Jamie, 46, was pictured with Radio 1 DJ Maya, 25, at the annual German celebration.
And they both looked very fetching in traditional German clothes.
Oktoberfest ting today @alotosky A week in Germany with these lot, let’s be having ya.
Dressed in lederhosen and clutching huge steins of beer, Jamie shared on image on Instagram.
He captioned the image simply: "Oktoberfest.... @alotosky."
Maya also shared images from the event, along with Jamie, comedian Tom Davis and cricketer-turned-presenter, Andrew Flintoff.
"Oktoberfest ting today @alotosky A week in Germany with these lot, let’s be having ya," she said, during the filming of Sky One sports quiz show, A League Of Their Own.
Many of his 1.1million followers queued up to take potshots at his choice of outfit on the social media site.
"Yes @jamie.redknapp only you could look good in that son," one wrote.
Champion golfer Luke Donald said: "It’s the socks that does it for me @jamie.redknapp."
"Always good when you can wear your own clothes for work," a third joked.
Earlier on this summer, it was claimed that Jamie had split with model Lizzie Bowdon.
After being one of the country's most eligible bachelors since his split with Louise Redknapp, he looked as though he had found love again with Lizzie.
The former England footballer and current Sky Sports pundit, 46, has allegedly split from Lizzie - Louise's lookalike - with reports claiming that they are "too different to pursue anything long-term".
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