready.  

Celebrity golfers of yore swung persimmon woods and hickory shafted irons, and they did so while wearing fashionable clothes. Plus-four pants, button—down shirts, elegant sweaters—even the occasional French cuff-all was fair game when stepping out to play a little golf.  

We dug through the archives to showcase a selection of our favorite movie stars, singers, athletes and politicians on the golf course dressed to the nines.


Frank Sinatra The Chairman of the Board at the 1969 Chuck Connors Charity Invitational at Palm Springs Golf Course in Palm Springs, California. Old Blue Eyes actually sang in front of a crowd for the final time at the Frank Sinatra Desert Classic, in 1995
Bob Hope, Dean Martin and Jerry Lewis Three of the funniest comics of their day yuck it up at Cog Hill Country Club in Chicago on National Golf Day in 1953. Hope, who was quite at home on the links, used a golf club as a prop onstage.
Babe Ruth The Sultan of Swat swings away in 1930 at the Biltmore Hotel Golf Course in Coral Gables, Florida. When he wasn’t bashing home runs, Ruth spent plenty of time on the course, employing his powerful left-handed swing. Ruth had a single-digit handicap, yet once lost in a tournament to his old baseball nemesis Ty Cobb.
Charlie Chaplin Nearly unrecognizable without his Little Tramp bowler hat and toothbrush mustache, actor Charlie Chaplin sports a dapper look on the green in 1923 with playing partner Pola Negri.
Jackie Gleason Few loved life as much as “The Honeymooners” star Jackie Gleason. Here, wearing plus fours and argyle socks, he takes a splendid swing at Inverrary Country Club in Lauderhill, Florida, during a charity match in the 1970s. That’s his playing partner, Bob Hope, keeping an eye on things from the golf cart.
Katherine Hepburn While she is pictured here in the film Pat and Mike, Katherine Hepburn was quite the golfer in real life, and once reached the semifinal of the Connecticut Young Women’s Golf Championship.
Audrey Hepburn The year 1955 saw Audrey Hepburn win a Golden Globe and rise to prominence as a fashion influence, something she shows off here on the golf course.
Jack Lemmon Looking relaxed, a cigar in his mouth, Jack Lemmon watches the play unfold at the 1970 Bing Crosby Pro-Am at Pebble Beach Golf Links.
Clark Gable The star of Gone with the Wind looked dapper everywhere, including on the course in 1951.
Dean Martin, Bing Crosby and Groucho Marx Crooners Dean Martin and Bing Crosby, and storied comedian Groucho Marx take a break from their game in early 1954 to pose near a cart in Palm Springs, California. Marx, one of the best-known cigar smokers in history, had a taste for Cubans and is likely hiding his stogie behind his playing partner.
President John F. Kennedy Looking dapper in a sweater, President John F. Kennedy flashes his trademark smile to his sister Pat as he walks off the first tee at Hyannisport Club in Barnstable, Massachusetts, in July, 1963. Kennedy was known for playing the game well, playing quickly and typically not finishing an entire round.
George Thompson Cortlandt Manor , NY, USA, October 31, 2016 2:15pm ET
Nice to see cigars as part of the ensemble. Cog Hill is actually Lemont, but Chicago is close enough. Grew up in Palos Park and played there a number of times.

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